Chapter
One: Surprise!
He had been my best friend for years – a good chunk of
my 22 years alive so far, but that night, everything changed. I definitely
didn’t intend for that night to completely change our relationship, but I guess
if I learned anything the first night I went out in public dressed as a girl,
it was that you can never underestimate the power of a cute little outfit.
You see, none of my friends, including my very
best friend, knew that even though I had been born male and presented in public
as male my entire life, I had been dressing and acting as female in the privacy
of my own home since the very youngest days of my life. I had told a few
girlfriends I had in high school about my dressing, and even dressed for them a
few times, but they were the only ones that knew my secret, and as far as I
knew, they had never told anyone. While those girls and I were dating, they had
obviously met my friends and spent time with them, including my best friend,
but I was pretty sure if they had mentioned to my friends at any point about
the fact that I had dressed like a girl not only while I was spending time with
them, but also alone in secrecy for most of my life, at least one of my friends
would have said something to me.
But that night, I decided it was finally time to let
my friends see that side of my life. It was a coy little plan that centered
around my best friend’s 25th birthday party, a surprise costume party that was
held at his house and hosted by his girlfriend. My little plan was intended to keep
them guessing if dressing up like a girl was really something I did all the
time, or if it was just something I was doing that night as a funny gag for my
best friend’s birthday. At least, that was my original intention.
I had spent the past four months before that night fasting
and exercising. I was down to 180 pounds, and at 5-feet, 10-inches, I was in
about the best shape of my life at that point. I was a soft 180, not very
muscular at all, but that gave me a much more feminine than masculine look. As
soon as I received the invite to the party from my best friend’s girlfriend and
saw that it was a costume party during Halloween weekend, something came over
me and all I wanted to do was to wear a cute little outfit and get all dolled
up like a girl that night. I decided that it was time for me to make my debut as
a girl I named Monica many years before, and did everything I could to make
sure that I was as thin and feminine as possible for the costume party. I was definitely
aiming to raise some eyebrows that night.
Guys dress like girls all the time at Halloween and
costume parties, but I was sure the straight and narrow guys and girls I hung
out with had never seen a guy-to-girl costume like I was going to wear that
night. It was definitely less of a costume and more of an outfit. It was
definitely not going to be a typical hairy guy in a dress trying to be funny
costume, but more like a guy in girl clothes trying to actually look like a
cute and sexy girl.
I had on my tall six-inch white patent leather
strappy platform heels, white lace-top Victoria’s Secret stay-up stockings, and
a very short navy blue traditional two-colored pleated cheerleader skirt with white
in the pleats and a matching, very fitted sleeveless white and navy blue cheerleader
top. I was wearing a long, dark, straight-haired wig that I purchased from an
actual wig shop especially for the evening and had it styled perfectly with two
big white satin bows accenting the two pigtails that flared out to the sides
from the top of my head. You could see my black and white zebra-striped satin
and lace Victoria’s Secret push-up bra pretty clearly through my tight little
white and navy blue cheerleader top, which was definitely the reason I had
chosen to wear that particular bra that night. I had painted my toenails and my
long real fingernails, that I had let grow out just for the party, a bright
red. My nails matched my bright red lipstick which was part of my perfect
makeup with blush, mascara, eyeliner, lip-liner, and pencil-accented heart-shaped
beauty mark. Under my little skirt, I was wearing a pretty little pair of white
satin full-back briefs as my most outer panty layer, and a brand new white lace
and satin thong from Victoria’s Secret under the satin briefs. To finish it all
off, I had a faux diamond ring on each hand, some loose rhinestone bracelets, a
cute little silver ladies’ watch, a silver chain necklace with a big rhinestone
letter charm that was the first letter of the first name of the birthday boy,
and of course, my dangling rhinestone heart shoulder-duster earrings. I even
went as far as to get a cute little navy blue sparkly clutch purse that was
just big enough for my makeup touch-up kit and my cell phone. Naturally, the
little clutch purse matched the rest of my little outfit just perfectly.
Of course, I was completely hairless except for the
hair under my wig. I was completely smooth, lotioned up with my Victoria’s
Secret strawberry-scented body lotion, and covered head to toe in my Victoria’s
Secret strawberry-scented body spray. I caught many a boy that night catching a
whiff of my scent, expecting to see some hot, skinny young girl and turning
over their shoulders only to lock eyes with my smiling face.
Because I was a little nervous, I made sure to be
one of the first people to arrive at his house for the party. Imagine the looks
on my friends’ and their girlfriends’ faces as they arrived and saw me –
someone who they never even would expect to wear a costume – all dolled up like
some party girl. So many stares and so many questions, some snickers from the
guys and some wonderfully feminine hugs and kisses from the girls. Most
wonderfully, most of the girls treated me that night as if I was just another
one of them as I curtsied down to their height, bending gracefully at my knees,
keeping my back straight, head up and arms bent, little navy blue sparkly
clutch purse just to be extra girly constantly in my manicured hand with its
long red fingernails, as we exchanged dual kisses on the cheeks or just to the
air by our cheeks while we both simultaneously voiced the “Mwah!” sound. And naturally,
as I exchanged lipsticked pecks on the lips with some of my closer female
friends, we were starting to get some serious stares from some of the boys,
both ones who knew I was trans, and ones who didn’t, or were by then too drunk
to tell the difference.
I spent the earlier parts of the party shifting back
and forth in my platform high heels, talking to some of the girls who arrived
early about my outfit and their outfits and receiving guilty long glances from the
boys, who despite knowing I was trans, also could not help but notice I was one
of the sexiest-dressed girls at the party. My expertly feminine gestures and
long-practiced feminine voice were just adding to their confusion and intrigue.
Sprinkle my carefully calculated feminine motions and demeanor with all the
drinking that was going on and I knew it was only a matter of time before one
of them would be hitting on me.
My friend of 14 years, Marcus, was the first of my
single guy friends to get up the nerve to come and talk to me. Funnily enough,
Marcus and I met in a church study program when we were both in third grade and
had been friends ever since. I was standing by the bar that was just outside
the kitchen, my legs crossed at my ankles as I leaned on the bar for support. Marcus
was pretty short, so even with my lean, I was still about a foot taller than
him. He was wearing a baseball uniform from high school as his costume that
night. Marcus was your typical short, dark-haired, light-skinned guy’s guy. He was
a bit stocky, played lots of sports, had lots of average-looking girlfriends,
and was not too long outside of a bit of a longer relationship that ended in a very
bitter breakup after she cheated on him with an older guy.
“Wow! You went all out with your outfit tonight!”
Marcus shouted over the music.
“Yeah, I wanted it to be memorable, I guess,” I
responded.
“It sure is
memorable! We’ll all remember you in this outfit for a long time.”
I decided to play a little. I reached up with my
right hand and started to twirl a strand of the hair from my wig around my red-nailed
finger. I then asked, “And what will you remember most?”
Marcus leaned in a little closer, the top of his
head just a little below my chin as I felt him put his arm behind me and wrap
it around my lower back. “I think this short little skirt and how long and sexy
your legs look in those stockings.”
I smirked. I actually didn’t think he’d say
something so overtly flirty, especially since we had been guy friends for so
long. I marveled at how you can spend your whole life as a boy and as soon as
you get a cute girl outfit on, all of the sudden, people can easily forget a
lot of things.
“You know,” Marcus said at that point, “I am pretty
sure that one of the times your little skirt flared up, it looked like your
briefs are satiny. Cheer briefs aren’t normally satiny like that, right?”
I smiled both at Marcus noticing the satiny briefs
and him actually asking me about them. “They are usually a thick cotton, but I
figured with the stockings and the heels, I needed to wear something a little
bit more in line with the rest of the outfit.”
Marcus nodded and I could see the gears in his head
turning. “So, just the satiny briefs, then, nothing else under there?”
I smirked at the question and was thinking on how to
answer it. I decided that since he was being so forthcoming with the flirtiness
and questions, I would also be forthcoming. I bent down until my lips were
almost touching Marcus’s ear and said, “I think most girls still wear underwear
under their briefs. I’m wearing a little white lace and satin thong from
Victoria’s Secret under mine.”
Marcus pulled back a little and looked at me. I
could tell I weirded him out a little, but also that he was genuinely confused
by how much he was already finding himself enjoying flirting with me, one of
his closest guy friends. “Nice,” he said. “You did really go all out, didn’t
you?”
I smirked and gave a little flirty nod as Marcus collected himself and walked away without saying anything else. I figured I’d stand there by the bar a little longer while Marcus went and did exactly what I knew he was going to do at that point – run and blab to anyone he could find about how I wasn’t kidding around with my outfit and was actually wearing thong panties under my satin briefs. It was partly me having a little fun, but also partly me wanting them to actually wonder if me being dressed up as I was that night was not just something I was doing just for fun.
I smirked and gave a little flirty nod as Marcus collected himself and walked away without saying anything else. I figured I’d stand there by the bar a little longer while Marcus went and did exactly what I knew he was going to do at that point – run and blab to anyone he could find about how I wasn’t kidding around with my outfit and was actually wearing thong panties under my satin briefs. It was partly me having a little fun, but also partly me wanting them to actually wonder if me being dressed up as I was that night was not just something I was doing just for fun.
It wasn’t long before I had another one of my single
guy friends, Darren, standing over with me. I had met Darren the summer before
my freshman year in high school at the summer football practice and tryout camp
that began about six weeks before school. Darren was about my height, had
longer sandy blonde hair and blue eyes, and a slim build, but with my heels,
Darren was standing six inches shorter than me. He was a pretty tan guy because
he loved the beach, surfing, skating, and pretty much all things Southern California.
It wasn’t very authentic-looking, but Darren was dressed in a police uniform
that night.
Darren began our conversation by making small talk
about my costume and more specifically, asking how in the world I was able to
walk in those big shoes. Darren also offered to get me a drink, but not in that
typical “Hey, bro, let me get a drink” manner, but instead in a very polite
“Would you like a drink?” manner, to which I very politely declined. Darren
then quickly retorted that I must not want to drink because it would be hard
for me to walk in my big shoes if I had too much to drink. He asked me where I
got my heels and how I found them in my size. He asked me if they hurt and why
I went through the trouble of painting my toenails if it was barely noticeable
through my white stockings. I explained that I got the shoes online and that
they had a ton of shoes online in bigger sizes. I explained that I painted my
toe nails because if you are going to do something, you should go ahead and do
it all the way, to which he quickly said that he was definitely curious to see
how far all the way was going to be for me by the end of the night. I was
honestly a little surprised at him saying that to me and Darren seemed a little
uncomfortable with himself after he said it. Darren walked off shortly
thereafter, still excusing himself politely as he did so.
My friend Frank, who I had met the most recently of
all my guy friends in this group, was the third of my single guy friends to
come up to me. The birthday boy had met Frank in a college class about a year
earlier, so talking with Frank was actually a bit less awkward that night
because I did not really know him all that well. Frank was a pretty
average-looking guy with a pretty average build with dark hair and fair skin.
He definitely would never stick out in a crowd. He was wearing some army fatigues
as his costume that night, though he looked nothing like an actual soldier.
Frank basically said hello, complimented me on my
costume, and then said that he really loved my stockings. Before I could thank
him for the compliment, Frank said he was going to go get another drink, even
though I could see his beer bottle was still half-full. I figured by Frank’s
quick appearance and disappearance that he was most likely pressured by Marcus
and possibly Darren to come up and talk with me next after them, even though
maybe Frank really didn’t want to. I definitely got much less of a flirty vibe
from Frank than I did from Marcus and Darren.
Not long after Frank disappeared into the crowd, my
friends Jim, Cameron, and Phil all approached me together, of course, dressed
as the three chipmunks, which was undoubtedly their girlfriends’ doing. I had
met all three of them in high school and each of them had a girlfriend that was
there at the party with him. They were definitely much more the birthday boy’s
friends that I just hung out with when I was hanging out with him.
Jim, Cameron, and Phil were all three years older
than me, just like the birthday boy. These were the guys the birthday boy spent
time with on couples outings with his girlfriend and their girlfriends. It was
a separate little click within our group I didn’t really spend much time with
that also included the birthday boy’s girlfriend’s sister and her boyfriend, as
well as the birthday boy’s girlfriend’s perpetually-single-because-I-always-swore-she-was-a-lesbian
best friend Joyce.
The
birthday boy’s girlfriend’s sister, her only sibling, was two years older than
her, and was a very interesting story for me. I had a huge crush on the girlfriend’s
superhot and supergorgeous redhead sister at one point when she and I were in
high school together, and she blew me off like I wasn’t worth a penny at the
time. This was years before the birthday boy and his girlfriend met, but when
they started dating, seeing the girlfriend’s sister was just so awkward for me.
I was honestly so happy that she never showed up to the party that night
because I am sure she would have made a big deal and a big scene about seeing
me dressed as Monica.
The birthday boy’s girlfriend’s best friend, Joyce,
on the other hand, was always nice to me and very cordial. She was an
absolutely beautiful Asian girl that was destined for great things as soon as
she graduated from college. The birthday boy always had these grand notions
that Joyce and I should date so that we could spend time together, the four of
us as two couples, and I was always telling him that while I thought Joyce was
amazing and beautiful, I honestly did not think she was into guys at all. In
fact, I told him many times that I truly felt Joyce was into his girlfriend.
He, of course, always played it off as me just being funny or weird about it,
but I was pretty certain I was correct about Joyce. I was honestly a little
disappointed that Joyce was not at the party either, because I was certain she
would have been looking absolutely amazing and very cute in whatever costume
she had decided to wear. I always felt that Joyce tended to miss events where
the birthday boy was the center of attention because it meant the girlfriend
had to focus on him instead of her and stay by his side most of the night
instead of sneaking away to spend time with her.
Getting back to Jim, Cameron, and Phil, I could
tell all three of them were pretty tipsy by the time they passed by me. They
pretty much just did a walk-by, waving and smiling, laughing a bit as Phil
said, “Cool costume, man. Very sexy.” I was honestly pretty happy that the
three of them didn’t actually stop to talk to me.
After about another five minutes of just standing
there, leaning against the bar, watching people chatting, exchanging some
smiles and nods with some of the people there that I didn’t know too well that
were friends of friends or people I had never met, but knew the birthday boy
through his girlfriend, I saw my friends Mick and Trevor smiling at me through
the crowd as they approached together, each one holding a beer bottle up over
the crowd as not to spill it.
Mick and Trevor were your typical Southern California
college-age boys – dirty blonde unkempt
hair, tan, Mick with blue eyes, Trevor with green, and honestly, the most fit
and muscular of all of us in the group given all the typical Southern
California outdoor rugged things they did all the time.
Mick and Trevor trolling through the crowd at a party
together was definitely no surprise. They were best friends, on the same
traveling baseball team, worked at the same sporting goods shop, and were
constantly hanging out together. I always teased them and told them that if one
of them was a girl, they’d already be married. In fact, to that point, when
they finally made their way over to me, Mick opened the conversation by saying,
“Looks like you’re the one who’s a girl!”
I laughed both at what Mick said and the fact that
he was so drunk already that he was swaying quite a bit from side to side as he
stood before me, next to Trevor. I was also laughing a bit because once they
had made their way through the crowd, I could see that in typical Mick and
Trevor fashion, they were not wearing costumes, but instead were both wearing
the same exact black jeans and the same exact surf shop T-shirt.
“So,” I could not help but ask, “did you two mean to
dress as twins or was that a coincidence?”
They both laughed and then Trevor retorted with,
“Well, we couldn’t all come to the party dressed like a hooker like you did.”
I laughed and returned with, “Wow, Trevor, you are
even drunker than Mick!” to which Mick proudly responded, “Nope, I’m way
drunker!”
With that opening salvo of guy talk out of the way,
the conversation quickly settled into half-coherent small talk about the party,
how much fun it was already, and how there was a lot of hot girls in sexy
outfits, which undoubtedly led to us talking about my costume and how they both
liked what I was wearing, and how much I looked like a girl.
The conversation that started out with them standing
about three feet away from me, basically laughing at what I was wearing and
calling me a hooker, quickly morphed into each one of them standing just inches
from me on either side, still facing me, but each with an arm around my back at
the waist. Mick and Trevor were standing so close that I could not even move my
arms to gesture as I was talking and I could really smell the alcohol on their
breath pretty strongly. This was definitely the closest I had ever been to a
guy while talking, let alone two of them.
I could tell that Marcus had told Mick and Trevor
about the satin briefs and the thong panties I was wearing, just as I figured
he would, because they both mentioned about me wearing them during our
conversation about my costume.
For most of the conversation with Mick and Trevor, I
was caught in this weird spot between being nervous about them being so close
and having their arms around the back of my waist like that, and honestly,
enjoying the fact that it was starting to make me feel very girly and desired. They
were getting more and more flirty with me, and I was doing the same. I was
becoming very nervous, though. In their drunken state, I had no idea how far Mick
and Trevor were going to take the flirting. While Marcus and Darren had become
nervous about flirting with me and quickly walked off after doing so, these two
didn’t seemed to be bothered by it at all.
After a good five minutes of this very close
conversation with my two drunk friends, I found myself wondering how this was
going to play out. Were they going to start getting handsy with me? What was I
going to do if they did so? Was this why I wore this outfit to the party? Did I
want this kind of attention from them, or not? And if I didn’t, why did I come to
the party all dolled up as a cheerleader?
Thankfully, as I was contemplating all of this and
thinking on my next move, the music in the room cut out and someone shouted,
“Quiet! Everyone hide and move to the back of the house! They’re almost here!”
Undoubtedly, that meant the birthday boy and his
girlfriend were getting close to the house. I had heard at one point that they
were at dinner and he still had no idea that there was going to be well over a
hundred people and a big birthday party waiting for him when he got back home.
Mick and Trevor stepped away from me at that point
and started to walk towards the back of the house. Honestly still a little
perplexed at the whole situation in which I had placed myself, I stayed where I
was, thinking this might be the perfect opportunity to get away from them for a
bit before things got out of hand.
Noticing that I was not walking with them, Mick
turned back and asked, “You not coming?”
I shook my head and said, “No, you two go ahead and
I will meet you back there. I have to use the bathroom real quick.” I was
totally lying, but it worked enough to convince Mick and Trevor to move to the
back of the house to hide without me. Wanting to ensure that I put a little
distance between me and whatever that was which was going on with Mick and
Trevor, I actually walked towards the bathroom that was at the front of the
house. There, I found a group of friends of friends that were hiding in the
hallway that was out of sight of the front door, most likely so they could all
come streaming out of the hallway and holler “Surprise!” when the birthday boy
and his girlfriend came through the front door. I immediately decided that I
was going to join them there.
It was a bit awkward because these were people I had
met before, but didn’t know well enough to really talk with much. I exchanged
some glances, a few little weirded out looks at my costume, and a few friendly
smiles, which was nice. I positioned myself a little further down the hallway than
the rest of the group so that everyone would most likely stream out of the
hallway and back into the living room and kitchen area before I did.
The next few minutes were filled with the typical
sounds of waiting for the guest of honor to arrive at a surprise party. Lights
were turned off, people whispered, others shouted for everyone to be quiet and
there was that energized feeling of anticipation as the car pulled up to the
front of the house, meaning that she was driving because he parked his car in the
garage behind the house, and then the sound of them talking and approaching the
front door, the sound of the key going in and the door opening, and then,
finally, the lights going on and everyone shouting “Surprise!”
I didn’t shout it, but simply waited for everyone to
go streaming out of the hallway before me, then I slowly followed and went into
the living room and kitchen area behind all of them. At that point, I could see
the birthday boy and he was in his typical date night black slacks, blue dress shirt,
and black blazer. He was a few inches shorter than me and three years older. He
had brown, slightly wavy hair, and light skin, though he did like to lay out
and tan. He had a very traditional Scottish look, much like a very young Sean
Connery, though it had been many years since his ancestors has crossed the pond.
He was a good-looking and clean-cut guy, always made us all jealous with his
pretty girlfriends and conquests, was a sharp dresser, had a very charismatic
personality, and had been the leader of his big group of friends since long
before the very first time I met him.
We had met through a mutual friend when I was in
junior high and he was in high school. He and our mutual friend had been best
friends, but as the two of them drifted apart in high school, I had taken on
the role of new best friend and we had been pretty inseparable ever since.
Obviously, once he graduated from high school and I was still going to school
there everyday, we spent less time together, but we still spent a lot of evenings
and weekends hanging out, most of the time with at least some of the other guys
in our group.
The girlfriend, which he had been dating for about
three years at this point, was taking up more and more of his time, though he
still had about half the week to spend with us because she was right in the
middle of pursuing her pre-med degree along side her friend Joyce. She was a
very pretty girl, but much more in that nerdy-girl kind of way than was typical
for him up to the point at which he had started dating her. He had always dated
very tanned brunette and blonde cheerleader and party girl types –
model-looking, hot girly girls, so when he started dating this girl, who was
more of a refined and natural pretty fair-skinned redhead and definitely a
goody-goody girl, we were all very surprised.
The girlfriend was wearing her dark olive green and
white dirndl, a traditional Austro-Bavarian dress, which meant they had gone to
dinner in the little Bavarian-style village in town that we all frequented. It
was actually a pretty smart decision on her part because local girls always
went to the village dressed in their dirndls, and in this case, for her that night,
she could go to dinner wearing her costume for the party without arousing any
suspicions with him because she always wore that dirndl to the village for him
when he took her there. She wasn’t German at all, and usually very few of the
girls who wore dirndls to the village actually were. Going to the village was
really just an excuse for many of them to wear a cute and sexy outfit for a
night out on the town of drinking and dancing.
As I was standing there, taking note of what the
girlfriend was wearing, the birthday boy was looking around the room, huge
smile on his face, most obviously completely surprised by the large group of
people in his house. He was probably anticipating a nice, quiet rest of the
evening with her studying and him relaxing.
As he scanned the room, his eyes caught a glimpse of
me, his head moved back a bit, and his eyes widened in a definite double-take.
He laughed a bit and shook his head, looking me right in the eyes. It was so
loud that I would not have been able to hear him, so he gave me a thumbs-up and
clapped his hands a few times, applauding my costume. I gave him a little
curtsy in reaction, holding the sides of my little cheer skirt and bending at
the knees with slightly spread legs like a ballerina, to which he reacted by
laughing again. With the girlfriend
driving, I was sure he had already had a couple drinks, so luckily he reacted
to my costume in the way I had hoped – light-hearted laughter instead of being
weirded out.
I
got the feeling that he wanted to come over to me, but his girlfriend reached
up and took him by the arm at that point and started to lead him over towards a
group of her friends. He broke eye contact with me in the typical manner he
usually did when the girlfriend was pulling him off in some other direction – a
bit of an “Oh well” look and an unspoken promise that he’d eventually circle
back over to me once she was done with him.
At
this point, the crowd that had streamed into the living room and kitchen area
to shout, “Surprise!” began to dissipate back across the other areas of the
house and into the backyard. I moved back to the spot near the bar I had vacated
and took back up my little leaning stance to give my feet and legs a bit of a
rest in those big platform heels I was wearing.
After
a few moments of crowd watching, the small gaggle of Jim’s, Cameron’s, and
Phil’s girlfriends made their way over to me. It was the first time I had
interacted with any of them that night, other than just an initial hello when
they arrived, and it was uncanny how quickly, if not instantly, I became
another one of the girls to them the second they approached and gathered around
me there by the bar.
I
stopped leaning on the bar and stood up straight as we began to chat and came
together in a little circle there, just the four of us girls. The girlfriends all
commented on how much they loved my outfit and how amazing I looked. They all
wondered who had helped me put it all together and were all suspiciously
surprised when I told them that I had put it all together myself. Jim’s
girlfriend, Dana, who was dressed as a sexy cat in a tight black cat suit
because she so had the body for it, ran her hand over my bare forearm and asked
me if I shaved everything, to which I playfully answered, “Almost everything.”
We all shared a good little laugh at that. Cameron’s girlfriend, Trish, who was
dressed as a very hot and sexy goth vampire girl, was most taken by how real my
hair looked and I explained all about my trip to the wig shop because I wanted
to make sure I didn’t have a fake-looking cheap wig. Phil’s girlfriend, Lucy,
who was dressed in a very sexy little black and white satin French maid
uniform, told me that she almost came as a cheerleader, too, and was wishing
that she had so we could have been cheerleaders together.
At
this point, the birthday boy’s girlfriend arrived at our little circle and the
girls parted ways to give her room to join us. She immediately leaned in
towards me and gave me a big hug, which was very uncharacteristic for our
relationship. I was sure the other girlfriends noticed my look of surprise at
the hug. While she and I had never spoken about it, I knew from her actions and
from the things I had heard from others over the years that she felt it was
time for him to stop spending so much time with all of his friends, and in her
words, “grow up”. In her mind, I, as his closest friend at that point, was the chief
representation of that threat to her time alone with him, and she treated me as
such. It was always veiled in smiles and pleasantries, but for the most part,
she and I never really got along like I had hoped, even though they had been
together for three years at that point. What made it worse was that he openly
shared every little detail of the negative aspects of their relationship with
me so it always gave me this negatively-warped perception of it. I never
actively proposed him leaving her, but at the same time, I would not have done
anything to stop him from doing so had he ever made that decision.
“Oh
my God,” she said to me as she pulled back from the hug, “you look absolutely
stunning! I cannot believe you are wearing this right now!”
I
smiled and laughed and simply said, “Thank you.”
“Seriously,”
she continued, “this is too much! You are like the hottest girl here!”
I
found myself genuinely wondering if she actually felt that way or if she was
just teasing me, though gauging from my single friends’ reactions so far to my
costume that night, I was not convinced at all that she did not genuinely feel
that way.
“Awwww,
not as hot as you in this dirndl, girl,” I said, tilting my head a bit and
deciding that I was going to take this opportunity to try and be nice and
friendly since it did seem that me being dressed as a girl was putting me in a
very different light with all of the girlfriends.
She
laughed and said, “Thank you!” and then settled back into her place in the
conversation circle. Jim’s girlfriend Dana then steered the conversation
towards talking about how she decided on her costume and about how much fun it
was getting ready for the party. The other girlfriends followed suit, and the
birthday boy’s girlfriend confirmed her strategy of trying not to alert him by
taking him to dinner in the Bavarian-style village so she could wear her
costume unnoticed. Each of the four girlfriends talked in great detail about
the panties, bras, stockings, and heels they had to buy to go with their
outfits. I had a very vivid picture by description of what each of the four girls
was wearing under her costume, and frankly, I absolutely loved it. When it was
my turn, I hoisted up my cheer skirt a little and turned just enough to show
them the butt of my satin briefs and the lace tops of my stockings.
At
that point, the birthday boy’s girlfriend lifted up her dirndl just enough to
show us her white lace-top stockings as she said, “We’re wearing the same exact
stockings! Victoria’s Secret?!” I nodded yes, and she then asked, “Did you go
and buy them yourself?!”
“I
did,” I said.
“And
the white satin briefs?” she asked.
I
actually had not bought them there, but did not want to make it overtly sound
like I was running all over town all the time buying girl clothes, which I
actually did all the time, so I answered, “Yes.”
The
birthday boy’s girlfriend then said, “I bought my panties there, too!” and I
secretly wondered so bad if we had on the same exact panties as well. Being one
of the birthday boy’s closest friends who had stayed over at his place more
than a few times, I had managed to see more than a few of her pairs of panties
while I was snooping around after he fell asleep, and they were definitely much
like the panties I wore. He had told me that when he first started dating her,
she wore some pretty plain cotton full-back panties, but that over time, he had
gotten her to transition into much sexier panties, many of which he bought for
her.
We
continued to talk about our outfits, buying them, accessorizing them, and about
getting ready for the party for quite some time. It took some work, but I
managed to stay in character as just another one of the girls the whole time we
were all talking together.
Just
as the conversation was taking the turn towards what all the girls knew they
were going to have to do with their boyfriends later that night since they had
gotten all dolled up for the party, I finally saw the birthday boy again and he
was starting to come our way.
While
his initial reaction to seeing me had gone about as good as I could have
wanted, as I saw him approaching now, I started to get really nervous. He and I
had been the best of friends over the years, grew up together, and while we
were starting to drift apart as inevitably all friends do with age, at the
time, we were still pretty close. We had chased and caught many girls, sometimes
pursuing a pair of friends at the same time, but like I said, never had I
mentioned this side of me to him. I still was entirely unsure how he was going
to react if he figured out that my outfit was not just a costume I was wearing,
but more of a confession.
As
the night began, I honestly didn’t know exactly what I was setting out to
accomplish by getting all dolled up, and while maybe it all started out as a
sweet and innocent way of trying to give the birthday boy one more memorable thing
about his birthday party that night, as the night wore on and I relished in my
single guy friends flirting with me and my taken guy friends’ girlfriends
treating me like one of the girls, I think I was coming more and more to the
realization of why I was there that night at that party all dolled up in my cheer
outfit.
As I
watched the birthday boy approaching, I realized that his girlfriend was right
in the middle of telling us how she had to fight to keep him off of her as she
was getting ready for dinner because she didn’t want him to be late for his party.
I gently placed a feminine hand on her shoulder as he approached and said just
loud enough for her to hear while still looking straight ahead at him, “He’s
coming.” She quickly stopped her story and said back, “Oh my God, thanks, girl.”
I was dying with joy at her calling me girl!
He
walked up, kissed his girlfriend on the cheek and then looked immediately at me
as we all moved outward a little to give him room to join our little
conversation circle. “Amazing costume! Oh, man, I had no idea! You never wear
costumes! I expected you to just be in your boring black shirt and black pants
like always! You really brought it tonight!”
Not
knowing how this was going to go still, I said in my cute, girly voice, “Hey, I
figured you’ll only have one 25th birthday surprise costume party, so why not go
all out?”
He
looked me up and down a couple times, head to toe. He then stepped towards me a
bit and reached up to touch one of the bows in my hair. “Where did you get all
this stuff?!” he asked.
I smirked
as I said in my head, oh, I’ve had it all for years in my closet and drawers,
hiding it from my parents! What I actually said, still maintaining my cute girl
voice, was, “I got most of it online a couple weeks ago.”
“Seriously?
Everything?! It’s not a set, though, right? You put it all together separately?”
I
smiled and nodded. “Yep, it just all kind of came together.”
“How
in the hell can you walk in those shoes?!”
I
laughed. That is what everyone had been asking me all night long so far. “Don’t
know,” I answered. “I’m just talented I guess.”
Without
missing a beat, he asked, “Where’s your drink? You’re not drinking?”
I
smirked because I purposely was trying to be sure to keep my wits about me in
this delicate situation that I had put myself in that night for a reason I was
still trying to fully figure out. My ex-girlfriends who knew I dressed, while
we were dating, would always move any conversations we had about my friend the
birthday boy to discussions about what I would do in scenarios where I was
dressed like a girl and my friend the birthday boy was my dinner date, had
picked me up in a club without realizing it was me at first, or met me and ended
up getting together with me in some other scenario – so many stories and
scenarios of him seeing me dressed for the first time, but honestly, I never
thought something like that would ever play out because I honestly thought he’d
never see me dressed, but there we were that night at his surprise birthday
costume party – I was dressed and he was seeing me.
“I don’t
think I can drink and still walk in these shoes, so I’m playing it safe,” I
responded.
“No,
c’mon. We’re getting you a drink.” He then kissed his girlfriend on the cheek
again as I smirked a little that he had not said a word to her or the other
girlfriends the entire time we were standing there, but had only talked to me,
and now we were leaving the little conversation circle to get me a drink. My
smirk got even bigger when, instead of leading the way as he usually did when we
were hanging out, he put his arm out and gestured for me to go first toward the
kitchen.
I
got nervous as soon as I realized that I was going to be walking in front of
him. Did I keep up the hip-shaking catwalk strides I had been using all night
to walk around the party in my platform heels? Before I could think on it too
much, my body made up my mind for me and I pranced toward the kitchen like I
was on a fashion show runway. My right arm was bent with my right hand on my
hip and my left arm and hand, which was holding my little navy blue clutch
purse, swung back and forth at my side. I had practiced that walk in my
platforms enough in the mirror to know that whoever was walking behind me was
seeing my cute little butt swaying side to side under my white satin briefs, which
were peeking out from underneath that short little cheer skirt.
Once
we arrived at the kitchen, I immediately took note of four things. The first
was that my heels were clicking so loudly on the tile floor that I was turning
heads as all the boys wanted to see the girl whose heels were making that sound.
The second was that this guy that I had shared a million beers with in our
lives offered me white wine, red wine, or a strawberry margarita to which I
promptly asked for the strawberry margarita with a little straw so I didn’t
mess up my lipstick. The third was that once I had my drink and was sipping it
through my straw, I realized that having seen someone flirt with girl after
girl after girl all of his life while we were growing up, the posture, the
gestures, the smiles, the hand on my lower back, were all his textbook moves
when he was showing interest. The fourth was that everyone within eye sight of
us was starting to see what I was seeing, especially since as soon as we got to
the kitchen I, too, was getting more and more feminine with my gestures and
mannerisms, and was becoming more and more flirty as our conversation wore on.
We
started by continuing to talk about my outfit I had put together and how
awesome he thought it was. That led to me preening a bit to show it off,
turning side to side and even turning my back towards him once as I showed him
the heels of my platforms and how they were thicker to make it easier to walk. That
then led me to ask him what I had intended all along to ask the first time we
were alone talking that night. “So, do you get my outfit?” I asked.
“What
do you mean?”
“The
long dark hair…I’m a cheerleader but I actually look more like a stripper…”
I
hoped so bad he would get it. See, he had this girlfriend all through high
school that drove him nuts. It was a running joke with all of us about how much
they would fight and what a pain their relationship was for the rest of us when
they were together. She had been a cheerleader in high school, this cute little
innocent looking thing, but now, she had progressed from cute high school cheerleader
to a waitress in a skimpy outfit in a bar to a waitress in a skimpier outfit in
a strip club to finally now, with big fake breasts, fake long jet black hair, and a full-blown stripper at some seedy strip joint.
His
face lit up as soon as he got it. “No way! That is hilarious! You totally look
like her in that outfit with that hair and those big...!”
I
loved that he was all of the sudden so self-conscious of saying “tits” in front
of me, a word he had said to me a million times. I just smiled and preened and
drank my strawberry margarita through the little straw as he laughed and
laughed. Then, as he came back up one time from bowing over laughing, he put
his arm back around my lower back, put his hand on my hip, and gave me a little
squeeze. “Thanks for doing this for my birthday. I never thought you would have
done something like this. It’s so wild and crazy. I really love it.”
It
was then that his eyes looked downwards towards my necklace and the big
rhinestone letter that was the first letter in his first name. He didn’t say
anything about it, but he was looking right at it. He knew that letter wasn’t
in my name. He knew that letter wasn’t in the name of the ex-girlfriend of his
who I was dressed as either. He had to have known that letter was just for him.
I think that was the moment it all clicked in his mind. I could definitely see
the gears turning in his head as he stared at my necklace charm.
And
then, it happened. His signature move that I had seen in so many bars and clubs
and parking lots and house parties. The hand that was gripping my hip in that
little side-by-side embrace slowly slid down off of my hip, past and then up
underneath the hemline of my cheer skirt and began gently massaging my right
butt cheek through my white satin briefs. I could tell that as his hand was
moving over the satin briefs, his fingers were feeling for the outline of my
thong that was underneath them. And then, his intention for the situation moved
quickly beyond any question as he moved his head towards me and said in my ear,
“Let’s go somewhere where we can talk. It’s so loud in here.”
I
felt his hand gently slide down off of my butt cheek and saw he was going to
lead the way this time. I followed him, drink in one hand, clutch purse in the
other, butterflies in my stomach, a million questions in my head, my heels
clicking loudly on the tile floor, and so many people watching us walk off
towards the other side of the house together so quickly. I followed as closely
as I could, my eyes watching the floor, my hand making sure I didn’t spill my
drink, and before I knew it, we had walked across the house, down the side
hallway where I had hidden with those friends of friends, into the master
bedroom, and then, straight into the master bathroom.
He
turned the lights on as he walked in and then stood there, holding on to the
door handle as he gestured for me to move inside. I still wasn’t exactly sure
what was going on at that point, but I definitely was not hesitating, either. My
heels again clicked loudly, this time on the bathroom tile, as I stepped in and
he closed and locked the door behind me. I wasn’t entirely sure what to do so I
took a sip of my drink and stood in the same spot there just inside the door as
he walked over to the toilet, put the lid down, and sat down on it. He looked
at me and smiled, but didn’t say a word. His eyes looked me up and down from heels
to hair bows once again, but this time, it felt different. I really felt like
he was drinking it all in, as if he knew this had all been for him – not as a
funny gesture as he had first perceived when he arrived at the party that night,
but an actual act of love and admiration as he came to realize when he saw that
rhinestone encrusted first letter of his first name hanging around my neck.
I
think he could still tell that I wasn’t exactly sure what was going on in his
mind, so he closed his thighs together as he was sitting and then patted his
palms on the top of his thighs twice. No girl needed to be told what that
meant. I set my drink and clutch purse down on the countertop and then turned my
butt towards him. I carefully took a few steps backward until I knew I was in
the right spot, then gently sat sideways across his lap, facing him. I then
reached both arms up and cupped my hands back behind his neck. Our eyes locked,
he smiled, and it was all extremely clear what was going on.
I
gently and seductively licked my lips a little bit, smiled back, and leaned
forward. Just as our lips were about to meet, I looked into his eyes and said
softly, “Feliz cumpleanous, papi.” He moaned a bit because while he was dating
a skinny fair-skinned red-haired girl at the time, he had told me many times
before how Hispanic girls with accents turned him on, and if there was one thing
I had perfected while dressing like a girl over the years, it was my cute
little Hispanic girl accent.
Our
mouths met and it was electrifyingly hot. There was so much passion immediately
between us. It was years of built-up passion that neither of us really
understood was there until that very second when our lips met for the first
time. I had never seen him kiss a girl like that. That was the kiss he saved
for when they were alone. His tongue danced in my mouth and his hands gripped
tightly on to my hips.
As
we shared that amazing, passionate kiss, my mind was racing with so many
thoughts. We were best friends – guy friends – and we had a ton of mutual guy
friends, only one of which was gay. No one in our group was trans, nor had we
ever discussed that at all among any of us, yet, there I was, all dolled up and
dressed like a girl, sitting on my best friend’s lap, making out with him. He
had a girlfriend that he insisted he was going to marry one day and have kids
with. We knew each other’s families extensively. There was so much history
between all of us, and this definitely seemed like it was not something that he
and I could ever take back and pretend never happened.
I
did so much thinking, so quickly, as our kiss lingered. I also wondered what it
was he was thinking at the time, while we were sharing that first kiss. Was he
coherent enough to truly understand what he was doing? Would he just later say
he was drunk and didn’t know what he was doing? So many things to think about
and so many scenarios to play out. But then, I thought, why not just take
advantage of the situation? If this is a one-time deal, then so be it. If it
ruins things between us, then so be it. We were already starting to drift apart
as friends anyway at this point in our lives. And I truly believed that once he
was married, she was going to start pulling him away from us all even more. The
end results would be the same regardless of what happened that night in that
bathroom, so why not just enjoy it? Why not take it as far as I could and see
where it ended up? This kissing was lovely – quite amazing actually – but I
decided at that point that it was time to start having some real fun.
I gently pulled back from his kiss, looked
right into his eyes and asked, first in Spanish, and then in English, "Te
gutsa besarme? Do you like kissing me?”
He
nodded and didn’t say a word, but the huge smile on his face was speaking
volumes.
“I
know you have a girlfriend,” I said, “but would you go out on a date with me?”
He
looked me over once again before answering. I watched his eyes dart from my
eyes down to my lips, down to my necklace, down over my body in my cheer
uniform as I was sitting there in his lap, and then, back up to my hairbows,
finally, coming back again to my eyes. “Will you answer a question for me
before I answer your question?” he asked.
I
nodded yes, smiling at him and moaned in my cutest little girly tone I could
muster, “Mmmhum.”
“Did
you do all of this for me?” he asked. “This can’t be the first time you are
dressing up like this. No one can be this good dressing up the first time. You
are blowing me away here with how natural all of this is for you.”
I
nodded yes and looked down a bit, honestly a little embarrassed. I feel like he
already knew the answer to the questions he was asking me, but I was looking
forward to getting it all off of my chest. “I have been dressing since I was
four. I have done it in secret pretty much all my life. A few girlfriends have
known and a few I have dressed with, but this is the first time I have ever
gone out of the house like this.” I then paused for a moment and looked right
into his eyes. I could tell he was not too surprised at what he was hearing.
“And yes,” I continued, “me wearing this tonight was all for you. Putting
together this outfit was all for you. Me coming out to show you this side of me
tonight was all for you. When I first put this outfit together to wear tonight,
it was to be a little funny, and to do something different, but at the same
time, it was the perfect excuse for me to let everyone see me dressed like this
for the first time. But now, sitting here with you, I see very clearly that
this is exactly what I was secretly hoping would happen tonight. ”
He
was smiling ear to ear. His reaction to all of this was going much better than
I ever would have thought. I did genuinely come out dressed in this outfit for
him that night, but at the same time, when I left the house, I had no idea – never
in a million years – that I would end up in the bathroom, sitting on his lap,
making out with him. That really wasn’t my intention at all, but somehow, in
the back of my mind, I started to think that maybe that was exactly my intention
after all.
“I
have to ask you one more question because I just have to know,” he said.
I
nodded again. “Sure.”
“Are
you wearing a thong under those cheer briefs, and was that for me, too?”
I
could feel my face getting a little flushed as I giggled a bit and looked down
and away from him for a second. I also felt in that instant that he already
knew the answer to that question, too. Obviously, his fingers had felt the back
of my little thong back there, but even more obviously, one of our mutual friends
had to have told him about me wearing that thong in order for him to have the
notion to feel to see if it was really there, under my silky full-back cheer
briefs. And again, I came to the realization that I was definitely thinking of
him and what I knew about his taste in the panties he liked to see girls
wearing the very moment when I walked into Victoria’s Secret that day and
pretended to be buying that pretty little white lace and satin thong for a
girl.
“It’s
OK,” he said smiling and laughing with me a bit. “There is nothing for you to
be embarrassed about.”
I
pulled him a little closer to me with my arms that were behind is neck and
touched my forehead to his as I did my best to breathe and calm myself. After
taking a couple breaths, I said, “Yes, I am wearing a thong, and it is
definitely one that you would like very much. I guess I did not realize it at
the time I bought it to go with this outfit, but yes, I bought it for you.
Tonight, when I put it on, I was putting it on for you.”
“Thank
you for telling me that,” he said. “I don’t want you to feel embarrassed about
this at all. Obviously, there is something here that you and I did not realize.
I think we owe it to each other to see what this is.”
I
nodded again and slowly leaned back in towards him. He leaned forward as well
and our lips met again. It was a quick peck on the lips, followed by another,
then another, and then, once again, our passions took over and we shared
another long, deep, powerful kiss.
When
we pulled back from the kiss after a couple minutes, he pulled me a little
closer and said, “Now I know why my girlfriend has always been so jealous of
you. She must have always known that eventually one day, you’d be my other
girlfriend.”
I
looked up at him and bit my bottom lip. What I said next just came out
naturally, but as I was sitting there on his lap, it was my new truth. “Si,
papi,” I said. “I think I’ve always wanted to be your girlfriend.” That was it,
I said it.
I
could tell the gears in his head were turning. What was happening in that
moment was all so very new to both of us. After really thinking on it for a
minute, he said, “Tomorrow night, why don’t you get all dolled up again. I am
going to come pick you up at your house and we are going to drive up to L.A. to
West Hollywood and go out to dinner. No one we know will be there and you’ll
just be my girlfriend. No one will know otherwise. How would you like that?”
The
words hit my ears and somehow I knew right then and there I wanted that more
than anything. I wanted to be his girl. I wanted to put on a pretty dress and
have him take me out on a date like I was a girl.
“I
would love that,” I said back to him.
“That
is wonderful,” he said. “That is what I was hoping you would say.”
I
leaned in again and we shared another very passionate kiss. My mind was arace
with so many thoughts about how my life was going to change now that I was no
longer going to be one of the guys, but his girl on the side instead.
After
making out for what seemed a pleasurable eternity, he finally pulled away and gently
tapped my hip with his hand. “We really need to get back. You-know-who is
really going to wonder where I have been.”
I
nodded and kissed him one more time, then said, as I pulled away, “Si, papi.”
He
looked me square in the eyes, grunted a little bit at what I felt was his
frustration at us having to get back already because he really wanted to keep kissing
me. “You know I love you, right?” he asked.
I
was melting. This was a dream come true. Much more than just a fantasy story my
girlfriends and I had shared when we were dating, but somehow, something that
had been brewing inside of me for so long, all without me truly realizing the
extent of it all. “Si, papi,” I said, returning his deep stare. I then leaned
forward a little bit and licked his lips, motioning upwards with the tip of my
tonque. I followed that by saying, “Yo conosco. Te quero muchisimo, papicito.”
We
maintained our gaze into each other’s eyes for about another minute, both of us
smiling at what we had just discovered there in his master bathroom that night.
We shared one more quick kiss and then I stood up from his lap and he stood up
from the toilet. He then reached out and took my hand, interlacing his fingers
into mine. I was puddy in his hands at that point. He then led me over to that
bathroom door and after I grabbed my drink and clutch purse, he led me out into
the master bedroom. He held my hand as long as he could while we walked through
the master bedroom and down the hallway until we reached the point at which
someone would have seen us and he let my hand go.
Chapter
Two: Our First Date
For
the remainder of the birthday party, I kept a pretty low profile, figuring that
since I had just gotten away with making out with my best friend in his
bathroom without anyone, especially his girlfriend, finding out, I had better
not push my luck.
I
hung out with other people I knew a little, had a couple more drinks, ate a
little bit here and there, danced a little, and pretty much just continued to
relish in the fact that I was out dressed as Monica for the first time and had
an absolutely amazing time. For the remainder of the night, just about every
person I knew at the party continued to comment on how amazing my costume was
and how much I looked like a real girl, which was, of course, music to my ears.
I had more than a few boys I didn’t know flirt with me as well, and it was
cute, but I was not about to get caught flirting with some other guy by my new
secret boyfriend.
I
chatted with the boys a bit, let them get a little close, even let them put an
arm around me or touch me a bit, but as soon as I could tell the guy was
thinking it was going to progress beyond that, I abruptly excused myself and
moved away.
Finally,
after a couple more hours, I was spent. I was tired and needed to rest, and
honestly was ready to go home and fall sleep while thinking back upon what had
transpired that night. When I went to say goodbye to the birthday boy, he was
there with his girlfriend and a couple of her friends. He and I handled it
perfectly, and I did even feel a little bad when the girlfriend thanked me for
helping make the party such a big success with my amazing costume, giving me
another unanticipated hug. Yeah, if she only knew in that moment that not only
was I her main guy-friend nemesis, but now, apparently, I was the other
girlfriend, too.
I
was about halfway home when my phone rang and it was the birthday boy,
undoubtedly now at a place far enough away from the girlfriend that he could
talk.
“Hola,
papi,” I said when I answered the phone.
He
laughed a bit then said, “You are too cute! I just have a few seconds, but I
wanted to thank you for tonight. Thank you for showing me that other side of
you. I cannot wait to see how much fun we are going to have tomorrow night. I
will come and pick you up tomorrow at nine for a late dinner?”
“Si,
papi. Sounds lovely. I cannot wait.” I really was dying to know how an actual
date with him was going to go after our short but very meaningful time together
in the bathroom that night.
“OK.
Love you.”
I was
smiling ear to ear and said back to him, “Te amo, papi. See you tomorrow
night.”
Once
I was home, I didn’t want to change out of my cheer uniform and undo this
amazing little outfit that I put together, but I was really just so exhausted.
Luckily everyone was already asleep when I got home so I was able to just go
into the bathroom, remove my makeup, and then go straight into my bedroom
without answering any questions. I really should have showered, but I was
worried I would wake someone up so I figured I would just live with feeling a
little dirty and grimy. I removed the cheer uniform and satin briefs as well as
my jewelry and stockings, but left on the bra and the thong. I locked my
bedroom door and figured why not just sleep in the bra and thong that night. I
crawled into bed and just relished the feeling of falling asleep in my girly
things.
In
the morning, I finally removed the bra and thong. I threw on some loose shorts
and a T-shirt and proceeded to shower and answer all of my family’s questions about
the night before over breakfast, of course, leaving out all of the juicy
details.
Fortunately,
my family was going out for a late dinner that night and I was going to have
the house all to myself when it came time for me to get ready for my date with my
new secret boyfriend. I figured that I would just take some boy clothes with me
in case he needed to bring me back home right after dinner for some reason, but
also decided to take some of my makeup to freshen up and something cute to
sleep in just in case we ended up back at his place and I stayed the night with
him.
I
spent the morning washing my car, working on some things around the house, had
lunch with my family, and then lounged in the backyard for a bit, pretty much
just killing the day until it was time for me to start getting ready for our
date. At about seven, my family left for their dinner, and once I was sure they
were gone, I quickly started to get myself ready.
I showered
and shaved my whole body again. I scented myself with the same Victoria’s
Secret strawberry-scented lotion and body spray I wore the night before. I knew
he loved strawberry-scented lotions and sprays on his girls, as did I, and
while he had not mentioned noticing the fragrance the night before, I was
hoping he would say something about it that night while we were out on our
first date.
I
opted for many different shades of purple for my outfit because I remembered him
always saying he loved purple lingerie, which was actually also something that
we had in common. I decided on a dark purple, flaring silky A-line dress with
spaghetti straps that was tight on top but flared outward at the waist, a light
purple lace strapless bra with matching thong and garter belt and a pair of
lace-top stockings that were a shade of purple pretty much right in the middle
of the dark purple dress and light purple lingerie, and also a pretty little
light purple matching petticoat to go underneath the dress to help make it
flare out even more. I had painted my finger and toe nails a dark purple, had
done a beautiful purple scape of eyeshadow, my usual makeup with mascara, but
still wore my signature bright red lipstick, which was also something that we
both loved on our girls. I opted for the same exact earrings, necklace,
bracelets, watch, and rings from the night before because the necklace had that
first letter of his first name in rhinestones and I wanted to remind him of the
previous night’s fun by wearing all the same jewelry. I rounded it all out with
a beautiful pair of dark purple suede 6-inch heels that matched my dress
perfectly. I wore the same, long black wig from the night before as well, but
this time, instead of the long pigtails and little white bows, I tucked the
hair behind my right ear and held it in place with this really cute purple hair
clip that was in the shape of a butterfly with pretty purple feathers.
For later that night, should I need it, I put into my
overnight bag all of the girly things necessary to freshen up after dinner as
well as a pretty little dark purple satin and lace babydoll dress to wear to
bed that I just knew he would love. Whenever he and I went out as guy friends
in the past, most nights I stayed over at his place, so I might have been
over-assuming, but I had a feeling that was going to happen again tonight, even
though we were going out on a date.
I also
figured and hoped that we might end up in the hot tub back at his place as
well, so I packed a cute little silky purple bikini that had the bottoms that
tied on the side in two big bows and had a traditional triangle top that tied
both behind the neck and the back in two big bows. I was honestly very nervous
about him seeing me in nothing but a bikini. We had sat in his hot tub after a
night out in the past, completely as nothing but two guys hanging out and he
had seen me in nothing but swim trunks, but wearing nothing but the bikini in
front of him was going to be something entirely new for me.
Once
I had my little overnight bag packed, I checked myself in the mirror to ensure
everything was perfect about my outfit, my makeup, and my overall look. I
really felt that I had achieved a look that he was going to truly enjoy. It
really helped knowing what he liked and didn’t like, which undoubtedly was very
unusual for a girl to know when going out on a first date.
Just
as I was finishing preening in the mirror, I heard a car door shut outside. I
was partly immediately nervous that maybe it was my family returning and I was
going to either have to explain what I was doing all dolled up again the night
after the costume party, or was going to have to hide in my room until they
left again, or worse, call off our date until another night that he could pick
me up while my family was gone.
I
mustered as much courage as I could and quickly made my way to the front door
to look out the peep hole, hopefully before whoever it was that was there
reached the door. When I looked out, I could see that it was him. I breathed a
big sigh of relief that it wasn’t my family, but then, just as quickly, I
realized that he was here to pick me up and take me out on a date. This was
going to be my first date ever with a guy. And not just any guy, but my best
friend who I had grown up with – my best friend who was apparently going to be
cheating on his girlfriend and future fiancee with me.
I
breathed out a couple times and tried to calm myself. I tried to tell myself
that this was all normal. He was just a boy and I was just a girl and he was
just coming here to take me out on a date. In that moment, I was so thankful
that it was later in the evening and dark outside because that meant less
chance of my neighbors seeing a dolled up girl in her early 20s leaving my
house with a guy when there was no such girl that lived there at my house.
As
all of these thoughts were swirling in my head, he knocked on the door. Even
though I knew he was coming up to the house, I still jumped a little bit at the
knocking. I breathed out again a couple times to try to calm myself and then I
opened the door, making sure to smile as big as I could.
“Hi,”
I said.
“Hi,”
he said back, returning my smile. He looked me over the same way he had the
night before, from heels up to my hair clip. “You look absolutely amazing. So beautiful.”
I
looked down at the floor a bit as I could immediately feel myself blushing. I gave
it a couple seconds then looked back up at him and said, “Thank you, papi. You
don’t look too bad yourself.”
He
was wearing an amazing black suit with one of his very nice light blue dress
shirts. He was immaculate and it looked like he had gone and gotten a haircut
earlier in the day.
“Are
you ready?” he asked. “Do you want me to carry your bag?”
“No,
that is OK,” I said, “I can carry it. And yes. I am ready.” I proceeded out the
front door, my eyes darting a bit around the neighboring houses and driveways,
pleased to see that no one was outside. I closed and locked the door behind me
and he offered me his bent arm. I put my arm through his and held on to him as
we walked. My heels made the loudest sound, clicking on the concrete walkway
and echoing through the night air.
I
was normally about three inches taller than him anyway, but with my heels, I
was an additional six inches taller than that. At my 180, I was actually a bit
stockier than him, too, but what was so pleasant about the heels was that, even
though I was sure in them on my feet because I had been walking in them for so
many years, once I was walking outside on the concrete, I really needed his
help to steady myself which gave me this amazing feeling of fragility. As if I
needed his arm to help me balance. It really made me feel like the fairer sex
and I was just in heaven over how it felt.
When
we reached his car, he opened the front passenger door for me and held it while
I got in, which I thought was so cute. I slowly and carefully lowered myself
into the seat as I once again looked around to see if any of my neighbors were
within my line of sight, and I in turn, in theirs. I guess since it was still
Halloween weekend, I could have explained it all away as going to a costume
party, but at the same time, my demeanor with my friend would have still been a
dead giveaway that this was more than two guys going to a costume party. I came
to the realization as I watched him make his away around the front of his car
and over to the driver’s door that dressing for him like this two weeks down
the road was going to be a different story, however, and I could no longer say
I was wearing a costume, but that night, I just figured I would cross that
bridge when I came to it.
Once
he was inside the car, he leaned over and gave me a cute little peck on my
cheek and asked me if I was ready to go to dinner. I told him that I was and
then asked where we were going. He told me he found a cute little Italian
restaurant in West Hollywood and that he was really looking forward to us
having a proper date. He also said that while our time in the bathroom together
was very surprising, he was so very happy that we had shared that moment
together.
I told him that I was happy to have finally shown him
this part of my life, and to have finally opened up to him about how I felt
about him, even though I was still sorting it all out the previous night at the
birthday party.
After the initial little exchange in his car, I settled
in to the fact that I was actually really going on my first date with him. It
all still seemed so very unreal. It was something that I had subconsciously
dreamt of for so long. It was something that I had talked about with my
girlfriends as a fantasy for so many years, and here it was, actually happening.
It
was already pretty late in the evening so there was not much traffic at all. During
the drive, we chatted about normal things – about work, family, plans for the
week ahead, and so on. The conversation we had driving was not very different
from the conversations we always had, but given that we were not just friends,
but secret lovers now, the conversation that night in the car was still a
little different. After we had been driving for about ten minutes, he reached
over and took my hand into his, interlacing his fingers in mine, and he held my
hand like that until we got to the restaurant’s parking garage about thirty
minutes after having left my house.
Over
the years, I had seen him hold so many of his girlfriends’ hands that way in
the car while he was driving and while in theory it should not have felt very
special at all because I had seen him do that so many times before, it actually
still did feel very, very special because this time, he was holding my hand.
After he parked his car, he came over, opened the door
for me, helped me out of the car, and also helped me to steady on my heels
before we started walking towards the restaurant’s entrance. Above all else, I
marveled at how normal it all felt – we were just like any other couple who
were going out on a date. It wasn’t a traditional first date because we knew
each other so well, and had already kissed pretty heavily the night before, but
it still had all the feelings of a first date.
I was worried that while I was confident in how I looked,
and I knew I was looking good for him that night, that if anyone gave us any
type of second look because I was obviously trans, that it might spook him and
make him feel uncomfortable. But, he handled it all amazingly well. From
staring back down a couple who looked at us a little funny while we were entering
the restaurant to flawlessly calling me his girlfriend to the hostess, who was
amazingly superhot and totally his type, and then, completely ignoring her
little flirty look she gave him as she sat us at our table.
The most amazing thing about dinner that night was that
it was just that – a normal dinner. We ordered, we chatted, we drank, we ate,
we held hands on the table, he flirted with me, I flirted back, and he
continued to tell me how beautiful I was and how happy he was that we were
taking our friendship to this wonderful next level.
Admittedly, sitting there in my pretty, silky little dark
purple A-line dress and being treated like any other girl in the restaurant
that night had me on both an emotional and physical high.
While we were waiting for the food, he finally casually
mentioned my strawberry-scented fragrance. “So, is that strawberry I smell that
you are wearing tonight?”
I smirked and smiled. “It most definitely is,” I said,
very matter-of-factly.
“You were wearing that last night, too, weren’t you?” he
asked.
I preened a little in my chair for him. “I was. We both
know that we both like our girls to smell like strawberries, right?”
He smiled and chuckled a bit at how I answered the question
then asked, “So, do you have me at a disadvantage because you know me so well?”
Without missing a beat, I smiled back at him and
answered, “Of course I do. I know what you like and I know what you don’t like.
That means I know exactly how to be your perfect girl.”
He nodded and pursed his lips a bit. I think even though
he already knew the answer to the question before he asked it, he was still a
bit surprised at the honesty of my answer.
I reached up and took the rhinestone charm on my necklace
that was the first letter of his first name in my hand and pulled it away from
my neck towards him, holding it steady there as I explained, “For example, this
little rhinestone heart charm that I bought that is the first letter of your
name and not the first letter of either of my names, is a perfect little detail
that I knew you would notice last night. I knew you would think about all the
effort that went into me wearing this charm on my neck and realize exactly what
was going on with my costume last night. I could see it in your eyes the second
you looked at it. There is no other girl out there that knows you that well,
right?”
He once again nodded and pursed his lips a bit. “Right,”
he said. “You are the only other person I know that notices little details like
that. Little details like wearing strawberry for me, wearing purple for me, and
I would imagine just the exact type of lingerie underneath that I would like.”
I pretended to be shocked at his statement about my
underthings, giving him a surprised little stare and clucking my tongue at him.
We both immediately laughed and I answered by first saying, “Never you mind
about what I am wearing under this dress, mister,” and followed that by saying,
“And yes, of course I am wearing the purple for you, and I am wearing exactly
the kind of lingerie that I know you like. Let’s see some other girl manage
that on a first date with you. Not going to happen.”
We both shared a little laugh at that point and the
conversation was interrupted by the food arriving. The conversation while we
ate turned to me telling him about all of the funny flirting our friends had
done with me at the birthday party the night before, which I could tell he
really enjoyed hearing about. It was as if he knew not to be jealous at all of
any of our friends – as if he knew I only had eyes for him at that point.
Once we had eaten, he asked if I wanted dessert and while
I was definitely in the mood for something sweet after that amazing meal, I
also wanted to take as much advantage as possible of having him all to myself
that night.
“I
guess that depends on what you have planned for after dinner,” I smiled.
He
nodded and thought a bit. “Well, I was actually thinking of leaving that up to
you. We could go for dessert somewhere else, or we could go walk at the beach,
but I was also thinking that we could just go back to my place for the rest of
the night and just relax and talk and have dessert there at the house.”
“Oh
yeah?” I smirked at him. “Dessert at the house?”
It
took him a second, but then he shared in my laugh. “No, I meant an actual
dessert. I got us a little something to eat later. I figured we could relax in
the hot tub and just chill a bit. I don’t want you to think I have any
expectations, but I would love it if you spent the night. We could stay up and
talk all night if you’d like.”
I
nodded and smiled back at him. “I think I would like that very much,” I said.
“I didn’t want to presume about the hot tub, but I did bring a little something
to wear for you in it.”
He
looked a little surprised and gave me the cutest little smirk. “Oh yeah?” he
asked. “Is it purple, too?”
I
laughed and shook my head a bit. “Oh my, how did you know?” I asked, coyly.
“I
just assumed that since you went with purple for the dress and lingerie tonight,
you’d probably keep that theme going.”
“You
know me too well, mister,” I smirked. “Yes, the bikini I brought is purple. And
it’s silky, too.”
“Oh
wow,” he said. “You’re comfortable wearing a bikini for me?”
“Well,
honestly, I am nervous as hell about it,” I said as I felt my cheeks flushing a
bit, “but yeah, I figured I’d wear one for you if we ended up in the hot tub.
Which, of course, knowing you, I figured we would.”
He
chuckled a bit. “I feel like you already know all of my moves.”
“That
is because I totally do. I know pretty much all of them, I imagine.”
“Well,
there might be a few you haven’t seen yet,” he smirked and winked.
“Oh
yeah? I guess I can see how there might be a few that I have not seen yet. A
few special ones that you save for just the girls you get alone.”
He
nodded. “Yeah, exactly,” he said, “but you’re much more than just a girl.”
“I
am?” I asked.
“Yeah,
you are indeed. We already know so much about each other, right?”
I
nodded. “Indeed, that we do.”
“So,
that makes this special. That makes you so much more than just some girl.”
I
bit my bottom lip a bit as I thought how to respond to that and I decided that
words would just not do. I lifted my butt off my chair and leaned forward on to
the table, moving towards him. He immediately took my cue and did the same,
meeting me halfway, right in the middle of the table, both of us standing up
out of our chairs just far enough so that our lips met. I could feel that I was
probably showing way too much up my little dress to anyone behind me, but in the
moment, I just went with it.
Our
lips touched gently and we shared a little peck. We looked into each other’s
eyes and we both smiled a bit. I then leaned all the way in again and this time
kissed him much more passionately. Probably too passionately for a table in a
restaurant, but with the lovely words he had just bestowed upon me, I was lost
in the moment. When I broke the kiss and we sat back down, I could tell there
were more than a few people looking over at us. I could not help but laugh a
bit and he did the same.
“That
was pretty cute right there. Very movie scene,” he said.
“Thank
you,” I smiled at him. “You were just being so sweet that I could not help it.”
Perhaps
taking the cue from our kiss, our waiter arrived shortly thereafter with the
bill. I honestly thought about offering to pay or at least help pay, but I knew
that he and I felt the same way about a girl paying while on a date with her
guy so I just sat back and let him pay.
Once
the waiter came and took the bill, he asked me if I was ready and I nodded yes.
He then stood up, came over to me, and pulled out my chair. He helped me to my
feet and then as I started to walk towards the door, he put his arm around my
lower back and pulled me just a little closer to him. I relished in the feeling
and enjoyed so much how it felt to be held on to and guided as I walked. It
felt so feminine. And with him, it felt so natural. I was honestly in sheer
heaven at being his other girlfriend and the focus of his attention like this.
Once
we reached the front of the restaurant, I took special note and special pride
in the little smirky smile the beautiful little hostess gave us as she said
thank you and wished us a good night. It was the first time of many times that
I was out with him as his girlfriend that some other girl would snicker at me
like that, and honestly, I just loved it. It filled me with so much pride and
so much joy to know I was being envied at that moment by a girl that was far
prettier than me.
We
quietly made our way out the front door of the restaurant and back over to the
parking garage. I enjoyed the sound of my heels clicking on the concrete and
echoing thorough the garage. We didn’t say a word, but were just enjoying this
new experience, and these new feelings between us. He held me close to him and
squeezed at my side a bit the entire time we were walking, and I truly loved
every second of it.
As
we neared his car, we walked towards the passenger door and I expected him to
open the door so I could get in, but instead, he used the arm he had around my
waist to spin me towards him and then kiss me passionately, moving my body
backwards until I was pushed up against the front fender of the car.
We continued to kiss and I was also smiling and laughing
a bit as his momentum continued and I ended up slowly moving backwards until my
butt was up on the car hood. He was right up against me and I had my legs up
off the ground, wrapped around him, crossed behind him at my ankles. As he
continued to kiss me passionately, I felt both of his hands move upwards and he
gently placed one hand on top of each of my thighs which had now been exposed
as my little dress and petticoat had both risen up enough to expose them as I sat up on the car
hood and he pressed himself against me.
He was gently rubbing my thighs, undoubtedly taking in
the feeling of my garter belt straps, their clasps, and the top of my pretty
little stockings. At that point, he pulled away from the kiss and I could not
help but laugh a bit as I was catching my breath.
“Oh my,” I said, smiling at him through my laugh. “You
know how to take a girl’s breath away.”
“I could not help myself,” he smiled back, not even
breathing a bit harder, unlike me who was all flustered at that amazing kiss
and being put up on the car hood like that. I definitely knew that I was not
the first recipient of that little after-dinner move. “Sitting across that
table from you all through dinner, all I wanted to do was kiss you.”
The words hit my ears, and while I knew he was amazing at
little one-liners like that, it still had my smile beaming from ear to ear. “Oh
yeah?” I asked. “And were you also dying to see if I was wearing a garter
belt?”
He shook his head and looked at me with a little bit of
surprise. “Honestly, once you said you were wearing lingerie that I liked, I
was pretty sure you were wearing one. I was pretty sure I saw the tops of the
stockings when you got out of the car. I know that you know that I love those,
and I also know that you love when girls wear them, too, so I just figured.”
I laughed because that was the funny little spot we were
in with knowing each other so well. “It’s funny, huh?” I asked. “It is like I
am wearing it both for you and for me.”
He leaned in once more and kissed me again. “Well, I love
it,” he said. “You knowing me and knowing what I like is simply the most
amazing thing.”
I kissed him again. “It is. I feel the same way. It’s
like this is all just so perfect.” I then leaned in again and we shared another
amazing, passionate kiss. We were deep into that kiss for well over a few minutes.
My hands had found their way around him and were pushing him in closer to me.
We were both breathing hard and I could not help but moan a little bit at the
forcefulness of the kiss we were sharing. It was just so passionate. There was
so much feeling in it.
As
we were kissing, his hands were gently caressing the top of my thighs as he
continued to feel the garter belt straps, their clasps, and the top of my
pretty little purple stockings. Then, after a bit, he gently slid his hands down
the inside of my thighs, over the lace-top of my purple stockings, caressing
the soft skin between the stocking and the garter belt. He then gripped on to
each of the front garter straps and before I could wrench away because I could
tell what he was about to do, he snapped them hard against my thighs.
“Ouch!”
I shouted in my girly voice, laughing and yelping at the same time. “Papi!” I
protested, unsuccessfully pretending to be mad.
He
smiled, playing my little game. “You know you like it, little girl.”
With
that, he wrapped his arms around my thighs and slid my butt off the hood and towards
him as he stepped back. In doing so, he moved me down far enough that my heels
touched the pavement again. I then stood up as well, pretending to push him
away, also pretending his grip was far too strong to allow such a thing. He then
put his left hand firmly on the back of my head and held it in place as he
looked directly into my eyes. I pretended to try to get away again. I was
smiling, almost laughing, and so was he. Without ever discussing this little
game, we knew each other well enough to not only fall right into it, but to
both enjoy it. I was truly amazed at how natural that little exchange between
his masculinity and my femininity felt. He was the guy and I was his girl.
Before
I could utter another word, he spun me around so that I was now facing the car
hood that I had just been sitting on. He then wrapped both arms around me,
pulling me close, my back against his chest. He then moved his face up to the
back of my neck and kissed my neck a few times through my hair.
“You
are so beautiful and so amazing,” he said as he held me close.
I
reached up and put my arms on his and said, “Thank you, papi.”
He
kissed my neck once more and then asked, “Do you want to drive?”
“Sure,”
I said. “I would love to.”
“Can
you drive in heels?” he asked.
“Can I drive in heels?!” I retorted in a
mocking tone.
“Of
course you can, right?” he asked sarcastically.
“Indeed,”
I said. “You don’t feel like driving?”
“More
like I want to see those sexy legs of yours driving in heels,” he smirked.
I
laughed a little bit because I knew exactly what he was talking about. It was
something that he and I had talked about before – how sexy we found it sitting
in a passenger seat while watching a girl in a short dress or skirt driving,
especially if the car was a stick. “OK, I will let you watch me drive.”
He kissed me once more on the neck and then let go. I then felt him reach into his pocket, produce his car keys, and reach around to hold them in front of me. I looked over my shoulder and gave him a cute little smile and a wink as I took the keys from him. I then moved around to the other side of the car, opened the door, and slid into the driver seat in my usual lady-like manner while he opened the other door and got into the passenger seat. We both fastened our seat belts and I then started to drive out of the
parking garage. I could not help being immediately fascinated by the view of my
own legs in my short little dress as it slowly rode up my thighs and was
exposing my petticoat, the tops of my stockings, and my garter belt straps.
We
both caught our breath and sat silently for about a minute or two, though I did
notice that he, too, had his eyes glued on my legs and the hemline of my
slowly-rising dress. I looked at him and he smirked at me and I smirked back.
I
was reflecting on how quickly this new phase of our relationship was
progressing and I had a feeling he was thinking the same thing. He then leaned
over and kissed my cheek. There was definitely such a new and different
emotional bond developing rapidly and we both could sense it. I thought in that
moment, as I was doing pretty often that night of our first date, of the fact
that he had his girlfriend and that I was just the girl on the side, but I
figured that I would be fine with that for now and would see where that ended
up taking us.
Now
that it was a couple hours later in the evening, and given the fact that I was
dying to get back to his place to continue our night, I got us to his place in
about thirty minutes. We continued our small talk throughout the rest of the drive
and he held my hand the rest of the way home, too. When we arrived at his
place, I parked the car in the detached garage that was in his backyard and
grabbed my overnight bag from the back seat. We both got out of the car and met
by the door that led from the garage and out into the backyard. We interlaced
our fingers together once more as we met at the door and walked hand-in-hand into
the backyard. As we passed his little round above-ground hot tub, I noticed
that the hard cover had been moved off to the side just enough and a small,
steady stream of hot steam was escaping into the cooler night air. He had
obviously left the heater on the hot tub running while we were at dinner.
When
we reached the little concrete steps that led up to the back sliding door of
his house, he let go of his grip on my hand and put his arm around my lower
back, helping me to carefully navigate the steps in my heels. When we reached
the sliding door, he slid open the screen door and then unlocked and opened the
heavy wood and glass sliding door. The second we walked inside, he spun me
around to face him and he planted another deep and passionate kiss on me – that
same kiss he initially surprised me with in the bathroom the night before – the
one I said he saved for when he was alone with a girl. His hands were moving
all over my body and I just submitted to the kiss and his hands, letting him
control the kiss and the embrace. His tongue danced in my mouth and his hands
found their way up my dress and to my bare butt cheeks which he squeezed and
massaged as we kissed.
He then
pulled back from the kiss, but still held me close. “Do you want to get into
the hot tub?” he asked.
I
looked at him with what I know was pure and utter passion in my eyes. “Yes, I
do,” I smirked.
“Good,”
he said.
I
pressed my lips to his again and kissed him with the same passion he had given
me, much harder than I kissed him to this point, because I had been holding
back and giving him the soft, girly kisses. I could tell he was a bit surprised
at the forcefulness of the kiss – I know he had never been kissed that hard
before. But, his initial surprise subsided and he kissed me back just as hard.
I could not help but laugh a little bit as we were finishing the kiss and at
that point, once we had broken the kiss, he spun me in the opposite direction
and spanked my butt hard through my little dress.
“You
are so bad!” he said with a smile, still laughing a bit.
“Who?
Me?” I asked, feigning a little innocent smile as I looked over my shoulder at
him.
“Don’t
take too long,” he commanded. He then smacked me on the butt one more time and
said, “I will wait for you outside.”
I
squinted my eyes, scrunched my face and gave him a little fake annoyed grunt. I
then turned and started to walk towards the front of the house towards the
master bathroom, giving him a cute little smile over my shoulder as I looked
back at him, making sure to shake my hips in my heels as much as I could while
he watched me walk away.
I
made quick work of crossing the house and once inside the bathroom, relished in
the sound of my heels clicking on the tile floor. I also took a moment to look
over at the toilet there and sigh, remembering our first kiss. It was then that
I laughed to myself because from now until forever, our first kiss was going to
have occurred on a toilet.
As I
laughed, I placed my overnight bag up on the counter and gave myself a look in
the mirror. I was still so amazed at the girl that was staring back at me,
standing there in that pretty little dark purple dress. Half still looking at
myself and half paying attention to what I was doing, I opened the bag and
fished inside for the purple satiny bikini I packed to wear for him. Once I
found it, I took it out of the bag and set it down on the counter.
I
took a moment to look at that little purple satiny bikini and remembered back
upon all the times I had worn it in secrecy alone in my room over the past
couple years that I had it. I never could have imagined that I would actually
be here, at his house, about to put it on for him so we could go and spend time
together in his hottub after our first dinner together as a couple. The whole
idea just seemed so crazy as even the most remote possibility just a few days
earlier.
With
my mind awash with the memory of our first kiss, the first dinner date together
we had just experienced, as well as my nervousness about wearing a bikini for
someone for the first time, I watched myself in the mirror as I reached up and
pulled my dress’s spaghetti straps off my shoulders, and then, pushed the dress
down off of me until it passed my petticoat and fell to the floor. I carefully
stepped out of the dress, picked it up, folded it nicely, and put it on the
counter beside my overnight bag. I then slid off the petticoat and did the
same, leaving it folded nicely in half on the counter on top of the dress. I
then unclasped the garter belt straps from the stockings and undid the
garter belt from behind, afterward, placing the garter belt on the counter on
top of the folded petticoat. I then took off my heels, setting them on the
floor and then removed my stockings, placing them on top of the garter belt. I
became a little disappointed in that moment as I realized that I was undressing
myself from the pretty little outfit I put together for him that night instead
of him doing it, but I felt the fun in the hot tub was going to still be a good
enough tradeoff. I then reached up and took my breast forms out of my bra,
placing them on the counter. I then undid the light purple lace strapless bra
and placed it on top of the stockings on the counter. And lastly, I took off my
little light purple lacy thong and placed it on the counter beside my bra.
I
continued to watch myself in the mirror, still in disbelief that I was having
the courage to wear nothing but a little purple satiny bikini in front of him. I
picked up the bikini bottoms from the counter and made sure the side ties were
secure and tied in as big of bows as the length of the side-tie strings would
allow. I then stepped into and slid the bikini bottom up into place on my
pelvis, the side-ties resting perfectly on my hips.
I
reached down and picked up the bikini top, which was already untied. I first
tied the bottom string around my underbust in a big bow behind my back, which I
was pretty proud to be able to do so easily, and then, I pulled the top strings
up behind my neck and tied them in a big bow as well.
I
looked myself over in the mirror and realized that the last thing I wanted was
to get my long black wig wet, so I reached into my overnight bag and pulled out
the purple scrunchy I had brought and put my long strands up in a bun on the
top of my head. I also reapplied my lipstick and freshened up my makeup a bit
as the activities we had already completed earlier in the evening left me
looking a little less than perfect. I then slid back on my big dark purple suede
heels, looked myself over in the mirror one final time, blew myself a kiss, and
then headed back out of the bathroom and into the bedroom.
I
crossed out of the bedroom and into the hallway where I had hidden with those
friends of friends the night before, past the bar where I had been standing
alone waiting for him to arrive, through the kitchen where he and I had that
lovely little conversation when he got me the drink, and then out of the
kitchen and into the back den area which led out to the back yard. The house
was so beautifully quiet compared to the night before and I was actually amazed
at how well he had cleaned up in just one day after that massive party. I am
sure the girlfriend and all of her friends did all of the work since it was a
surprise party, but I also was sure he had helped more than he should of
because he was a gentleman that way. I then tried to put his girlfriend out of
my mind as quickly as she had popped into it.
When
I emerged from the back door, I could see that he already fully removed the hot
tub cover and was sitting in the water, wearing a pair of black swim trunks and
nothing else. I immediately realized that this was actually the first time I
was seeing him this undressed with me as Monica. He was toned and fit and
maintained just the right amount of body hair that I was attracted to. He was
clean cut, clean shaven, and I wondered in that instant if he was actually
completely fitting to the type of guy that I was attracted to, or if the type
of guy I was attracted to had been shaped by him, who he was, and how he looked,
as I developed my attraction to guys over just the past few years.
It
was also then that I realized that while he was wearing a pair of shorts, I was
wearing much, much less and leaving much, much less to the imagination. I stood
there on the steps just outside the door and he looked me over from heels to my
scrunchied bun atop my head, just like he had the night before and at my front
door earlier that night, though this time, with much less curiosity and much
more longing in his eyes. “You look amazing in that bikini,” he said.
“Absolutely exquisite. I love that you are wearing the heels.”
“I
know what you like, papi,” I said as I carefully moved down those little
concrete steps. I then made my way over towards him as he was sitting there in
the water watching my every move.
“Oh
yeah?” he asked. “You know I like girls in heels and bikinis?”
“I
do,” I smirked. “Because I like girls in heels and bikinis.”
He
chuckled a bit and continued to drink me in with his eyes.
“Plus,”
I continued, “because we have told each other just about everything we like
about everything in the world over the years, I also do know that you like
girls in heels and bikinis just as much as I do.”
He
nodded and smiled. “Almost like we have been grooming each other to be the
perfect match for years?”
“Oh,
I like how that sounds,” I said. “So very true.”
“So,
what else do I like?” he asked.
“You
like girls that sleep in pretty night gowns and babydoll dresses instead of
pajamas,” I said, smiling.
“I
do?” he smirked.
“Yes,”
I smirked back. “You do. And that is why I also brought a little something purple
to sleep in.”
“Oh
yeah?” was is return.
“Yeah,
and it is just the cute little thing for a girl to sleep in on a first date
with you. Supercute and supersexy, but not too slutty yet.”
As I
said that, I reached the side of the hot tub and stood there, looking at him,
swaying a little from side to side and giving him the perfect little girly
giggle.
“Tell
me one more thing I like,” he said, breathing out as he sat there in the hot
tub.
“You
like girls in dirndls,” I smiled. “That is why she was wearing one for you last
night.” I paused for just a second for emphasis, and then said, “But, you have
not seen me in mine yet.”
“Oh
yes?” he asked. “You have a dirndl?”
“Of
course I do,” I smirked. “Wait until you see me in it. It is much sexier than
hers.”
“Oh
yeah?”
“Yeah
indeed. I am sure that as soon as you see me wearing it, you won’t be able to
keep your hands...or your lips off of me.” I giggled my girly giggle again and
said, “Maybe I will wear it for you one time when we go out to dinner. And not
just to the village. I’ll wear it to a regular restaurant for you if you’d like.”
He
nodded. “I seriously cannot wait for that. You-know-who would never wear it out
to a regular restaurant.”
“Yeah,
well, I’m much naughtier that you-know-who,” I responded, giggling the girly
giggle again.
“Yeah,
I have a feeling that you really are,” he said, continuing to drink me in with
his eyes from where he was sitting in the hot tub.
“Oh,”
I said, very matter-of-factly, “I think you don’t just have a feeling about
that. I think you know.”
I
waited for a comeback from him, but he was just looking at me at that point, so
I smiled and then reached down and took off my heels so I could climb up the
little wooden step ladder that was beside the hot tub. I carefully stepped up the
wooden steps. He stood up, moved over towards me, and gave me his hand to help
me inside as I carefully put one foot down on the hot tub’s seat and then the
other. I then stepped down one foot at a time to the bottom. He let go of my
hand and moved back to his spot as I sat down on the opposite side of the hot
tub, facing him.
Once
I had settled into my seat, I started to pry a little. “I know you brought me
up to her after I left last night and before she passed out so you could try to
tell if she knew about you kissing me in the bathroom. What did she say about
me?”
“She
had a bit too much to drink after we got here to the house, so she opened up
pretty candidly when I asked her what she thought about your costume. She said
she was jealous of how pretty and sexy you looked in that cheer uniform. She
was always jealous of her sister because she was a cheerleader. She said she
was jealous that she could not wear big, sexy heels like you were wearing. She
said that you made such a pretty girl and she kept asking if you dressed like
that all the time, and if I knew about it and didn’t tell her. She seemed to
think I was lying about that. She said you looked too good for that to be a
one-time thing.”
Knowing
that he had talked to her about me like that, and knowing that she was actually
telling him she was jealous of me was actually really making me feel good. It
was making me feel like she could genuinely tell that he was desiring me. “I
could tell she was curious and getting jealous of me last night,” I said back to
him. “I could tell that she knew I looked just like the kind of girl that you
would be into – the kind of fun and flirty girl that she knows she is not.”
“She
said that you looked like you were ready to make out with some guys.”
“And
did you tell her that is exactly what I did last night? Made out with some guy
on the toilet in the bathroom?”
“No,
but she did say that she could tell all the guys were flirting with you and
checking you out, and she did say that she could tell you were enjoying it. She
said she was happy that it was just for the one night so she didn’t have to
worry too much about you, but then, the last thing she said to me before she
passed out was, ‘You’d better not kiss her.’”
“Oh
yeah?” I smirked. Knowing that she called me “her” and told him not to kiss me
while about to pass out like that, meaning there was no filter and that was
really how she felt, really made me smile. It made me feel so girly. “Then she
really had no idea that you kissed me in the bathroom last night and that I was
going to be back over here tonight letting you kiss me again?”
“Nope,”
he smiled as he began to move across the hot tub towards me. “She had a study
session with Joyce tonight and she already told me that she was going to sleep
while you were changing. It is going to just be me and you for the rest of the
night.”
Having
said that, he slowly and smoothly moved out of his seat on the opposite side
of the hot tub from me and then sat right next to me. Once he was settled in
his new seat, he reached up and put his arm around my shoulders, resting it on
the outside top rim of the hot tub.
I
nestled in a little closer to him, placing my shoulders lower than his arm and
resting my head against him a little bit. “You know,” I said, with an honest
look of curiosity on my face, looking up towards him,“ I wonder sometimes if
Joyce and her do a little more than study together.”
He
nodded. “I know you have said that before, and I know you think that, but, honestly,
I do not think so. I think she is one of those girls that is actually not into
girls at all.”
I
nodded, smirked and said, “I think she is hiding that from you. I have seen
them together and they are much more than study buddies.”
“Oh,
you mean like us?” he laughed.
I
laughed. I had not even thought about that – me and him being together – when I
said that about his girlfriend and her best friend. I turned a little towards
him as I was sitting there with his arm wrapped up around my shoulders and
looked right at him. “So, we’re more than study buddies, then?” I asked,
playing like I was a young, innocent girl.
He
smirked and did not answer, but slowly leaned in and put his free hand up on my
cheek and guided me down to his lips. He kissed me passionately. He was being
so forceful now with his kiss after I had planted that strong kiss on him
earlier when we first walked into the house.
As
we kissed, I turned further towards him and raised my hands up to his face,
placing a hand on either side of his head and returning his firm, strong kiss.
Our tongues danced together and I could not help but move even closer to him.
As we kissed, I did what I needed to do to move my body over so that by the
time we were finishing the kiss, I was sitting across his lap like I had been
in the bathroom the night before.
“You
like sitting on my lap, don’t you?” he asked when we broke our kiss.
I
smiled and looked down a bit like a shy schoolgirl. “I do,” I admitted. “It
makes me feel like I am your girlfriend.”
He
smiled at me for a bit and I could tell he was thinking on something. “What are
we going to do about all of this?” he asked.
“I
say we just see how it goes and we see what comes out of this. I know that you
have her and I know that you are going to marry her one day, but for now, until
then, maybe we just enjoy each other’s company and enjoy this time we have
together.” I paused a moment there to give him time to think about what I had
just said. “What do you think of that?” I asked.
“I
like that idea,” he said. “I am definitely enjoying being with you. I
definitely am really loving what this is turning into. You are an amazing
girl.”
I
was melting. What a lovely thing for him to say at just that moment. “I know we
haven’t been in here long,” I said, “but can we go in and cuddle in your bed?”
His
eyes were so soft and his expression was so loving when I said that. “Of
course,” he said. “I would absolutely love to. Do you want to shower and get
cleaned up?”
I
nodded and bit my bottom lip a bit. I leaned in and kissed him again, this time
as softly as I could muster. I pulled back and rested my forehead against his
for a few seconds and then pulled back again and said, “Let’s shower and get
cleaned up separately. Like I told you, I still have a little surprise for you.”
He smiled and said, “You are a dream come true, babygirl.”
I loved so much that he called me babygirl! I just looked
at him, smiling ear to ear as I sat there on this lap.
“You go back to the master bathroom and get all cleaned
up and I will meet you in the master bedroom when you come out. How does that
sound?”
I leaned forward and kissed him again. This time, more
passionately and allowing the kiss to linger. “That sounds wonderful,” I said. He
then helped me step out of the hot tub and down the wooden step ladder. It felt
so amazing standing there, having him look at me while I was in that pretty
little soaking wet silky purple bikini. I had spent so many years dreaming of
doing something like that – so many years dreaming of being that girl in the
soaking wet bikini, standing there, having my guy watch me dripping wet like
that.
I grabbed one of the towels that he set out for us and started
to dry off. He literally just sat there and watched me the whole time. I took
my time drying off, too, making the moment last. Once I felt I wasn’t going to
be dripping inside the house, I bent down and picked up my heels, then blew him a kiss and turned to walk up the
little concrete steps to go inside. I was just about to step in through the
door when he called after me, “You are so amazing, babygirl. So sexy. I could
watch you all night.”
I stopped in my tracks and looked over my shoulder. “I
love you, papi,” I said and then stepped in the house.
“I love you, too,” he called after me. I was in heaven,
riding on a cloud. I could not wait to get that pretty little dark purple satin
and lace babydoll dress on that I brought and crawl into bed to cuddle with
him. I hurried back into the bathroom, set my heels down on the floor, quickly hung the wet towel, and then removed
my wet bikini, rinsed it off in the sink, and hung it over the towel rack.
I then proceeded into the shower. I was careful not to get my wig wet and used
his loufa sponge and his body wash. Once I felt I was cleaned up, I turned off
the shower, stepped out, and dried off.
I pulled the little purple satin and lace babydoll dress and
its pretty little matching panties out of my overnight bag and slid them on,
first the dress, then the panties. It had cute little satiny spaghetti straps
like the dress I had worn to dinner, and the rest of the babydoll was a
beautiful purple satin with a lace edge running all long the bottom hem. I took
the scrunchy out of my wig and then straightened myself in the mirror. Despite all
the activity in the hot tub, my makeup was holding up pretty well. My eyeliner
was a bit smudged and I reapplied my lipstick again, but it still looked
presentation-worthy. I contemplated removing the makeup, but I was still
feeling a little too self-conscious at that point about not looking as girly as
possible for him, even if that meant sleeping in my makeup that night. Once I
felt I was ready, I slipped my heels back on and made my way over to the closed
bathroom door.
“Daddy, are you ready for me?” I asked through the door.
“Yes, babygirl,” was his response. “Come on out.”
I opened the door and immediately saw that the bedroom
lights were off and the room was aglow with candle light. There were probably
twenty little candles burning all over the room. He was lying on his bed in a
pair of silky little black shorts, facing me, resting his head on his hand and
raised arm. He looked so inviting laying there. I then noticed that there was a
platter in front of him with what looked like strawberries and chocolate sauce.
“Awwwwww,” I said as I made my way over to the bed. “This
is such a beautiful end to a perfect night.”
“It has been a
perfect night,” he said, watching me walk towards the bed. “That is such a cute
little babydoll dress. You look amazing.”
“Thank you, papi,” I smiled at him as I reached the edge
of the bed.
He patted his hand on the bed and I climbed up, laying
opposite of him on the other side of the platter, mirroring how he was lying
with his hand holding his head up. Without another word, he took one of the
strawberries, dipped it into the chocolate sauce, and then held it up to my
mouth. I bit into it as seductively as I could.
“You
know why I chose chocolate and strawberries?” he asked.
I laughed and nodded my head as I chewed and swallowed
the chocolate-covered strawberry. “I do,” I said with a smirk.
“Tell me,” he said.
“That night after hanging out when you dropped me off
early so you could go and booty call your girlfriend, but said you needed to
stop at the store first. We were talking the whole time and did not realize
that we ended up in line at the checkout, two guys, buying strawberries,
chocolate sauce, and condoms.”
He laughed and nodded his head. “You do remember.”
I laughed as well. “Of course I remember. I had a total
crush on the girl that worked at the store and we were in her line, and she
said to us, ‘Wow, looks like you two have some fun planned for later.’ You got
so nervous and told her it wasn’t for us, but that you were going to your
girlfriend’s house after you dropped me off. And I told you when we got in the
car that she didn’t believe you one bit.”
“I avoided getting in her line every time after that,” he
laughed.
“I was going to ask her out, but after that, I thought it
was too awkward and I never did,” I said, using my free hand to smack him on
the shoulder.
“And here you are now, lying on my bed in a babydoll,
eating chocolate-covered strawberries with me. She was right, and I bet you
never thought that was going to happen.”
I nodded and smirked. “That is very true.” He then dipped
a strawberry in the chocolate again and this time ate it himself. While he was
chewing, I said, “I always dreamt of you taking me out to dinner and then
spending time with me while I was wearing a bikini in your hot tub. And now we
are on your bed, eating strawberries and chocolate, and I am so ready to lie
down with you and fall asleep in your arms.”
He finished chewing and smiled. “You’re not worried that
we are not saving anything for next time?”
“Oh yeah?” I asked. “Next time? Are you planning on
making this a regular thing? What about her?”
“You know I need to have her for appearances and to have
kids, and don’t get me wrong, I love her and will marry her one day, but I
don’t think I could ever go without you again.”
I chuckled a bit and really thought deeply about what he
had just said. I didn’t believe him, of course, because at this point, I was
convinced that once he got married, whatever we had at the time was definitely
going to end. There was no way he could keep me on the side like this once they
were married and living together.
I thought
a little bit about clarifying that fact right then and there with him,but
instead, I decided to just enjoy the moment and play along. “Oh yeah?” I asked.
“I’ve got you hooked?”
“You most definitely have. You are just so much more passionate.”
He surprised me a bit by reaching up and quickly moving
the platter of strawberries and chocolate off the bed and onto the night stand.
He then laid back down and pulled me in close to him, kissing me passionately.
He held me so tight and kissed me so hard. We both got completely lost in the
moment, our lips not parting for what was definitely more then a few minutes as
our hands gently and lovingly explored each other’s bodies.
I was the one to break the kiss, simply because I needed
to come up for some air. I was breathing heavily and so was he as we just held
each other close and gazed into each other’s eyes there on the bed in the
candlelight.
“You are amazing,” he said, smiling. “You look so amazing
in anything you put on, and every mannerism, every gesture, is just so classy
and so elegant. I wish I had known all along about this side of you. I feel
like we missed out on a lot of time together like this.”
I smiled back and leaned in to give him a quick peck on
the lips. “I hope you truly know how much you saying that means to me. I often
thought of telling you, but at the same time, I was just so afraid at how you
might react. But, last night, it just seemed like the perfect time, and I
really think that it was. I think we will look back on it and both decide one
day that I told you at just the right time.”
“I can see how that is a very strong possibility,” he
said. “I guess time will tell.”
“I think it will,” I said.
I kissed him again and we just laid there in each other’s
arms for a few minutes, looking at each other, smiling and enjoying the moment.
I was honestly expecting him to start to get a little fresh with me at that
point, but he was definitely being a gentleman about it all, which I did
greatly admire and appreciate. I relished in the fact that while we had known
each other for so long, he was still treating me as he would have a girl that
he had just started dating.
After that few minutes of just laying there, holding each
other, he leaned in and kissed me again, but this time it was just a short
peck. “We better get to sleep,” he said. “We have a nice day ahead of us
tomorrow.”
“We
do?” I asked, genuinely excited at the notion of this little date carrying over
into the day tomorrow.
“We
do, indeed,” he said. “Let me get this cleaned up so we can get some rest.” He then
rolled off of the bed, leaving me laying there on my back, looking over towards
him. I looked down and checked myself and was just so amazed once again that I
was there, lying on his bed in my little pretty purple babydoll dress about to
spend the night with him. We had spent many nights together at his house, sleeping
overnight, but obviously this night was very different.
He quickly
ran and took the platter to the kitchen while I took off my heels and put them on
the floor next to the bed, then climbed underneath the covers. I laughed to
myself a bit because I knew what side of the bed he slept on, which was
perfectly not the side of the bed that I slept on.
When he came back into the room, he blew out all of the
candles and climbed into bed right behind me. He snuggled up close, laying his
arm over me. He moved my hair out of the way so that he could kiss the back of
my neck. He kissed for a bit, then moved up to my ear and whispered, “Sweet
dreams, my princess.”
I answered, “Thank you, papi,” and he then resumed
kissing my neck as we laid there, spooning in his big, comfy bed.
Chapter
Three: Shopping
His
kisses on the back of my neck were the last thing I remembered feeling when I
woke up in the morning with him still right there, snuggling me. I could tell
he was still asleep so I carefully turned around to face him, trying not to
wake him up. I just laid there for a bit, watching him sleep and thinking on
this new spot in which I found myself with him and our relationship. It was
definitely a whirlwind and all so new for me, but I was really enjoying it.
I decided
that I was going to wake him up with a kiss so I gently leaned in and pressed
my lips against his. I felt him stir a little bit and not long after, he opened
his eyes and started to return my kiss. We shared an amazing morning kiss
there, lying on the bed. It was so filled with passion and he once again was
holding me so very close.
When we broke the kiss, he smiled, quickly started
getting out of bed, and told me, “You lay in bed. I’m going to get up and make
you breakfast. I’ll bring it to you when it’s ready and then we can figure out
what you want to do today. How does that sound?”
By then, he was already up out of the bed and heading
towards the bedroom door. I rolled over on my side, facing towards him as I
watched his eyes look over my body in my little purple babydoll dress. I
smirked at him a little and then sighed, “That sounds like heaven, papi.”
I trailed in and out sleep over the next half hour or so.
I was so comfortable there, lying in my pretty little babydoll dress on his
bed. I felt like I didn’t want to be anywhere else in the world that morning. Finally,
at one point, I heard him coming back towards the bedroom. He reappeared
carrying a breakfast tray and I watched with a smile as he looked me over once
more. He smiled as he neared the bed, and then, he said, “Sit up, angel. I
made you French toast.”
He knew that was my favorite cheat day breakfast and it
meant so very much to me that he had remembered and ensured he had what he
needed to make my favorite breakfast the morning after our first date.
“Awwwwww,” I said, sitting up and positioning myself against the headboard so
he could place the tray over my lap, “Papi, you are too sweet.”
He placed the tray over my lap and then bent down, kissed
me gently on the forehead, and said, “Nothing is too good for my princess.”
He sat down next to me on the bed and we proceeded to
share the lovely breakfast he had made while we discussed what we were going to
do that day. His first suggestion was to drive up to the outlet malls in the
valley and do some shopping and I, of course, said that I felt that was a
marvelous idea. He proceeded to tell me, which I already knew, that he wanted
to have me try on some outfits for him at the mall. The thought of doing that
just made me so excited. I was definitely greatly looking forward to it.
Once we had finished eating, after him making me that
wonderful breakfast and his desire to go shopping with me to spend more time
with me, I was so anxious to get our day started. As much as I wanted to just
lay around and cuddle with him in bed all day, I also knew that the later we
stayed at his house, the greater the chance that someone we knew, or worse yet,
his girlfriend, would stop by.
“Papi,”
I said, “Will you move this tray out of the way and hand me my heels?”
He smirked at the request and quickly got back out of the
bed, moving the tray from over my lap to the top of the bedside table
closest to him. He made quick work of retrieving my heels from where I had left
them by the bed, and then returning to me to hand me my pretty purple heels. I
smiled at him and took the heels, then bent down to my feet as I was still
sitting up on the bed, and put them on.
“Oh yeah?” he asked,
“What?” I smirked. “I figured you’d want to see me walk
in these heels and this little babydoll dress one more time before I take it
off.”
Before
he could respond, I slid off the bed and stood there before him in my babydoll
dress and heels, preening for him a bit. “How do you I look, papi?” I asked.
His eyes moved over me and I enjoyed every second of him
taking in the sight of me in that little purple satin and lace babydoll dress
and my big purple heels.
“You look gorgeous,” he responded.
“Thank you, papi,” I said in my girliest little voice,
giving him a little smile and bouncing a little in my standing position before
him. I then reached up, putting my hands behind his neck. I pulled him close
and kissed him quickly – just a cute little peck. We both shared a little smile
and I said, “Let’s get outta here and go shopping. I am dying to try some
things on for you at the store.”
“Oh yeah?” he asked.
“Of course,” I said. “Plus, I didn’t think to bring
anything to wear this morning because I didn’t know we were spending the day
together.”
“Want me to drop you home so you can change first?” he
asked. It was half-genuine, but at the same time, half-sarcasm because he
already knew how I was going to answer that question.
I smacked his shoulder and said, “Nooooooo. I want to go
shopping so I can buy something cute to wear for you today instead.”
With that, I kissed him again and started to walk towards
the bathroom where I had left all of my stuff the night before. “I’ll get ready
as quick as I can!” I called out to him behind me as I slipped in the bathroom
and closed the door. “And I’m not being cute about it, either!” I shouted to
him through the closed door. “I am really going to hurry!”
I quickly slid off my heels and set them down on the floor. I then slid off my little babydoll dress and its
matching thong and set them down on the counter next to my clothes from the
night before. I put the wig hair up in a bun again during my shower and was very
careful not to get it wet. I realized at the time that it might have been much
easier to remove it, but I just wanted to keep the illusion going and did not
want to take myself out of the moment by removing it. I made quick work of
showering, once again using his body wash and loufa sponge. I dried off with
the same bathroom towel I had used after my shower the night before, and I had
brought a little electric shaver with me in my overnight bag and used that to
freshen up my full-body shave as quickly as I could.
Once I was done freshening up my shave, I looked over to
the counter towards the pile of clothes I had taken off the previous night when
I put on my bikini and went out and kissed him in his hot tub. I reached for my
cute little light purple lace thong and slid it up my legs. Following the
thong, I put back on my little purple strapless lace bra from the night before
and then slid my breast forms into the cups. I thought about going for a bit of
a more natural look, but then decided that I would go ahead and opt for the
chestier look again that day, plus I always liked to have the breast forms in
when I tried on clothes so I would know they would fit when I did want to wear
the breast forms with that outfit.
I
decided given the fact that I was going to be putting things on and taking them
off in the dressing room that the petticoat, garter belt, and stockings were
just going to be an annoyance so I slipped them into my overnight bag instead
of putting them on. I then carefully slid back into my little satiny dark purple
A-line dress with the spaghetti straps and put my matching dark purple suede
heels back on. Once the dress was on, I took out my strawberry-scented
Victoria’s Secret body spray I had packed in the bag and sprayed it on my neck,
on my arms, and a little on my legs.
Next, I put my heels back on, but quickly came to the
realization that given the fact that I could never find shoes at a store in the
larger size I wore and always had to order them online, I was going to have to pick
something to wear that day that would still match the heels I was already wearing.
Having removed all of my makeup from the day before while
I was showering, I proceeded to quickly apply the most basic makeup look –
quick liquid foundation with a little blush, my signature little brown heart on
my right cheek, followed by my signature red lipstick and just a little black
eyebrow pencil. I pulled out my little purple-rimmed heart-shaped sunglasses I
had packed just in case from my overnight bag and slid them, along with my
lipstick, into my little clutch purse. It was a quick job, but I felt I looked
just as cute as I did the night before. The only real difference was that I had
skipped the petticoat, garter belt, and stockings. Satisfied with my cute
little dress and bare-legs look for going shopping, I put my now-dry purple
little bikini from the night before into my overnight bag, zipped it up, and
then proceeded to walk out of the bathroom with my overnight bag in my hand.
I emerged to find my guy sitting on the bed, waiting
patiently for me. He was wearing a nice pair of black dress slacks and an
off-white casual button down shirt that was perfectly pressed with cute little
wood buttons. “Awwww,” I said when I saw him, instinctively, “you look so
cute!” The words left my mouth and I thought about how funny it was that I had
known him all of these years and just three days ago it would have been the
weirdest thing in the world for me to tell him he looked cute, yet, telling him
he looked cute just seemed so perfectly natural now, as if I had been telling
him that all along. Maybe, I thought, I had been saying it to myself in my head
all these years without realizing it.
“Thank you,” he said. “And of course, you look absolutely
stunning and gorgeous.”
I reached down to the hem of my little dress and twirled
around once for him. “Why, thank you, papi,” I said following my spin.
“Are you ready?” he asked as he started to walk towards
the bedroom door and reached out to take my hand.
I took his hand, our fingers interlacing, and I said, “I
am ready. Let’s go shopping!”
He led me through the house and out the back door, down
the little concrete steps, through the back yard, and by the hot tub where we
had kissed the night before. I could do little but smile as we walked past the
hot tub, thinking on how much fun this all was and how much I was enjoying
myelf. We reached the garage and went inside, then proceeded to go over to the
car. I walked over to the passenger door and he opened it for me. I carefully
slid into the seat, pulled my legs inside in as girly a manner as I could, and
then he closed my door and moved around to the other side of the car to get in.
While he was walking around to his door, I reached back
and put my overnight bag in the back seat and then proceeded to take my cute
little purple plastic heart-shaped sunglasses out of my clutch purse and put
them on. Just then, he opened the driver door and slid into the seat. He looked
at me and smiled, then said, “I love your cute little glasses.”
“Thank you,” I smiled. “I knew you would like them.”
He started the car and said that he figured the best spot
would be the outlet mall that was about an hour and a half away, and I quickly
agreed. As we pulled out of the garage and he started to drive towards the
freeway, he asked me what store I wanted to visit first and I told him that
first I wanted to go and try on some things for him at Forever 21, and then, if
we had not found anything there, we would go to H&M. He told me that he was
just so happy to be spending more time with me that day that he did not care
where I took him, to which I said that I felt the same happiness about having
spent this amazing time with him over the past couple days.
At that point, he once again reached over and grabbed my
hand and held it in his with our fingers interlaced while he was driving. After
we had been driving a bit, he asked me if I would want to buy some underwear to
wear as well, to which I replied in a very teasing manner that we would have to
see how the day went, but maybe. He laughed, but at the same time, I could tell
he was very serious about taking me lingerie shopping.
I
thought on that a bit in the moment there as we were driving. I had been shopping
for lingerie for myself for about seven years at that point in my life, and
while I had been lingerie shopping with some of my girlfriends, I had never
gone lingerie shopping as a girl, definitely had never done it with a boy, and
while I had never gone lingerie shopping with him, I would be lying if I said I
had never thought about being all dolled up and having him take me lingerie
shopping before.
I
then thought of something that would be a little fun to tease him with. “Do you
remember my girlfriend Jessica that I started dating my junior year in high
school?” I asked.
He
thought for a second and then responded that he did remember her.
“Do
you remember me telling you that she liked to shop at Victoria’s Secret and I
would tag along with her sometimes?”
“Of
course I remember that,” he said, looking at me with a little smirk. “She was
the pretty redhead girl with the skinny little nose and big boobs, right?”
I
nodded and laughed a bit because whenever I brought up Jessica to any of my guy
friends, they always brought up remembering her big boobs. “Yeah, exactly,” I
said. “I think I never told you something about our little trips to Victoria’s
Secret.”
“Oh
yeah?” he asked.
“Yep,”
I smirked. “We had sex in the dressing room there a few times.”
“Really?”
he asked, intrigued.
“Oh
yeah,” I smiled back at him. “It was a lot of fun. She would get things to try
on that were in my size too, and I would sneak into the dressing room with her
when the store was slow. She would dress me up and we would play in there. We
almost got caught one time, too!”
“Oh
yeah?” he asked. “She knew you dressed like a girl?”
“Yes,
she totally knew,” I told him, smiling. “I told her after we had been dating
about a year or so and not long after that I started dressing up for her pretty
regularly. She was totally into girls and she loved when I dressed up for her.
She always wanted me to go out with her dressed, but I never had the nerve to
do it.”
He
nodded his head and I could tell he was really thinking about what I had just
told him. “That is really hot,” he said. “I think I would have loved running
into the two of you while you were out with her and you were dressed.”
“You
really like the idea of that?” I asked.
“Oh,
I love it,” he said, “and I love you, babygirl.”
I leaned
over and kissed him on his cheek and said while I was still right there next to
his face, “I love you, too, papi.” I giggled and then sat back down all the way
in the passenger seat.
Following
that, I reached back over to his right hand with my left hand and interlaced my
fingers in his once again.
We
talked pretty much the entire rest of the drive, which took about ninety
minutes. Just like on the way to dinner and back the previous night, we talked
about many of the same things we had as friends, but once again, it was just a
little different. His tone was different with me and he chose his words much
more carefully. I thought it was so cute that when we talked normally like this
now, he was careful not to say any swear words, which he tended to use quite a
bit back when we were just friends.
I so
enjoyed chatting with him while we were driving and him holding my hand the
entire way. For so many years, I had sat in his passenger seat, but never did I
think I would be experiencing it like I was this day. In daylight, in the open,
on the way to go shopping at the outlet mall, dressed in a pretty little dress
– just being the girl that I always wanted to be – and for him, no less.
Since I had told him I wanted to start at Forever 21, he
drove directly to the parking area outside the store’s main entrance and we
arrived early enough that there was not a lot of cars yet. I was honestly
perfectly fine the whole drive, but now that we were nearing the parking lot, I
began to get a little nervous. While I had been out dressed as a girl and as
his girlfriend in the evening, this was the very first time I was going out
during the day like this. I had been shopping for girl clothes a million times
before, but never while dressed.
I think he could tell I was getting a little nervous, so
after we pulled into the parking lot, he pulled my hand up to his mouth and
kissed it. “You know you look absolutely amazing, right?
I looked at him and I nodded. “You are too sweet,” I
said, now raising his hand to my lips and kissing it. “I’m a little nervous,
but I’ll be fine.”
“Are you sure?” he asked with concern.
“Yes,” I replied. “Let’s go see what we can find for me
to wear for you today.”
With that, he let go of my hand and got out the car. While
he made his way over to the passanger door, I took my sunglasses off and put
them back into my little clutch purse. And while I thought there might be a
point at which I might need to reapply my lipstick or want to wear the
sunglasses if we walked, I figured it was best and easiest to leave my little
purse in the car, so I reached into the little clutch purse, grabbed just my
credit card and ID and then set the purse on the floor, just out of sight and under
my seat.
I
laughed a bit at myself as I slid my credit card and my ID underneath the left
front side of my dress and then under my little purple lace strapless bra. By
then, he had reached my door and opened it, then helped me get out, ensuring I
was stable on my heels before he let me go and held my hand as he closed the
car door. He held my hand tight and gave me a reassuring look as we began to
walk towards the store. While I was still nervous, being with him helped, and
him holding my hand and swinging it a little bit also helped.
“What are you thinking of looking at?” he asked, I think
genuinely curious, but also trying to put me at ease.
“I want to find a cute little dress, I think. Or maybe a
cute top and skirt instead. I am thinking something in white so it matches my
pretty purple heels.”
“See through enough so you can see your purple bra and thong
in the right light?” he smirked.
“Of course,” I answered, returning his smirk. “I know
what you like.”
We reached the front of the store and he opened the door
for me and allowed me to step inside while still holding his hand. I walked
right towards the section of the store that had cute little dresses, with him
still holding my hand and walking behind me a little. When we reached the rack
where I wanted to start looking, I stopped and he let go of my hand. I started
to look through the rack, sliding the hangers over a bit and then I said to
him, “Do you want to look too and let me know if you see anything you want me
to try on for you?”
He looked at me and smiled, shaking his head a little.
“Of course, I would love that.” He then wasted no time digging into the rack of
dresses, moving in the opposite direction I was heading. I was still feeling a
little nervous and I knew that he could tell because he made sure not to stray
off too far and kept looking over to check on me. I loved it so very much and
thought it was so cute that he wanted so bad for us both to enjoy our time
shopping together.
There were so many cute little dresses to choose from,
but as usual, my problem was finding the cute ones that were in sizes that were
big enough to fit me. Given my 5-foot, 10-inch, 180-pound frame, I was having
to get something in at least a 12 or a 14 or in the X plus sizes at the time.
The first dress I thought might actually work was a cute
little A-line dress that was pretty short and was basically a thick white
cotton covered completely with white lace. It was sleeveless, which I really
liked, but it was not very stretchy and had a zipper down the back, which
usually meant the dress was not going to be very forgiving size-wise. But,
nonetheless, I kept it in my hand and thought I would at least try it on. Not
much further down the rack, I found the same exact dress in a pretty light
lavender that I felt matched my heels very nicely, so I kept that one in my
hand as well.
I was now looking for a third option when I heard my guy
calling to me from just a bit away, asking if it had to be white, or if it
could be another color.
I looked his way and said, “As long as it is cute and
matches the heels, it doesn’t have to be white, daddy.”
He smirked a bit at me calling him daddy in public, but I
knew he liked it, which is why I called him that just then in the store. She
would never demean herself into calling him daddy because she was such a proper
girl, but I honestly had no problem with it at all. He then held up a really
cute little black dress with side-cut-outs surrounded with a beautiful stitched
pattern. I thought it might be a bit too form-fitting, but I did not want to
say no to his first pick of the day so I said, “That is really cute. Hold on to
it and I will try it on for you.”
He smiled as if he was a little boy and I just told him
he could have the toy he picked out while in the toy aisle. He immediately dove
back in to looking at the rack.
It was not much longer until I ran into a misplaced light
purple fuzzy crop sweater that was a size 12. It was absolutely perfect and I,
in fact, had been looking for a sweater just like it for a few weeks, so I held
on to it as well. I was thinking that maybe after I was done going through the
dresses, I could go look at the skirts and see if I could find a skirt to go
with the little purple sweater. I was smiling ear to ear at having found
exactly the sweater I was looking for in the perfect size, totally out of place
in the racks. I always just loved when that happened!
Not long after that, I was looking at this cute little
red strapless elastic band dress that flared out, wishing it was in white so it
would match my purple heels, when he called out to me again. “How about this
cute little skirt?” he asked.
I looked up from the red dress and saw him holding up
this really cute, really short little white cotton pleated skirt. It was a
complete and total little tennis-style skirt, and even better, would have
matched perfectly with that little purple fuzzy sweater I had just found, and
to top it of, both matched with my heels perfectly. “Oh, I really like that,” I
said. “That is supercute. I think I may have found just the perfect thing over
here to go with that.”
“Oh yeah?” he asked.
I nodded and bit my bottom lip a little bit. He looked
down at my lip as I was biting it and I could tell he was really enjoying our
boyfriend/girlfriend shopping experience. And so was I. “That is four options
to start with,” I said. “Let’s go find a dressing room.”
His cute little face had the biggest smile on it. He
quickly closed the distance between us and handed me the black dress with the
side cut-outs, and the little white skirt he had found. Once I had all of the
outfits I was going to try on in hand, he took me by my free hand and started
to walk me towards the dressing rooms. As we made our way there, I noticed that
we acquired a couple of stares from some of the cute young girls that were
shopping in the store. I wasn’t sure if it was because I was obviously trans or
if it was because he was practically running me towards the dressing rooms.
When we reached the dressing rooms, I was a little
nervous at finding an attendant standing there outside. I was really hoping we
were early enough that the dressing rooms would be deserted so I could just
sneak inside and try on the outfits for him.
“Oh
no,” I said to him, truly disappointed. “There’s a girl at the dressing rooms.”
He
smiled, held my hand a little tighter and said, “That’s OK. I’m right here with
you. I am sure it will all be fine. I am so excited about seeing you try on these
outfits for me.”
I
returned his smile and then smiled at the girl outside the dressing rooms as we
reached her. “Hi,” the cute little blonde girl in a cute little form-fitting
burgundy cotton dress said to me. She had beautiful blue eyes and was so very
tan like she spent a lot of time either at the beach or laying out. “Do you
want to try those on?” she asked.
“I do,” I said.
“How many items?”
“Five,” I smiled.
“Sure,” she said, smiling back. “Let me show you to a
dressing room.”
She turned and walked back through the doorway to the
dressing rooms and I followed. Instinctively, I watched her cute little butt
swaying underneath that tight little burgundy dress as I walked behind her, and
it was right then that I got really nervous again. This was actually going to be
the first time I had tried on girl clothes in a dressing room at a store. I was
retroactively nervous about her not letting me go into the dressing rooms
because I was trans, even though she already was walking me back to the
dressing rooms and had not said anything at all.
We were just a few steps inside when she turned over her
shoulder a little towards me and whispered just loud enough for me to hear, “Is
that your boyfriend?”
I was suddenly smiling ear to ear at her having asked
that. Apparently not only was she going to be OK with me trying things on, we
were going to have girl talk as well. Without even realizing it, I giggled like
a schoolgirl a bit and then said, “Yeah.”
“He’s cute, girl,” she said.
“Awwww,” I said. “Thank you, girl. We have known each
other forever, but we just started dating. It is our first time out shopping
together.” I said it and then realized that in actuality, he and I had been out
shopping together probably hundreds of times at this point, but obviously this
time was different – this time something new was happening.
“Oh my gosh,” she said as she came to a stop at one of
the dressing rooms and turned back around to face me, “that is so cute. My
boyfriend likes to go clothes shopping with me, too. You know, you can feel
free to go out and show him the outfits if you want. I know my boyfriend really
likes that.”
I had only known this girl for a few seconds and I wanted
to give her a big hug and thank her so much for being so cool with me. I had
always been so nervous about going out in public dressed – for so many years –
yet, there I was, my third time out in public dressed as Monica, and I was
already finding it to be so welcoming and so normal. “Awwww, girl, you are too
sweet.” I said. “Thank you for that. He definitely wants to see me in them.”
She gently placed her hand on my shoulder and motioned
for me to go inside the dressing room. “You take your time. I will be up there
at the front and you come in and out as you need to, OK?”
Without thinking, I placed my hand on top of hers on my
shoulder and with my eyes, expression, and words, once again thanked her for
being so sweet to me.
“No problem at all,” she said. I then stepped into the
dressing room and she closed the door behind me. The dressing room was fairly
sizable. There was a floor-length mirror at the back of the dressing room and
an actual chair in there. I hung the garments on the hook behind the door and
then readied myself to start changing.
I figured I would start with the little white skater
dress. I took down my cute little purple dress by pushing the straps off my
shoulders and stepping out of it once it had fallen to the floor. I then folded
my purple dress over once and placed it gently on the chair. I took the little
white dress off the hanger and undid the zipper that ran from the neckline to
the waist down the back. I watched myself in the mirror as I carefully stepped
into the dress and slid it up my body. I then reached back and zipped the
zipper, upward halfway with my left hand behind my back and then the other
halfway by reaching my right hand back over my shoulder. It was actually pretty
easy to get on, so I was relieved at that.
I immediately noticed that despite the flowy part of the
dress at the bottom and the form-fitting part of the dress at the top being
made of the same material, you could not make out my panties at all, but you
sure could see my light purple lace strapless bra through the top part of the
dress. I looked myself over and adjusted the dress at the waist a little and
pulled down the hemline. I really liked how it looked and definitely did not
mind at all that you could make out the purple lace bra underneath. Satisfied
that the dress looked good on me, I turned around, opened the dressing room
door, and started to walk out of the dressing room area.
After just a few steps, I could see back out into the
store and could see my guy standing there, smiling at me, waiting impatiently
for me to emerge in the first outfit. The cute little blonde dressing room
attendant was standing there, putting a skirt back on a hanger and looked up at
me. “Oh my gosh, girl,” she smiled. “That looks really cute on you!”
I wanted to wrap my arms around her so bad and thank her
for being such a doll. I broke eye contact with my guy and looked over at her.
“Awwww. Thank you,” I said.
As I passed her, she hung the skirt on the rack she was
standing next to, and she looked away to grab another garment to rehang. I
looked back to my guy and he was smiling ear to ear. “She is right. That dress
looks amazing on you. I love how bright white it is.”
“I do like it,” I said as I stopped just a few feet from
him and twirled to the left and then back to the right so he could see the
dress and so that I could make the little flared skirt flare up a bit as well.
“It works with the heels,” I smiled, “and I love that you can see the bra a bit
through it.”
He smiled and I could tell if our little blonde friend
was not standing there, he would have said that he liked that he could see the
bra as well, but he didn’t need to say anything. I could see it in his eyes.
“OK,” I said. “Let me put on the next one.”
He smiled and I twirled back around and walked back to
the dressing room, ensuring that I shook my hips for him because I knew he was
watching me. I quickly made short work of sliding the white dress off, hanging
it back up, then putting on the light lavender version of that same dress. It
literally looked exactly the same, but the lavender color actually made it so
you could not see the light purple bra at all. I checked myself in the mirror
and then marched back out of the dressing room area again.
My guy’s eyes were on me again, smiling, and this time,
the attendant said, “Girl, that is so your color right there. Any of the
purples are going to look amazing on you.”
“Awwww, thank you,” I smiled to her and then once again
stood before my guy. I did my little turn to the left and turn to the right,
but this time, twirled all the way around in a circle afterwards, really
letting the hemline fly up. I stopped the twirl and looked at him, laughing a
bit.
“I think I like this color better,” he said.
“I do, too,” I said. “I like this better than the white
one. Same dress, but a better color.”
He nodded in agreement.
“OK, now the black one,” I said as I spun back around and
once again headed back into the dressing room area, also once again, ensuring I
was giving him a little show of me swaying from side to side as I did so.
I took off the lavender dress, hung it back up, and this
time, took down the black dress. I held the hanger up to my neck and looked at
it in the mirror before I put it on. I was worried it was going to be too
form-fitting at the waist, but it had just a slight hint of flare past the
waist so I thought it might still work. The side cut-outs also looked like they
were going to fall in just the right spot to work out as well – right where my
torso ended and my belly began, which was the start of the bottom curve of the
hourglass in my figure.
I took the dress off the hanger and then stepped into it.
It did not have a zipper but was stretchy enough that I was able to slide it up
on my body with just a little effort and wiggling side to side. Once I felt it
was in place as I wanted it, I looked at myself in the mirror, twirling left to
right for myself as I was doing outside for my guy. The top fit perfectly and
actually gave me a pretty chesty look with the breast forms. It had cute little
T-shirt length sleeves and was cut at the neckline with a cute oval shape that
showed a fair amount of skin. The side cut-outs sat just perfectly. They showed
the spot on each side of me where my torso curved down and out into my waist,
just as I had suspected they would, and my slightly-tanned skin contrasted the
black material of the dress perfectly. The cut-outs had the cutest little
stitching around them, incognito because the stitching was black, but still
noticeable enough that it helped make the dress look a little classier than it
would have been without the stitching. The bottom of the dress flared out just
a little below the cut-outs and ran outward to the hemline, which fell just
above about mid-thigh. I could see that I could totally wear a garter belt or
lace-top stockings with this dress and they would barely show, but still, show
enough. I really, really liked the dress and I loved how it looked on me.
I then startled myself out of my thoughts about the dress
as I was watching myself swaying side to side in the mirror, realizing that my
guy was waiting for me out there and putting this dress on had taken at least
twice as long as each of the first two dresses. I quickly spun around, opened
the door, and once again hurried towards the doorway that led back out to the
store. It was then that I noticed how cute my purple heels looked with the
dress and how much they accented the outfit. This one was definitely my
favorite of the three dresses.
I emerged once again and saw my guy standing there in the
same spot. He gave me that same once over from hair to heels that he did the
first time he saw me in my cheer uniform two nights earlier. I could tell by
the look on his face that he thought this dress looked just as good on me as I
did.
From behind me, I heard the attendant, who was still
sorting out the clothes she was going to have to put back, say, “Girl, that
dress fits you perfectly. Looks like it was made for you. And those cutouts are
superhot!”
I was wondering at that point if she actually said
something completely flattering to each customer for each outfit they tried on,
but my guy broke my train of thought by saying, “That dress is way cuter and
sexier than the first two. I think I like this one the best so far.”
I smiled and smirked a bit, letting him know that I
agreed. I swayed left and right again as I had in the other two dresses, but
this time, I held up the hemline with my hands a bit since it was not as flowy
as the first two dresses. “I think,” I said, “even if I end up picking the
sweater and the skirt, I am going to need to get this one, too.”
“Oh yeah?” he asked, laughing a bit. “You’re going to buy
both outfits?
“Yes, daddy,” I said, smiling ear to ear for him. “This
one is just too perfect to pass up. Maybe I wear it to dinner next time we go?”
He nodded. “I would definitely like that.”
“Maybe I will wear it with a garter belt,” I said, still
swaying and holding the hemline. “The stocking tops and clasps will show just
perfectly below the hemline.”
He nodded like a student whose professor had just told
him something interesting. “Oh,” he said, “that would look really sexy.”
Without really thinking, I raised my hands up to just in
front of my lips and clapped three times, then said with such excitement, “Yay,
daddy! I love this dress!”
He laughed at me clapping and calling him daddy. It was
such a cute little laugh. I had never heard him laugh like that before. That
was the laugh he saved for his girls. “I am so happy you love it,” he said.
“You make that dress look amazing.”
I didn’t say it, but I looked at him like, “Awwwwwww.” I
then just looked at him for a moment as I thought about what he had just said
about me making the dress look amazing. That was too perfect a line to be
impromptu. That had to have been one of the things he said to his girls in the
past. I then thought about and marveled quite a bit at the fact that despite
knowing I was definitely not the first girl he said that to, it still meant so
much to hear it.
“Thank you, papi,” I said, tilting my head a little. “OK,
now for the last outfit.”
“Sounds good,” he said. “I cannot wait to see you in it.”
I quickly made my way back to the dressing room for the
fourth time and carefully slithered the cute little black dress downwards. It
was a bit of a tight squeeze and I had to readjust my little purple thong a bit
because I slid the thong off just a little bit with the dress.
I don’t
know exactly why, but I thought at that second about his girlfriend and what
she would have thought about me being there in the store with her boyfriend,
trying on dresses and outfits for him. I honestly felt a little bad, but at the
same time, I knew she was the one that was going to end up with him in the end,
so I figured why not have some fun with him in the mean time. If he and I were
careful, she would never end up knowing about it, they would get married as
planned, and he and I would always have this time we spent together. In my
mind, I played it off as if I was giving him one hell of an exciting and extra-long
bachelor party, which I would have done anyway, but just in this particular
circumstance, not only was I throwing him the bachelor party, but I was also
the entertainment.
And
then, I had to curtail my thoughts because I still had one more outfit to try
on. I looked at myself in the mirror and smiled. I finished readjusting my little
purple thong on my hips, having put out of my mind the thoughts of his
girlfriend and what else I might end up doing with him between that minute and
his wedding day, and also convincing myself that he and I were just having a
little fun – no harm, no foul. I then turned to put on the last outfit. The cute
little purple fuzzy crop sweater was going to be a bit of a challenge to get on
over my head because the neckline was not going to allow me to slide it up my body
. But, I could tell if I held it just the right way while sliding it over my
head, I was going to be able to get it on without getting makeup all over it,
or even worse, messing up my makeup.
After
getting my arms in the little crop sweater and placing it just right, I slid it
on over my head and then down on to my shoulders. I looked at myself in the
mirror and for the first time noticed how short the sweater actually was. With
my breast forms and the padding of my little light purple lace strapless bra,
and the ultra short length of the sweater, it was pretty likely that at some
point, the bottom of my bra was going to be showing as I moved around in the
sweater, and I was loving that the bra was purple as well, just a lighter shade.
Next,
I unzipped the cute little white pleated skirt and slid it up my legs and on to
my hips. I then rezipped it and it was just perfect! It sat on my hips in a way
that showed about six inches of my midriff and the material was just sheer
enough that you could totally make out the sides of my purple lace thong
through the top part of the skirt. It rested so short on me that it was only
about two inches below where my butt met my leg and I was going to have to be
very careful not to show the front of my panties in this skirt.
My
breast forms looked fantastic in that short little fuzzy crop sweater, my
midriff looked supertoned and superhot, and the skirt looked so amazing. It
looked like a tennis skirt, but it also looked like it could be a cheer or
playful dance skirt. It showed off so much leg and just looked amazing with my
purple heels. It definitely was the sexiest of the four outfits that I tried on
that day. Don’t get me wrong, I loved that little black dress, and it was sexy,
but what I was seeing in the dressing room mirror in that instant was the
outfit that was going to perfectly drive him wild the rest of the day.
I
looked myself over one more time, then spun back around and opened the dressing
room door. I then walked – no strutted, really – back into the store once
again. When he saw me, his jaw dropped a little bit and he nodded his head like
if he was at a concert and was starting to get into the beat. Then, he mouthed,
“Wow!” without actually making a sound and I knew that I was one-hundred-percent
correct about that outfit being the one to wear the rest of the day.
The
little blonde attendant girl surprised me a little by saying, “Damn, girl, that
looks sexy on you. I think you have your winner.”
I turned over my shoulder and nodded. “I think we do. I
am still getting that black dress, but this is what I am wearing out of here.”
I then realized that the security tags might hinder that from happening.
“That’s OK, isn’t it?” I asked.
“No problem at all, girl,” she said back to me with a
smile. “Girls wear stuff out of the store here all the time. They can remove
the security tags and the other tags at the front for you.”
“Really?” I asked, all excited.
“Yes, of course. It’s no big deal at all.”
I then looked back towards my guy. “I think this is what
I want to wear today. What do you think?”
“I love that idea,” he said. “You look absolutely amazing.”
“Thank you, papi.” I said, bouncing a little with
excitement as I smiled ear to ear because not only did we find this perfect
little cute and sexy outfit for today, but we had also found a dress for our
next dinner date, which I was hoping was going to be very soon. I was having so
much fun shopping with him like this. “Let me go back there and get the black
dress and my dress and we can see where we go next?” I asked.
“Of course,” he smiled.
I surprised him a little as he was expecting me to turn
and head towards the dressing room, but first, I leaped towards him a bit and kissed
him on the cheek. I stood there in front of him for a second and we shared a
little smile. I then turned back to walk into the dressing room area for the
last time. As I passed the little blonde attendant, we shared a cute little
smile and I mouthed “Thank you,” to her. She simply nodded as her response. I
made my way back to the dressing room and started to gather everything. I took
up my purple dress from the chair, gathered the hangers from the sweater top
and skirt, and then gathered the three dresses. I started to walk back towards
the entry way back into the store one final time and then realized just how
sexy I felt and knew I looked in the new little outfit I was wearing as I
looked down at myself.
I then met my guy’s gaze and he was looking like he was
ready to eat me all up. My mind trailed off to where to go next as I reached the
doorway that led back into the store. The cute little blonde attendant was
standing there, smiling, and she reached out to take the empty hangers and the two
dresses I was not buying.
“You look amazing, girl,” she said. “You are going to
love wearing that little outfit for your man today.”
I smiled and told her, “Thank you so much, sweetie, for
everything. You are a doll.” I wanted so bad to give her a big hug to show my
appreciation, but then I became worried that might not be as well-received as I
hoped. I figured I had better not chance it and leave the encounter on the
positive note upon which it was finishing. I walked from her over to my guy and
I could tell by the look on his face – that smirk he had – that he knew what
was going on with me wanting to hug the attendant girl.
He offered me his arm and I took it. We started to walk
towards the front of the store and he said, “I think she would have been OK with
you hugging her.”
“You think?” I asked. “I was worried she would react
weird to it. Plus, she was petty cute. Wouldn’t want you to get jealous.”
He chuckled at me and said, without missing a
beat, “Probably not good for me to get excited like that watching you and her
hugging.”
I could not help but laugh when he said that. “Oh my
God,” I said, holding tight on to his arm. “You are so bad! And what would you have
done if you got all excited?”
Again, he didn’t miss a beat. “I always think about my
best friend naked and it helps it go down.”
I reached up and smacked him on the arm with my free
hand. “That’s not funny,” I said, trying so hard not to laugh.
“Well,” he said, “it was kinda funny.” We both shared a
laugh at that point. We continued to walk towards the front of the store and soon,
we were about to enter the cash register area. There was another absolutely
adorable little blonde girl standing there at a register without anyone waiting
and we walked over to her. She had beautiful light brown eyes and these
supercute dark lowlights in her hair. Her earrings were a beautiful silver
dangling mass of shapes and she had a cute little silver nose ring, too. Her
makeup was perfect and she was wearing a supercute little royal blue sleeveless
skater dress and cute little white heels.
“Did you find what you were looking for?” she asked.
I handed her the black dress and said, “I definitely did.
The nice girl at the dressing room said you could cut off the tags on this top
and skirt so I can wear them out today?”
She nodded and smiled, then said, “Yes, of course.” With
that, she set the black dress down on the countertop and then proceeded to pick
up a pair of scissors and the big metal gun-looking device to remove the
security tags. She quickly made her way around the counter to my left side, which
was the opposite side my guy was standing, and made quick work of removing the
security tag on the sweater, which was on the bottom left hem. She then reached
up behind my neck, helped me move my hair out of the way, and then cut off the
store and price tag which were attached to the label inside the back of the
neck of the sweater. She was pretty close to me at that point and I could not
help but admire her beauty. When she finished snipping the tags, her eyes met
mine and she gave me the cutest little smile.
The girl then moved right in front of me and knelt down,
reaching her arms up to the security tag at the hemline of the skirt. My eyes instinctively moved to look down the front of her dress and I could totally see
the top of her pretty white lace bra and her lovely cleavage. One of her hands
was holding the tag-removing device and the other slid up underneath the
hemline of the skirt to hold the other side of the security tag, the back of
her hand resting firmly against my bare thigh.
The girl then stood back up and moved behind me once
again. Without a word, she reached to the back of the waistline of the skirt
and rolled it down enough so that the skirt’s label was showing. She proceeded to
snip the store and price tag and remove them from the skirt’s inside label. As
she did so, I looked back over my shoulder at her and our eyes met. All I could
think about in that moment was how absolutely gorgeous she was and how amazing
she looked in that dress and heels. She smiled and said, “Cute panties.”
She broke our eye contact and moved back around to the
other side of the counter as I took a couple seconds to register what she had
said and then returned with, “Oh, thank you. Victoria’s Secret.”
“Oh, nice,” she said. “They are having a sale right now. You should totally go check it out.”
I chuckled a bit to myself because, of course, I already knew they were having a sale. By now, she was standing back on the other side of the
counter and was looking at me with a smile as her hands prepared to ring up
that pretty little black dress.
“We
will definitely go over there and check it out,” I said. “Thank you. ”
The cute little cashier who had complimented me on my cute
little purple lace thong I was wearing made quick work of scanning the tag on
the black dress, removing the security tag, folding the dress and putting it in
a bag, then scanning the tags from the top and skirt I was wearing and putting
them in the bag, and finally, reaching out and taking from me my purple little
dress I wore into the store and also folding it and putting it into the bag.
She then smiled and told me the total, to which I responded by reaching down
the front of my sweater, underneath the left side of my little purple lace
strapless bra, producing my credit card and ID, both of which I handed to her.
She
smiled a bit at me and then took the card, looked at my ID, and then processed
the card. She then handed both back to me and I placed them back in my bra,
while she watched me with a little smile the whole time. She then put the
receipt in the bag, handed me the bag, thanked us, and then, my guy and I were shortly
on our way to head back outside.
He and I held hands, our hands swaying, as we walked out
of the store and emerged back outside, stopping just a few feet beyond the
doors. “So,” he said, “where to now?
I said back to him, smiling, “Maybe we can go and check out that sale at Victoria’s Secret?”
I said back to him, smiling, “Maybe we can go and check out that sale at Victoria’s Secret?”
He smirked as if I had told him we were going shopping
for a birthday present for him. “Oh, I am sure I would not mind that at all.”
“Yeah,” I said, “I
am sure that you wouldn’t.”
He gave me a cute little smile. “The Victoria’s Secret is
a bit of a walk. Are you OK with walking there, or do you want me to drive us
over there instead?”
I returned the smile and thanked him for being so
considerate, then told him that I was having so much fun being out shopping
with him that I wanted to walk over there. He then took the Forever 21 bag from
me and we started to walk down the path that would take us down the store
fronts to the side of Forever 21 and then around the corner, up another set of
store fronts, to the Victoria’s Secret entrance clear on the other side of the
parking lot. It was a bit of a distance, but I was definitely in the mood to
walk and hold his hand and be his pretty little princess.
“You look so cute in that outfit,” he said to me after we
had been walking for about a minute or so, swinging our interlaced hands
between us.
“Thank you,” I said, “I am just loving this.”
“Me too,” he said.
I squeezed his hand a little harder just to reinforce
what I had said. This was all such a whirlwind. Just three days ago, I know he
did not see me as a girl – I know because he had never seen me dressed or ever
even heard me talk about such a thing, and there we were just days later and I
was all dolled up with him and had him out shopping with me. It was definitely
very surreal, but at the same time, it was all marvelously normal as well.
I decided to tease him a little bit and said, “So, how do
you know where the Victoria’s Secret is?”
He looked over at me and smirked. He knew I was just
teasing him.
“I know, I know,” I said, “that is where you buy all of
your girlfriends their bras and panties and stockings.”
“And other lingerie, too,” he smirked.
“Haha,” I said. “And the little panties she wears for you?”
I could tell he was a little flushed as he looked at the ground
and softly said, “Yes, that is where I get them.”
“So, now, it is my turn?” I asked.
He looked a little puzzled.
“My turn for you to buy me panties at Victoria’s Secret,”
I said.
He smirked again. “Well, I definitely do not want you to
feel left out.”
I nodded. “Oh my, of course not.”
“Plus,” he said, “they don’t watch the dressing rooms at
this one very close at all.”
“Oh yeah?” I asked.
“Yeah,” he said. “Maybe we can get into some trouble
there.”
“I am definitely ready for that,” I smirked.
By now, we were just about twenty feet or so from the
Victoria’s Secret entrance and I could already see that the store was pretty
devoid of customers compared to the Forever 21. It was definitely a lot
smaller, too.
When we reached the door, he once again opened it for me
and let me walk in first. After we had taken a couple steps, he asked, “Where
do you want to start?”
“Well,” I said, “What I am wearing under this outfit
matches it perfectly, but I would like to get a bright pink lace thong to go under
that black dress I just bought. What do you think?”
He smiled and nodded yes then motioned for me to continue
further into the store. “Lead the way,” he said, “and I will follow.”
I led him by the hand deeper into the store. What I was
looking for was most likely going to be on the tables near where the bras were
hung and stored in the drawers below the hanging bras. “Oh,” I said, as we
entered the area where I was hoping to find the panties I was looking for, “we
should definitely get the matching bra as well.”
“Of course,” he said. “You get whatever you want.”
“Oh my,” I said, acting all girly cute and looking at him
with a devilish smile. “Be careful with that.”
He laughed a bit as I stopped at one of the tables in the
section where the exact lacy thong in the exact color I was thinking caught my
eye. I let go of his hand and quickly found one in size Large and held it up to
show him. “This one is perfect, dontcha think?”
“It is,” he said with that same little smirk he had given
me on the walk over to the store.
I then looked up, knowing that a matching bra was
probably not too far away. Sure enough, just a couple sections over to the
right of the panty table where I had found the thong was the bras that matched.
I reached up and went through the bras that were hanging there, but did not see
my size. A little worried, I opened the overstock drawer that was below the
hanging bras and looked for my size. And there it was – the matching bright
pink lacy bra in the 38C that I needed to accommodate me and my breast forms.
I pulled the bra out of the drawer and showed it to him,
smiling.
“Perfect,” he said.
“Right?” I responded.
I then took a quick look around to find the dressing rooms
and they were actually only about fifteen feet behind me. Much to my delight,
there did not seem to be an attendant. I quickly reached for his hand and then drug
him behind me across the fifteen feet between us and the dressing room.
Once outside the dressing room area, I let go of his hand
and walked inside to look around. There were five dressing rooms and all of
them were empty. Four of them had the short doors, but the larger one in the
corner of the room had a full-length door so no one could see the number of
legs in the dressing room. And, even better, there was no attendant to be
found.
I quickly walked back out and whispered into his ear, “I
am going into the dressing room in the corner with the full-length door. You
wait for just a few seconds and then you sneak inside.”
“OK,” he said with excited eyes and a big smile.
I quickly went straight into the dressing room in the
corner and hung up the bra and panty on the hook behind the door. I then took a
couple steps back away from the door because it opened inward and I expected he
would not be too far behind me.
Sure enough, no sooner had I settled in a few feet inside
the dressing room than the door opened and he quickly darted inside with such a
cute and boyish look on his face. “Holy shit,” he whispered as he closed the
door behind him. “I have always wanted to do this.” I chuckled a bit to myself
because while this was going to be my first time changing for a lover in a
dressing room as Monica, it definitely was not my first time overall.
“Now what?” he asked, I think genuinely curious as to how
far I was going to let this go now that I had snuck him into the dressing room.
I figured that since I had worn the little bikini the
night before for him, I was up for letting him see me in nothing but a bra and
panties at this point. I was also very curious to see if he was going to be
able to maintain being a gentleman given that temptation. Based on what I knew
of him, I was pretty sure he was, but I was still very curious.
I took him by the hands and spun him around so that his
back was facing the mirror and guided him back towards the chair that was in
the back right corner of the dressing room. “You sit right here,” I said,
smiling. “And when I tell you to close your eyes, you close your eyes.”
He looked behind himself, still holding my hands and sat
down on the chair. I went to let go of his hands, but he held them. “What
happens if I don’t keep my eyes closed?” he asked.
“Then you will never, ever get to see me in my bra and
panties again.”
His eyes widened and he smiled and laughed a bit. “OK,”
he said. “I promise I will keep them closed.”
“OK, good,” I said. I then leaned down and kissed him
quickly on the lips and let go of his hands. I then moved to the other side of
the dressing room and faced him. I smiled and looked right at him as I reached
up and slid the little purple fuzzy sweater up and over my head, once again
ensuring that it did not touch my face or my makeup. I slung the sweater over
the top of the door behind me and then stood there, still looking at him.
His eyes were looking up and down, and he was smiling ear
to ear as he took in the site of me standing there in my heels, pretty purple
lace strapless bra, and that tiny little white pleated skirt.
I then reached to the side of the skirt, unzipped it and
then slid it down my body. I maintained eye contact with him as I leaned down,
then brought the skirt back up to place it over the door next to my little
purple sweater. I was now standing there in nothing but the heels, the little
purple lace strapless bra, and the little matching thong panties.
He was looking at me like he had never seen a girl
standing in front of him in her underwear like that and I was in heaven. I
could not believe that I was letting him see me like this, but at the same
time, it all just felt so natural. It felt as if I had been teasing him like
this for years.
“OK,” I said, “now you close your eyes.”
He smiled and adjusted himself on the chair a bit and
then closed his eyes. I then proceeded to remove my breast forms and hold them
in one hand while I used my free hand to remove my lace strapless bra and slide
down my little purple lace thong. I was so nervous standing there, naked and
wearing nothing but my heels, even though I could totally tell that he had his
eyes closed all the way.
I then took the bright pink bra from where I had hung in
on the back of the door and put it on. It was a little cumbersome to do so
while holding the breast forms, but I actually had a lot of practice over the
years with doing so. I placed the breast forms in the bra and then took the
little bright pink lacy thong from where I had put it on the door. I slid the
thong up and ensured it was in place. I then looked at myself in the mirror to
ensure I was looking as best as I possibly could in that little thong and bra,
and then said to him, “OK. Open your eyes.”
He opened his eyes, obviously already knowing that he was
going to see me standing there in the new bra and thong that he was going to
buy me, but he still managed to give me the cutest little look of surprise,
which made me feel so good.
“Wow,” he said, “those look amazing on you! That is just
such a pretty color.”
I could feel myself smiling ear to ear as I took a couple
steps towards him. I looked at myself in the mirror and turned a bit like I was
modeling the bra and thong for myself in my mirror at home. “Thank you, daddy,”
I said. I then looked at him and smiled. “You think these will go perfect with
that new little black dress?”
“Oh, I definitely do,” he said with a smile. “I cannot
wait to take you out to dinner again so I can see you wearing all of this new
stuff.”
It really was the perfect answer. I then leaned down and
kissed him again, but this time, I took his head in my hands and I gave him a
much longer, much more passionate kiss. I could feel myself wanting to do so
much more with him right then and there, but I also was so nervous about being
in that dressing room, and also, still a little nervous about taking our
relationship to that next level so soon.
When I pulled back from the kiss, I could see in his eyes
that he was definitely wanting more, too. “Thank you for being patient with
me,” I said.
We had never discussed at any point in the past three
days about doing more than kissing, but he knew instantly what I was talking
about.
“We will go at your pace,” he smiled. “I don’t want to
rush you. I am just so enjoying being with you this way. I am just happy to be
spending this time with you.”
Again, an absolutely perfect answer. I smiled at him,
standing there, thinking on all of the girls he had been with in the past and
how while I had marveled for so many years about how he managed to get all of
those girls, his charm, his patience, his attention, his words, were all
showing me exctly how all of that had happened. I had never really seen the
full extent of this side of him and I was very quickly falling for it – and
him.
“OK,” I said. “Now close your eyes again and I will get
dressed.”
“OK,” he smiled, looking up at me. I could not help but
bend down and kiss him passionately again. He closed his eyes as we started to
kiss and when I pulled away after a couple minutes, he left his eyes closed.
I then moved back to the other side of the dressing room
and repeated my expert process of removing one set of bra and panties and
putting back on the other, all while holding the breast forms. I put back on my
skirt and my little sweater top, checking a few times to ensure his eyes were
still closed and they were. Once I was dressed again, I checked myself in the
mirror, and then said to him, “OK. I am all dressed again.”
He opened his eyes and smiled at me again. “I cannot get
over how cute you look in that outfit,” he said.
I leaned my head to the side a bit and smiled at him. “I
love you,” I said.
“I love you, too,” he said. He then stood up out of the
chair and moved over towards me. He wrapped his arms around me, pulled me
close, and then kissed me again. It was another, long and passionate kiss. My
mind was awash with so many thoughts and so many desires at this point that I
was really having to control myself. I had to remind myself where we were and
that while we knew each other for years, our relationship was still barely a
few days old.
When we pulled away from the kiss, his arms still around
me, we looked at each other for a little bit, just smiling. After a little
while, I pecked him on the lips again and said, “Should we go pay for the bra
and panties now?”
“Yeah,” he said, smiling, “let’s get out of here before
someone catches us.”
He released his arms and I turned around and took the
bra, panty, and the Forever 21 bag from the hook on the backside of the
dressing room door. I then turned back to face him once more and said, “OK, “I
will go first and you wait here until I call you.”
He nodded and I kissed him once more. I then turned
around and opened the door and peeked out. No one was around still. I then
proceeded to quickly walk to the entry way to the dressing room and was
relieved when there was no one close at all. I could see the cashiers in the
distance and a couple customers up by the front of the store, but apparently,
no one had heard us or had any idea what had just happened back in the dressing
room.
“OK, daddy,” I called out to him. “Come out. No one is
around.”
I looked back and watched him skulk out of the dressing
room and quickly make his way over to me. I reached out my hand and grabbed his
and we both proceeded out of the dressing room area quickly, straight up to the
cash register area at the front of the store.
I was honestly not feeling nervous any longer, and it
really seemed like we had totally gotten away with me trying on the bra and
thong for him in the dressing room. He squeezed my hand and swayed it back and
forth a little as I placed the bra and thong up on the counter.
Naturally, the little sandy blonde girl who was working
the cash register was absolutely gorgeous and model thin. She was wearing a
very simple yet elegant black suit jacket and skirt set with a white satin
blouse, through which you could see the outline of her undoubtedly supersexy
black bra.
“These are cute,” she said. “What a lovely color.”
“They are,” I returned. “They are going with a little
black dress I just bought.”
“Nice. Can I see your dress?” she asked, smiling. “I am
totally looking for a dress to wear to an event.”
I was taken aback at that point a little. I almost had to
think about that for a second to realize that she was genuinely asking. While
my guy took out his wallet and paid with his credit card, I reached into the Forever
21 bag and pulled out my new little black dress. I held it up so she could see
it.
“Oh wow,” she said, “Yeah, this bright pink is going to
look amazing with that black dress. I love those little side cut-outs and the
stitching around them. You are going to look totally hot in that. I might go
over there after work and try that dress on if they have it in my size.”
“Awwwww, thank you,” I said. I was really enjoying all of
the lovely attention I was getting on this little shopping trip. I was expecting
more snickers and stares than anything, but everyone was being so pleasant. I
wondered if being with him helped. I figured that it did.
The pretty little cashier removed the security tags,
neatly and gently folded my new bra and thong, placed them in a cute little
white and pink Victoria’s Secret shopping bag, and then handed the bag to me.
“Here you go, girl,” she said, still smiling.
“Thank you,” I said as I took the bag from her. My guy
and I then walked hand-in-hand up to and out the door. Once we were outside, my
guy leaned over and kissed my cheek. “Thank you,” he said, “for letting me go
in there with you. You really looked so sexy and so beautiful.”
“No, thank you for the bra and thong,” I said.
“You’re very welcome,” he smiled. “This was a lot of
fun.”
“Yeah, it was,” I said as I took a step back towards the
car, pulling his hand along a bit.
He started to walk and then said, “Are you ready to go
already?”
I honestly was not because I did not want this day to
end, but at the same time, I needed to ensure that I arrived back at home
before my parents arrived so that they did not see me coming home all dolled up
in this sexy little outfit that I had just bought. “If it were up to me,” I
said, “I would never want to go back home, but I need to get back while my
parents are out. Can you imagine if my dad saw me wearing this?”
He looked at me with wide eyes and responded with, “Oh my
God, I could not even imagine. You’d give him a heart attack.”
I laughed and continued to walk, our interlaced hands
still swaying.
After a few seconds, he said, “You could always come back
to my place and change if you are worried about them seeing you dressed up.”
“No,” I said. “I do appreciate that, but I don’t ever
want you to see me like that again. From now on, this is the only way that you
will see me.”
“Oh yeah?” he asked.
“Yes. I am your girl and that is the only way I want you
to see me from now on.”
He pulled my hand up to his lips and kissed it. “If that
is what you want, I am fine with that.”
“It is definitely what I want,” I said.
After our little verbal exchange, the gravity of what I
had just said hit me. I felt like I understood exactly what I was saying and
the repercussions of what I was committing to, but at the same time, I
immediately was fine with it. I was basically telling him that for as long as
our little affair lasted, he would only see me as his girlfriend on the side,
and never as his former guy friend. It had only been a few days, but that
reality seemed so long ago – like it had been years and years ago – as if in my
mind, all of the years we had been friends and all of the memories we had made
were magically and retroactively transformed from time I spent with him as one
of his guy friends to time I had spent with him as one of his girlfriends.
We continued to walk back towards the Forever 21 so we
would be back close to the car, hand-in-hand, our arms swaying. He offered to
carry the bags, but I told him that I wanted to carry them. Other than that,
the rest of the time spent walking to the car, we were both silent. It was not
an awkward silence at all, but in fact, quite the opposite. It was a very
comfortable silence as if we simply did not need to say anything at all. I am
pretty sure we thought that each other was thinking the same, which was how quickly
this had all happened, and how much we both were enjoying this new normal for
our relationship.
Once
we reached the car, he opened the door for me and I got in. I placed the bags
on the floor and put my seat belt on as he closed the door. He then moved around
the front of the car and got in the driver’s seat. As soon as he sat down, I
reached into my little clutch purse and put on my cute little purple
heart-shaped sunglasses. I then looked and my guy, smiling.
“Are you ready?” he asked.
I was about to respond with a “Yes,” but then, what was
on my mind just started to come out instead. “I just want you to know,” I said,
“that I really, really do not want this day to end. I have had an amazing few
days with you, and I am sure that we will have many more days like this, but
still, I am a little sad that we are going back home.”
“I am too,” he said. “Sad that our little day together is
ending and that after our three days together, we are going to be apart for a
little bit, but Wednesday night, we will go to dinner and you can wear that
beautiful little black dress, and we will have an amazing night. I promise.”
I still don’t know what compelled me to say it, but I
must have figured it was a good time to clarify some things. “I know,” I said,
“that one day you are going to get married and that this will need to stop, and
I am OK with that. I just want you to know that I understand what this is.”
He paused a minute and then started the car. He backed
out of the stall and started driving. I was a little nervous that he was not
responding immediately, but then felt much better when he said, “I appreciate
you understanding that. If things were different, then, things could be
different for us. But, that day when I get married is still quite a ways off.
Might be years, so I hope we can enjoy our time together in the mean time. I
want to spend as much time with you as we can in the time that we have between
now and then.”
I reached my hand over and placed it on his, our fingers
interlacing again. “I would like that very much. And between now and then, I
will be your girl and you will be my guy. I want to spend as much time with you
as we can like this.”
“I definitely want that,” he said. “We will go to dinner
on Wednesday night and we will figure out a schedule to make sure we fit in as
much time as possible together every week.”
“That sounds good. I am dying to wear that new little
black dress with the new pink bra and panties for you.”
“I cannot wait,” he said, gripping my hand a little
tighter.
I sat and enjoyed the moment a bit, first looking over at
our interlaced hands and then up at him while he was looking ahead at the road.
I thought again about all of the times in the past I had sat in the same exact
passenger seat, driving with him, and just how much different this felt now – now
that he saw me as his girl – now that I had committed to being that perfect
little girl for him until his wedding day came. I was filled with happiness,
yet still, a little sadness at knowing that one day this would end.
But,
finally, I resolved that I was going to make the most of it and enjoy him while
I had him. I was going to freely allow myself to fall deeper for him, despite
knowing that one day I was going to completely lose him, but I was also going
to make sure that I had some amazing fun and made some amazing memories during
that time.
We
didn’t talk much at all the rest of the way back. It was just simple small talk
about the traffic, his concern about getting me home in time, and him offering
once again to take me back to his place to change instead. We talked about
where to go to dinner on Wednesday night and he said that he was going to find
another place far enough away that we did not need to worry about running into
anyone we knew. He also offered to get a hotel room for us that night as well
so we did not have to worry about driving home. I told him that I thought it
was a great idea and that I was really looking forward to it.
As
we got closer to my house, I started to worry quite a bit that somehow my
parents were going to be there already. I thought a little bit about the fact
that even if they were not there, I was going to be getting out of his car and
walking up towards the house from the street in this tiny little sweater and
skirt, all dolled up, in my heels and wig, full make-up, etc. We did not talk
to our neighbors at all outside of an occasional hello and usually no one was
outside too often, so I was hoping I would luck out and not run into anyone.
My
guy pulled his car right up in front of my house and I was completely relieved
to see that my parents were, in fact, still not home yet. I looked around the
neighborhood and also did not see any of the neighbors outside.
“Are
you OK?” he asked. “Do you want me to walk you up to the door?”
I
looked over to him and smiled. “No, that is OK. The quicker I can get inside,
probably the better. I’ll just open the door and hurry in. Thank you, though.”
“You’re
welcome,” he said. He then leaned over and I closed my eyes in anticipation as
I leaned in towards him as well. Our lips met and it was pure electricity
again. Our tongues danced and he was as forceful back with his kiss as I was in
kissing him. If nothing else, we really knew how to kiss each other.
Once we broke this kiss, we stared into each
other’s eyes again for a bit and then, finally becoming nervous about how late
it was getting, I said, “I better get inside.” He nodded and pecked my lips
once more. I then quickly picked up the Forever 21 bag, Victoria’s Secret bag,
got my overnight bag from the back seat with my other hand, and then took up my
little clutch purse. I then opened the door and was soon standing on the
sidewalk, right in front of the house, in my sexy little outfit and my purple
heart-shaped sunglasses, where all of my neighbors could see.
As I
started to close the door, he said, “Babygirl, I love you.”
I
gave him an air kiss and said, “Papi, I love you too.” I then closed the door
and hurried to the front door of my house. I wanted so bad to look around and
see if anyone had seen me, but I figured getting inside would be my best bet at
this point. As I was walking to the door, I reached into my overnight bag’s
side pocket and took out my house key. When I reached the door, I made quick
work of opening it and stepping inside. I then turned around and waved at my
guy. He waved back and then drove off.
I
stood there for a few seconds, looking out and felt a little relief that I saw
none of the neighbors out. I was pretty hopeful at that point that no one saw
me get out of the car and walk to the door, but at the same time, figured in
the back of my mind that someone had. As I was about to close the door, my
phone chimed and I took it out of my clutch purse, only to see that it was a
text from him. “Had an amazing three days with you. Looking forward to many
more. Love you!” it said.
He
had to have stopped and texted me once he was out of sight. I thought it was
the cutest thing. “I did too! I love you too! Wednesday will not come quick
enough!” I texted back.
I
then closed and locked the front door and quickly made my way back towards my
room, removing my little sunglasses, my hips and my arms swaying as I carried
my new things. Once I was inside my room, I closed and locked my bedroom door
and laid on the bed, leaving my heels on.
Chapter
Four: Our First Time
The next day, which was Monday, I got up early and went to school because I had an early class. Afterwards, I went to work, and then returned home. I literally spent every spare moment my mind was not occupied with something else that day thinking back upon the past three days that I had just experienced and what all of that meant for my life and my relationship with him moving forward.
He texted me in the morning just to say good morning and then texted me about midday to say that he hoped I was having a good day. Receiving those texts from him really made me smile and filled me with happiness. I was honesty a little surprised at how him texting me made me feel a little giddy and super feminine. I felt as if I was being checked-in on by the guy I had a big crush on. I laughed at myself a few times because I totally felt like I was acting, and feeling, like a young and very impressionable teenage girl, getting all giddy and excited when I heard from him and thinking about him constantly.
In the evening, not long after I ate dinner with my family, he called to let me know that he had found a hotel with a restaurant for Wednesday night and was really looking forward to us having another night together. Hearing his voice and hearing how happy he sounded about our next little adventure together had me wanting to see him again so badly, but I could tell when he called that he was trying to be quiet, so I figured he must have been trying to sneak in the call to me. Then, as he was finishing up telling me about the hotel, I could hear his mom and dad talking in the background so I figured he must have been trying to call me quickly while he was over at his parents' house. Obviously, his parents knew me as one of his closest guy friends and I knew they would have really struggled with understanding and accepting our relationship’s newest developments.
What I immediately noticed once I got of the phone with him was that I really wanted to talk with him more. I did want to play with him on the phone – don’t get me wrong – but not being able to talk to him right then and there really made me feel like I missed him. And missing him really stuck in my mind at the time. While my feelings were there during our first few days together, I had done a good job of suppressing them and ignoring them – that was up until that Monday, the first day I spent without him.
He texted me in the morning just to say good morning and then texted me about midday to say that he hoped I was having a good day. Receiving those texts from him really made me smile and filled me with happiness. I was honesty a little surprised at how him texting me made me feel a little giddy and super feminine. I felt as if I was being checked-in on by the guy I had a big crush on. I laughed at myself a few times because I totally felt like I was acting, and feeling, like a young and very impressionable teenage girl, getting all giddy and excited when I heard from him and thinking about him constantly.
In the evening, not long after I ate dinner with my family, he called to let me know that he had found a hotel with a restaurant for Wednesday night and was really looking forward to us having another night together. Hearing his voice and hearing how happy he sounded about our next little adventure together had me wanting to see him again so badly, but I could tell when he called that he was trying to be quiet, so I figured he must have been trying to sneak in the call to me. Then, as he was finishing up telling me about the hotel, I could hear his mom and dad talking in the background so I figured he must have been trying to call me quickly while he was over at his parents' house. Obviously, his parents knew me as one of his closest guy friends and I knew they would have really struggled with understanding and accepting our relationship’s newest developments.
What I immediately noticed once I got of the phone with him was that I really wanted to talk with him more. I did want to play with him on the phone – don’t get me wrong – but not being able to talk to him right then and there really made me feel like I missed him. And missing him really stuck in my mind at the time. While my feelings were there during our first few days together, I had done a good job of suppressing them and ignoring them – that was up until that Monday, the first day I spent without him.
On
Tuesday, I had pretty much the same day again with school and work and the
morning and midday texts from him. In the evening, however, he texted instead
of calling because I knew he was spending the night with her. I laughed because
I figured that her special little friend Joyce was probably there with them,
too.
I
didn’t have school Wednesday morning, so I went to work a little earlier, and
in turn, was home earlier. He texted me in the morning and texted me midday and
said that he planned to come and pick me up at about seven so we could head up
to West Hollywood again without hitting too much traffic. Once again, the
timing worked out perfectly because my parents always took my brother to dinner
and a movie on Wednesday night to reward him for another good week at school. I
usually went with them, but I told them that night I was going to go over to my
best friend’s house and was going to crash there so I could do some studying
and some relaxing.
At
this point, my parents were obviously not curious or suspicious because me
spending time with him like this was completely normal. None of the neighbors
had said anything to them about this mystery girl that was coming in and out of
their house all dolled up in big heels and cute and sexy outfits and being
picked up by some guy, so no one was the wiser.
Once
my parents and brother left to go to dinner and the movie, I repeated my
routine of getting ready – showering, shaving, strawberry-scented lotion,
strawberry-scented body spray, my usual makeup look with a splash of pink
eyeshadow to accent the pink lingerie that was going under my new black little
dress with the side cut-outs, red painted fingernails and toes, and this time,
big black patent leather platform heels. I decided on a big pink hairbow, and
once again, the same jewelry, including that rhinestone necklace charm with the
first letter of his first name. I also decided on going with ultra sheer black
stockings and a black satin and lace garter belt because just as I had suspected
when I tried on the little black dress for him at Forever 21, its length was
just perfect enough that you could make out the very top of the stockings and
the garter belt clasps when I walked and when I sat down or stood up. I also
noticed when I was getting all glammed up that when I raised my arms up in the
dress, it moved up enough that you could also make out about two inches of the
garter belt straps as well. I was thoroughly convinced that my guy was going to
absolutely love this little outfit.
For
later, I packed a black satiny bikini just like the purple one I had worn for
him back at his house after our first dinner date. Since we were undoubtedly
going to be using a public pool and hot tub at the hotel, I also packed a sheer
little black wrap skirt as well. Then, for after that, I packed a really cute
sheer nylon and lace babydoll dress with a matching thong. And unlike our first
dinner date, this time I also packed something to wear the next morning, which
was a cute little white flowy sundress and cute little white bikini to wear
under it. I also packed my cute little white Converse low tops to wear the next
day with the little white sundress and bikini. I also had packed a white pair
of plastic heart-shaped sunglasses and a white hair bow for that next-day
outfit as well.
I
tried to time being ready not too far ahead of the time he planned on picking
me up at my house, but somehow, I managed to be ready about thirty minutes
before he arrived. I actually just sat there in the living room in my pretty
little black dress with the side cut-outs and watched television while I waited
for him. I laughed at myself at one point because I caught myself running my
fingers over the stitching detail around the edges of the side cut-outs because
it just felt so amazing to the touch. It was such a lovely texture and such detailed
work. Sitting there, I also thought back at the time and was pretty sure that
this was the very first time I had been dressed up there at home where I was
just sitting and waiting for longer than just a few minutes, passing time, and not
worried at all about my parents coming home early and catching me dressed.
The
half hour passed quickly and soon I was up by the front door, looking out a
side window, waiting to see his car pull up. Once he pulled up, I grabbed my
little black shiny clutch purse I had populated with my phone and make-up
touch-up items, slung my overnight bag over my shoulder, and quickly stepped outside.
I had told him that this time I wanted him to just wait in the car for me and
let me run out and he begrudgingly agreed to let me do so. He said that he did
not feel right not coming up to the door, which I greatly appreciated, but, I
was just so nervous about the neighbors seeing me coming out of the house all
dolled up at this point.
I
locked the front door behind me and moved as quickly as I could in my big black
heels down the walkway and to the front passenger side car door. I had also
told him not to get out of the car to come and open my door, and he really did
not like that, either, but I insisted.
As I
slid into the car, the dome light turned on and I quickly reached up and turned
it off. He could not help but laugh at me a little bit as I did so. I set the
overnight bag down in the back seat, quickly closed the door, and then put my
clutch in the side pocket in the car door. I then leaned over and kissed him
quickly on the lips, following that with putting my seat belt on and settling
into the seat.
He
had watched me do all of this in a hurried flurry, smiling at me the entire
time. Once I had settled into the seat and looked over at him, he said, “Hi,”
in a laughing little tone.
“Hi,
daddy,” I said, smiling, and a little out of breath.
“Are
you ready for dinner?” he asked.
“I
most definitely am. And I am ready for dessert at the restaurant tonight, spending
some time in the pool and hot tub, and then dessert from room service in the
room before bed.”
He
nodded and smirked at me. “Wow!” he said. “Seems like you have the whole night
all planned out.”
“I
do indeed,” I smiled at him.
“Great!”
he said. “And, of course, that little dress just looks so amazing on you. Even
better than it did at the store.”
I
then looked down at myself and saw exactly what I figured I would be seeing as
I sat there in the passenger seat of his car. The dress had ridden up a little
bit and about two inches of the garter belt straps, the clasps, and the top of
the stockings were clearly visible. “It is the garter belt, stockings, and the
black platform heels that are making it look so sexy,” I said, giggling a bit,
still looking downward.
I
noticed out of the corner of my eye that his gaze went where mine did and he
nodded as he said, “Well, I cannot argue with that. Looks supersexy.”
I
then looked over towards him and his eyes left my lap and looked back up at me.
I bit my bottom lip for a couple seconds and then said, “Feels even supersexier
than it looks.”
He
chuckled a bit and then I leaned inward and gave him a proper kiss. It was firm
and passionate, and so exciting. I felt right then and there in that moment while
we were kissing that we were going to make love for the first time that night.
I marveled in my mind very quickly in that instant how easily and rapidly I
made that decision. I had spent nearly five whole days, from Friday night to
Wednesday night, telling myself over and over and over again that I did not want
to rush that step, that we needed to wait, but just there, in that instant, in
that moment, first in looking at him admiring me so much, and then, with that
firm and passionate kiss, I was ready for all of that to happen that very night.
Just
as quickly, I contemplated in my head every time that I had made love for the
first time with every girl I had been with, and I thought on how what I was
feeling in that instant had to have been what she was feeling in that exact
instant when she decided that we were going to make love. I also immediately
thought that I wished every guy out there could have felt what I was feeling in
that moment so they knew the other side of that experience, just like I had
felt and experienced for the first time in that instant.
It
felt so powerful, yet at the same time, so loving and endearing to realize that
I was truly the one that was making the decision of when he and I were going to
be intimate like that for the first time. I truly was relishing in the moment
and the experience.
When
I pulled away from the kiss, he breathed out and shook his head a little bit. “Wow,”
he said. “That was a kiss!”
I
giggled a bit and then said, “Yeah it was! Later on I will tell you what I was
thinking about just then while we were kissing.”
“Oh
yeah?” he asked. “You are going to give me some great new insight into the
female mind?”
“Oh
my God,” I laughed. “That is exactly
what I am going to do.”
He
laughed a bit with me and without saying anything else, he started to drive
away. As was customary now, I reached over and put my left hand on top of his
free right hand and our fingers interlaced. In that first few moments of
driving, I thought on how now that the first date was out of the way, and our
first little shopping trip had further solidified this new type of relationship
for us, what I felt in that moment was very relaxed and comfortable. It was a
new kind of comfort that I had never felt before. In all of my previous
relationships, I had been the guy – I had been the one who needed to worry
about keeping the girl. Suddenly, now, I was the girl that he needed to work to
keep. My mind was still working on fully processing the concept as I sat there,
watching him watch the road in the dim light of the passing streetlights, but I
did know overwhelmingly that I was greatly loving this new feeling – loving
being on the other side of a romantic relationship like this.
Finally
after thinking on all of this for more than a few minutes, I asked, “So, what
did you tell her?”
He
immediately and effortlessly responded by saying, “I told her that me and you
were going up to L.A. to a concert, and that we were going to crash up there so
we didn’t have to drive home, and that tomorrow during the day, we were going
to take our time getting home. She is busy with school tonight and all day
tomorrow, so she didn’t seem to care too much about me being gone.”
“Ah,
OK,” I said. “That makes perfect sense. Sounds like something we would do. What
concert?”
“I
will look one up tomorrow that makes sense and let you know which one we went
to.”
I
laughed a bit and said, “OK, Mr. Incognito. Sounds good.” I thought for a
moment in that instant about me thinking the night before that him not calling
me was because he was with the girlfriend, and then, I laughed a bit to myself
as I thought about how I was thinking that Joyce had to have been with them,
too.
I
could not help it because I was so curious. “Were you with her last night?” I
asked. “Is that why you didn’t call, but texted instead?”
He
looked over at me and I could tell he was a little surprised at the question,
most likely because he was probably thinking that I already knew the answer.
“She was over last night and she spent the night.”
I
nodded and then asked, “Was Joyce there?”
He
nodded and looked back towards the road. “Mmmhum,” he said.
“Did
Joyce spend the night, too?” I asked.
“She
did,” he said.
“In
your guest bedroom?” I asked.
“Yep,”
he said.
“Ah,
OK,” I said. “I was just curious.” I then paused a second. “OK, no more
questions like that for the rest of the night. I promise. Separation of church
and state.”
“No,
it is perfectly all right,” he said. “You ask whatever you want whenever you
want and I will always be honest with you. I promise you that.”
“Thank
you,” I said, smiling. I then leaned over and kissed him on the cheek, and
then, sat back down in my seat. It was definitely an interesting and somewhat
precarious situation that he and I had created for ourselves, but I did
appreciate very much his pledge to be honest.
The
drive up did not take too long. It was a little over an hour. There was still a
little traffic, but it wasn’t too bad. As usual, we filled the time with small
talk about work, school, and family. I was careful to avoid talking more about
the girlfriend and her special friend Joyce, as was he. Like I said, the
conversation was not much different from how it was before I was a girl to him,
but the tone and subtle nuances about it were definitely different. He seemed
to be much more caring and empathetic with the things I told him. He was also
careful not to offer advice, but to just listen, which was very different from
before when I was his guy friend. I could definitely tell that he was very well
practiced in hearing a girl out and not trying to fix it, but just listening to
her instead.
I
had never been to the hotel that he chose, but I did look it up, and it was one
of the nicest hotels in West Hollywood. The rooms looked so beautiful and newly
renovated. The pool and hot tub area were very gorgeous and there was an
amazing restaurant, too. I had a feeling he had chosen that place because we
could just spend the entire night there in one location without having to drive
anywhere else.
When
we pulled up to the front of the hotel, he stopped at the valet stand. There
were two valets and one came to each side of the car. I reached back and
grabbed my overnight bag, then grabbed my clutch purse out of the door panel,
and started to get out of the car. The valet was a younger guy, about my age.
He reached out his hand to help me out of the car, and honestly, it surprised
me a little bit. I wasn’t really thinking and this was the first time I had
ever gotten out of a car at a valet stand as Monica. I took his hand with a
smile and he held on to my hand until I was standing up outside the car and
steady on my high heels. I did notice that he caught a glimpse of my garter
belt straps and stocking tops and that the view gave him a little bit of a
smile.
When
he released my hand, he said, very cordially, “Welcome, miss. Enjoy your stay.”
I
looked at him and smiled. “Thank you so much,” I said. I had to have been
beaming from ear to ear at that little exchange. I mean, obviously, I was trans
– there was no mistaking it – and it was just so lovely to be treated as a lady
like that.
My
guy was out of the car by the time I looked for him. I stood there beside the
car and waited as he went back to his trunk and pulled out his little rolling overnight
suitcase. He wheeled it over to me with a smile and immediately took my
overnight bag off my shoulder and placed it atop his suitcase.
“Thank
you, daddy,” I giggled at him.
“You’re
welcome, babygirl” he said.
He
then motioned for me to go inside ahead of him and I first reached back and took
his free hand in mine so that he could walk behind me while he wheeled the
suitcase and my overnight bag behind him.
As I
stepped inside the lobby through the large sliding glass doors, I immediately
noticed the sound and the smell of running water. It was absolutely beautiful
in there with some wall-mounted water features and a big old-style fountain in
the middle of the lobby. Everything was white and blue glass as far as the eye
could see. There was a shiny white tile floor and plush blue furniture.
Everywhere you looked, it reminded you of water.
The
hotel was very noticeably empty and quiet, which I was honestly relieved to see.
I was not a big fan of crowds, and especially that night while on my first trip
to a hotel as Monica, I was really hoping for less people.
There
was an absolutely beautiful brunette Hispanic girl standing at the counter who
welcomed us and checked us in. I stood there, quietly, preening and looking
around as my guy spoke to her about the details of our stay and gave her his
card for the deposit. What I noticed the most as I was standing there was how
lovely it all was to be away from home – to be away from anyone that might have
known us – know about him and her – and know about me not living full-time as a
girl, but instead, just know us a couple spending time together.
Once
he had the room keys, he motioned for me to lead the way to the elevator and I
did so, once again holding his hand behind me. It was then, walking to
elevator, that I noticed how loudly my big black platform heels were clicking on the
beautiful white shiny tile floor. One of the bellhops turned to look at me –
undoubtedly hearing my loud clicking – and just smiled and then looked away
again. There was an older male and female couple sitting alone in the lobby on
one of the big blue plush couches and they most definitely watched pretty
intently as my guy and I made our way over to the elevator. I figured their
stares and whispering was going to come with the territory as an unavoidable
part of this new life I was beginning to create with him.
I
think he noticed the couple as well because he held my hand a little tighter
and shook it a little, letting me know that he was there and that everything
was OK.
When
we reached the elevator, I pushed the button and took a step back to wait,
standing right along side him. He moved in a little closer and leaned against
me a little bit. “It’s the top floor,” he said.
“Oh
yeah?” I asked, looking over at him with a smirk. “Spending big tonight?”
“Just
for you,” he said. “There is a big walk-in shower and a balcony with a view of
the city.”
“Oh
yeah?” I asked. “Interesting. I believe you know those to be two places in a
hotel room that I have mentioned to you in the past – the shower and the
balcony.”
He
laughed a bit and then brought my hand up to his lips to kiss it. “Oh, I had
totally forgotten about that,” he said, very sarcastically.
“I
am sure you had,” I said just as sarcastically.
The
elevator doors then opened and we stepped inside. He pushed the button for the
top floor and we stood there, facing the doors, holding hands as they closed.
“Want
to just set the bags in the room and then come back down for dinner?” he asked.
“That
sounds good,” I said. “I am pretty hungry.”
“Me
too,” he said. “It looks like a great little restaurant.”
“Hopefully
they have some good desserts,” I said.
He
laughed a bit just as the elevator stopped and the doors opened again. Standing
there, waiting for the elevator was a very nice-looking older gay couple,
holding hands. We all exchanged the little eye contact glances that most people
do in that situation as the two men took a little step backwards, their hands
still together, allowing us more room to get out of the elevator.
“Good
evening,” the taller of the two men said to us with a smile.
“Good
evening,” my guy and I said back in unison.
We
then proceeded to get off the elevator and stepped passed the two men, who then,
in turn, got on the elevator, still holding hands. We heard the elevator doors
close as my guy and I walked, also still hand-in hand, down the long corridor.
“It’s
1220,” he said as we walked. “Should be on the end because it’s a corner room.”
“Nice,”
I said as I looked at the room numbers next to the doors we were passing.
Once
we arrived at our room, he opened the door and reached in and turned on the light.
It was an absolutely gorgeous room with a very modern look and feel, decorated
in a lot of whites and grays. There was a very big bathroom right inside the
door to the right and I looked in to see the big walk-in shower, which was definitely big enough for two people. The little entry way opened up into a
larger room with one big king-sized bed, bedside tables, a larger dresser with
drawers that had a TV on it, and a little sitting area in the same room with a
small table and two very plush gray chairs. Just beyond the little sitting area
was the glass sliding door to the balcony.
He
wheeled his little suitcase over next to the bed and then moved my overnight
bag on to the bed. I made my way over to the glass sliding door and looked out
at the balcony. It was definitely a large balcony and had a nice little table
with two chairs and had an amazing view of the city, all lit up in the distance.
After
my guy had given me a little while to gaze out from the balcony door, he walked
over and reached out his hand. “You ready?” he asked.
I
took his hand and smiled. “I am,” I said.
We
then started to walk towards the door and I said as we were walking back
through the room, “Thank you for finding such a lovely place and getting us
this amazing room.”
As
we reached the door, he opened it and let me exit the room first, of course,
while still holding my hand. Once we were outside and he had closed the door
behind us, he said, “You are so welcome, babygirl. I am so happy that we are
going to have the chance to spend the night together again tonight.”
We
walked silently back to the elevator, him leading this time, holding my hand
behind him. In that few moments of silence while we were walking towards the
elevator, I thought once again on my earlier decision I had made about us
making love that night and I wondered if he had any idea that I had reached
that decision. I remembered how I sometimes thought I could tell a girl I was
dating was ready, but had ended up being quite wrong. I also remembered that a
few times, I had the feeling that night was the night, and I ended up actually being
correct. I smirked to myself as I figured that at some point, I would most
likely be able to tell if he had any inkling that I had reached that decision.
When
we reached the elevator, he pushed the down button and we were a bit surprised
that the door immediately opened. There was no one inside so we must have just
lucked out somehow. We quickly moved inside the elevator and he pushed the
button for the lobby, which is where the restaurant was, and we both watched
the doors close again.
“Can
I ask you one more thing?” I asked as the elevator car started to move
downward.
“Sure,”
he said, looking over at me.
“Earlier
in the car, I said that I would tell you later what I was thinking when I was
kissing you. Do you have any idea what I was thinking?”
He
shook his head. “Honestly, I don’t.” He then paused a second. “I mean,” he
continued, “at the time I didn’t think it was that big of a deal, but you
asking me about it right now makes me think that it might be. That kind of has
me wondering now.”
I
giggled a bit and said, “Well, I was just curious. I will tell you, though,
don’t worry.”
The
elevators doors then opened once more, down at the lobby, and we got out, still
holding hands. He turned and started to lead the way to the restaurant. I
walked beside him, enjoying listening to my heels clicking on that shiny white
tile floor. As we walked, I looked down and noticed that the floor was so
reflective that it seemed like I could almost make out the view of my little
dress. I could definitely make out just a hint of the bright pink from my
panties reflecting back down on the floor. I thought it was supercute and made
me feel even sexier.
I
could feel the exposure of my skin through those little side cut-outs and could
see them down there as I looked and it was just so alluring and sexy. With the
hint of the garter belt clasps and stocking tops also showing, I was in fashion
heaven. That little black dress and the rest of my outfit just felt amazing.
And when, as we reached the restaurant, just about everyone within eye sight of
the entrance looked up at us, I could not help but preen a little and enjoy the
attention.
I
was expecting us to be greeted by an amazingly hot little hostess, which was
usually the case at a restaurant like this, but it was a young guy in a very
nice suit.
“Two
for dinner?” he asked my guy.
“Yes,
please,” my guy said. “By a window so we can look out if possible.”
“Sure
thing,” the handsome host said. “We just had a table open that I think you will
like in Ashley’s section.”
“Thank
you,” my guy said as the host grabbed two menus and started to walk back towards
the tables. My guy motioned for me to follow the host and I did so, holding his
hand behind me, and once again, I was sure to shake my little money maker for
him while we walked towards the table. After a few steps, I noticed the gay
couple from the elevator earlier sitting at a table we were about to pass. They
both looked up and we shared a smile. It was so heartwarming to see them
together at the table, holding hands on top of the table just like me and my
guy had done during our first date.
When
he reached the table, the host pulled the chair out for me and I smiled at him.
It was a small little two-person table right along the bank of windows that
gave us a view of the street and nightscape outside as cars drove by and people
walked on the sidewalk. It was a lighter crowd than probably on the weekend,
but there was still a good amount of traffic and people out there.
Once
I was seated, the host pushed my chair in and I just loved the feeling of
experiencing such a feminine thing as a guy seating me like that. He handed me
the menu and said, “Here you are, miss,” as my guy sat in the chair opposite
me. I was melting at being called miss. The host then handed my guy his menu
and said, “Here you are, sir. Ashley will be right with you.” And with that, he
quickly walked back up towards the front of the restaurant.
“I’ve
never had someone seat me like that before,” I said to my guy, smiling, as I
set my clutch purse down on the table, by the window. “That was all so pomp and
circumstance. I really loved it.”
He
chuckled a bit and said, “Well, you should probably start getting used to that
if we are going to be spending time together a few nights a week. Of course,
most restaurants have cute little hostesses, but there will be more than a few
with a host like that and I am sure you will be fussed over like that a lot.”
“Oh,
I like the sound of that,” I smirked. “Being fussed over.”
My
guy chuckled and said, “Well, you do deserve to be fussed over, right?”
“I
do indeed,” I smiled.
I
looked over my right shoulder and out the window to take in the view of the
semi-busy street as I reached up and put my right hand up on the table. I could
see my guy looking right at me as I did so and he then put his left hand up on
the table and we interlaced our fingers.
I
then turned back to face him and said, “So, what is this you just said about a
few nights a week?”
He
was about to answer when a female voice broke into our conversation from behind
me. “Hi, folks,” the lovely little feminine voice said, “I am Ashley and I will
be taking care of you tonight.” As soon as the sentence ended, I felt her
swoosh by me and there standing before the both of us at the side of our table
was am amazingly beautiful skinny little blonde girl with big, permed curly
hair, ice blue eyes, fair skin, gorgeous natural-looking makeup, an amazing
little body that you could clearly make out despite the very drab white
button-down shirt and black slacks she was wearing.
As I
looked up at her, the girl was looking over at my guy, smiling, and then she
turned and looked over at me. I could see in her face that little notion of
initial surprise as she realized the girl she had seen from behind was actually
me, and that I was trans. Everyone’s look of surprise when they realized you
were a trans girl was the same initially in that first few seconds, and then,
their face either morphed into a lovely and supportive smile, or a subtle kind
of snicker, which sometimes was even a snickering smile.
I
was so pleased to see Ashley’s pretty little face morph from that initial
surprised look into an amazing little smile. She even surprised me a bit by
saying hi to me a second time in an even way friendlier tone than her initial
table greeting.
I
instinctively said, “Hi,” back to her, returning her smile.
“That’s
a lovely dress,” Ashley said, continuing to smile. “Very cute.”
I
was beaming from ear to ear at this point and I could also feel myself getting
a little flushed. “Oh my,” I said, “Thank you so much! It’s brand new,” I
continued, “first time wearing it. Forever 21.”
Ashley
maintained her smile and said, “Well, it looks great on you. I will have to
look for it. That is one of my stores.”
“The
valley outlet mall,” I said matter-of-factly.
“Oh,
I go there, too,” Ashley said, settling back on her back foot a bit and
bringing her little notepad up to her chest with folded arms. She paused a
second as if it seemed like she wanted to continue with the small talk, but
then caught herself. “Can I get you two something to drink or answer any
questions about the menu?”
“I
will just have water for now,” I said.
“Sure,”
Ashley smiled. She then looked away from me towards my guy. “And for you?” she
asked.
“The
darkest draft beer you have,” my guy said, smiling.
Ashley
then looked back over at me and said, “I’ll get those drinks and I’ll be right
back to take your order.” She then smiled and swooshed away just as quickly as
she had arrived.
As
soon as Ashley was out of earshot, my guy said to me, “I think she likes you.”
“Right?!”
I said, smirking at him. “Maybe she is just really friendly.”
“I
don’t know,” he said. “She was fussing over you pretty good.”
I
laughed at him returning to talking about me being fussed over. I then
remembered where we left off before Ashley came over to the table and I said, “So,
go back again to this few nights a week thing you were saying.”
He
smiled and continued, “Oh, what I was saying is that I really think even with
your school and work schedule and my school and work schedule, and still
spending my needed time with the girlfriend –”
“And
Joyce,” I cut in with a devilish little smirk.
He
rolled his eyes a little bit at me. “And Joyce,” he said all sarcastically. “I
still think we could manage spending time together three nights a week.”
“Oh
yeah?” I asked with a genuine smile and genuine interest. I loved so much that he had put some effort into thinking about how he and I could manage to spend
some time together despite both of our busy schedules, and on top of that, him
already having a girlfriend.
“We
could do a late dinner on Wednesday night if I meet you after my evening
class,” he said, smiling. “We could also do a late dinner Friday night after my
evening class. And, Saturday night, we could do an earlier evening dinner and
you could spend the night, and then I could drop you back home on Sunday
morning.”
“Wow,”
I said, smiling back at him, “You got that all figured out, huh?”
“I
do,” he said with a smirky little smile.
Just
as he was about to continue, I could see out of the corner of my eye that
Ashley was starting to head back to our table with our drinks.
“Do
you know what you want to eat?” I asked him.
“A
filet,” he said, nodding.
I
immediately figured that I would end up getting at least a bite or two of his
steak because when he ordered something good, he always gave the other person
at the table a bite or two so they could taste it. So, I decided that I would
get a chicken dish. I quickly opened the menu and glanced at it, spying
an herb-roasted chicken.
“What
are you having?” he asked.
“Two
bites of your filet,” I said, looking up at him with a smile, “and the herb-roasted
chicken.”
He
laughed a bit. “You know me too well,” he said.
“I
know, right?” I asked, smirking back at him.
At
this point, Ashley reached the table and said, “Here is your Guinness on tap,”
as she set the pint down on my guy’s side of the table, “and here is your
water,” she said as she set the glass of water down on my side of the table.
Ashley
then looked at me and smiled. “Ladies first...” she said in a cute little tone.
“I
will have the herb-roasted chicken with rice and potatoes,” I said. “Also, I
want the lobster bisque soup.”
“Sounds
great,” Ashley said. She gave me another cute little smile and then turned to
my guy. “And for the gentleman?” she asked.
“I’ll
do the large filet with a baked potato with just butter and the veggies,” he
said. “And I will start with the house salad.”
“Great,”
Ashley said. She then looked back towards me. “Do you want anything else to drink,
or is the water OK?”
“The
water is good,” I smiled back, “but, I wanted to ask you what is the best
dessert you have for a chocolate lover?”
Ashley
continued to give me the cutest little smile the entire time I was talking. “We
have an amazing chocolate souffle,” she said.
“Oh,
that is what I want for sure, then,” I smiled back at her.
“I
will put that in when I put in your food order so it is ready right when you
are done with your meal,” Ashley said, still giving me that amazing little
smile. “You are going to love that souffle. I am a big chocolate girl myself.”
“Very
nice,” I said back to her. “I cannot wait.”
Ashley
and I shared a little laugh and she then said, “I’ll go put everything in, and
be back with the soup and salad.”
“Thank
you so much,” I said back to Ashley. Ashley picked up the menus off the table
and then paused there for just a split second, just smiling at me, and then,
once again with a swoosh, she was gone.
Once
Ashley was out of earshot again, my guy said, “She is totally flirting with
you. She must like girls like you.”
I
chuckled. “Oh yeah? Girls like me, huh?”
My
guy returned the little chuckle. “You know what I mean,” he said.
I
laughed. “I do,” I said, “and I am just teasing you.”
We
both just sat there smiling for a few seconds and I readjusted my hand in his a
little bit. I then asked, “OK, so why those nights?”
He
took a second and then said, “Wednesday and Friday, her and Joyce have late
evening classes and then they go back to the girlfriend’s place to study
afterward. Saturday night they go out somewhere with their friends and then the
girlfriend usually spends the night at Joyce’s. They sleep in on Sunday and go
to breakfast and then I meet up with them for lunch. It is a pretty set routine
so I think we will always be OK on those nights and on Sunday morning.”
“Ah,
OK,” I said, giving him a cute little smile and shaking his hand a little bit.
“I am really thinking that will all work out then. And what about phone time?”
I asked, almost being sarcastic, but at the same time, figuring that he had
worked that out in his plan as well.
“I’ll
text you in the morning and again in the middle of the day. On Sunday and
Monday night, I will call you, on Tuesday, I will text you, and then, on
Thursday, I will call you if I can, but if not, I will text you.”
I
breathed out an exaggerated sigh and said, “Looks like I will need to make a
spreadsheet.”
“Oh,
very funny,” he said.
I
laughed and retorted with, “Well, it is a pretty complex little schedule.” I
paused a moment and then said, “But, I do appreciate you thinking about all of
that and making sure that we can still spend time together.”
I
could tell by the look on his face at that point that he did appreciate me
saying so. “I just want to make sure that we get as much time together as
possible,” he said, “and that we can manage to keep this all as quiet as we
need, and should.”
I
nodded, appreciating the reality of what he had just said. I thought on it a
minute and while it did make me a bit sad that this was all going to have to
remain just between me and him, I was still very happy to be having this time
with him despite it all. I could tell by the look on his face that he knew
pretty well what I was thinking in that moment.
“It
can be our regular schedule,” he continued, “but if we ever need to move things
around for family things or friend things, we can surely do so.”
I
nodded in agreement. “That sounds good,” I said. “I am sure things will come
up, but I am perfectly happy with getting that much of your time.” I then
thought of something that I first thought of a few days earlier when I was at
work and decided to bring it up to him.
I
reached up with my left hand and moved his left hand and my right hand more to
the center of the table. He smiled as I did so and then brought his other hand
up on to the table as well so that all four of our hands were there in a little
mass on top of the middle of the table.
“I
gave this some thought,” I said, looking right at him, “and I have decided that
just like how I said that from now until your wedding, I only want you to see
me like this – dressed like this – being your girl – I want that to also
include the time we spend with our guy friends.”
He
had a little look of concern on his face and I could tell immediately that I
had not said what I was thinking in the correct manner.
“What
I mean,” I continued, “is that when you go out with the guys, I am not going to
go. I don’t want you to see me like that, like I said earlier, and I also don’t
want to have to act differently around you. I just don’t think I could go back
to that, nor could I go back and forth between being your guy friend and being
your girl.” I paused a second and I could see by the change in his expression
that he was better understanding now what I initially meant to say on the
subject. “I hope that makes sense.”
“It
does,” he said, gripping my hands a little tighter. “I will honestly miss
hanging out with you like that, but I totally understand what you mean.”
“I
will miss it, too,” I said, “but I feel like I really need to choose one or the
other, and this right here –” I shook his hands in mine “– this is my choice.”
He
took a second and I could tell he was thinking on how to respond. “This would
be my choice, too,” he said
“Plus,”
I said, as it popped into my head, “the nights you are out with the guys, I can
spend at home with my family, or studying, or something else. I am sure I will
keep busy.”
He
nodded, and then, I could tell something popped into his head that he wanted to
bring up. “Have you said anything to your family or anyone at all about us?”
I
knew him and I knew that wasn’t necessarily a question about him being worried
about me telling someone I shouldn’t, but more so stemming from his curiosity
about what my family knew about me being Monica.
“No,”
I said, “I have not mentioned any of this to anyone. As far as everyone I talk
to knows, you and I are still just guy friends hanging out.”
“Do
you think you’ll ever tell them about you dressing or anything like that at
all? I mean, us seeing each other three nights a week and you only letting me
see you dressed like a girl might be a bit of a challenge for you. Seems like
it all might be easier if you just leveled with them about it all.”
Just
as I was about to answer, I could once again see Ashley coming towards us with
our salad and soup. I shook his hands in mine one more time and looked towards
Ashley. We instinctively released our hands so Ashley could put the salad and
soup down on the table, which she did as she said while looking at me and
smiling, “Here is the soup and the salad. Your entrees are in the works, so
please, let me know if you need anything, OK?”
“Thank
you,” my guy and I said. Ashley gave me that same cute little smile with a
pause there, looking at me, and then, once again, swooshed away.
I
reached over and moved the soup bowl a little closer as my guy took up his fork
and started to mix his salad a little bit to stir in the dressing.
“Yeah,
I know what you mean about that being a challenge,” I said, “but I just think
keeping it a secret will be much easier for me right now than trying to tell
them about it all. I figure that on the nights when they are gone and we are
spending time together, you come get me and I will run out of the house already
all dolled up like I did tonight, and on the nights when they are home and we
are meeting, I will stop off somewhere safe and either change in the car, or a
bathroom, or somewhere.”
“I really
hate to have you doing something like that,” he said. “You could just come over
and get ready at my place and I could just make sure I don’t see you. I promise
I won’t peek.”
I
titled my head a bit and clucked my tongue a little. “Awwwwww,” I said, “that
is very sweet. I will think on that. That might be much easier, and safer, than
what I was thinking.” I genuinely thought on it a moment. “I am sure we can
play it by ear on the days my family is home and we can figure it all out. As
long as they never get wind of it, I am sure it will be OK.”
“So,”
my guy said as he took the first bite of his salad and I started to take in my
first spoonful of my soup, “are you really fearful of their reaction to
finding out about you living part-time as female? You said when we were driving
home from shopping that your dad would have a heart attack if he ever saw you
dressed like that. Do you think you will ever feel comfortable enough to tell
your family?”
I
took in a few more spoonfuls of the soup as I thought on that. “You know, I
don’t really know,” I said. “My immediate family, I don’t know how they would
take it. I mean, my mom and my brother, I know would love me no matter what. My
grandparents, too, probably, although I know my grandfather might struggle with
it. My biggest problem, of course, though, would be my dad. He already was
pretty weirded out when I mentioned I was going to dress as your ex-girlfriend
for your birthday party, but he didn’t actually see me dressed that night – at
least I think he didn’t. I really feel like he would have said something to me
if he did.”
“I
don’t know,” my guy said, smiling. “Do you think if you dressed conservative
and not very sexy when you told him it would make a difference?”
I
laughed a bit at the question. “I mean, yeah, I guess it would help, but it is
still going to be a big deal. Of course, I’d try not to let him see me all sexied
up, but still, I think, even all down-played and covered up, he’d have a hard
time with it. I know there are people on both his side of the family and my
mom’s side that would never speak to me again.” I paused a moment and took a
few more spoonfuls of the soup. “I guess on the plus side, there would be some
family things that I wouldn’t get invited to again.”
He
nodded and continued to eat his salad. After a few bites, he said, “I guess you
would really have to think it out and see if it is something you would want to
do.”
“Yeah,
it would impact school and work, too,” I said. And then, it dawned on me –
something that my dad always did when I was growing up – call someone a fag
when he wanted to insult them. “Oh my God,” I laughed, “I just remembered that
my dad’s biggest insult when I was growing up was to call someone a fag.” As
soon as the word left my mouth, my eyes got really wide and I looked around the
restaurant to ensure no one had heard me say that. It looked like I was in the
clear. The last thing I wanted was to offend someone, but, that is definitely
the word that my dad used to insult people as far back as I could remember.
Fortunately, it really seemed that he stopped using it a few years back.
My
guy looked around the room just like I did the second I said it and then once
he also realized that no one had heard me say it, or at least reacted to it, he
looked right at me with wide eyes and smirked, “Better be careful or they will
kick us outta here.”
“I
know, right?!” I smirked back at him. I then breathed out and took in another
spoonful of my soup. “But seriously, though,” I said, “I honestly do not know
how anyone in my family would react to me dressing, let alone starting to live either
part-time or full-time as a girl, and then, on top of it, dating you. I mean, I
am still attracted to girls, though, so maybe I just become a lesbian.”
My
guy continued to eat as I talked and he stopped to chuckle a little at me
saying that about becoming a lesbian.
“I
mean,” I continued, “what is better? Me being a girl dating a guy, or me being
a girl but dating a girl? Which would play better at Christmas dinner? Me being
a straight trans girl with a guy, or a lesbian trans girl with a girlfriend?”
Just
as I finished asking that question, I realized that I had finished my soup and
he had finished his salad at the same exact time. In unison, we pushed the
dishes away from us slightly.
“Well,”
he said, reaching over and taking my hand back into his again, “I think it is a
damned if you do and damned if you don’t scenario. Some people will be OK with
either way, and some won’t, so you really just have to do what you feel is
best. Decide what you want and then see how people react. Those that want to be
in your life can be, and those who don’t, you probably did not really need them
anyway.”
“Yeah,”
I said, “I see what you mean. I really need to just decide what is best for me.
But, at the same time, right now, with school and work, it is just so much
easier to keep doing those things as male and only do the girl thing for now
when I am going out with you.”
He
smirked a little and nodded. At that point, Ashley reappeared and took away our
dishes. She smiled at us both, but said directly to me, “Your entrees should be
out shortly. And that souffle is in the oven.”
“Thank
you so much,” I said, returning her smile. Without realizing it, I turned a
little and watched her walk away.
“Enjoying
the view?” my guy asked.
His
question pulled my glance away from Ashley and right to him. “Stop it,” I said,
smirking and smiling. “Yes, I am,” I then said, “but you just nevermind.”
We
shared a little laugh and I figured that since we were talking about other
people reacting to learning about this side of me that he had discovered less
than a week before, I would ask what he thought about his family finding out
about me being Monica and me no longer being just his friend. I knew his family
pretty well and I felt that I already pretty much knew how they would react,
but I did still want to hear it from him directly.
“So,”
I said, “speaking about what people would think, what about your family? What
would they think about you being up here with me all dolled up, out on a date
with you?”
“Easy,”
he said. “My dad would be worried about what other people would think, so he
would discourage it. My mom would be OK with it, as long as we adopted
grandchildren. And, my sister would still love you either way. I actually think
she believes you would be a better match than you know who for me anyway.”
I
nodded, accepting and agreeing with his answers. I felt they were definitely
spot on and very in line with what I was expecting to hear, especially that
part about his sister liking me better for him than his actual girlfriend he
was planning on marrying some day.
“And
what about our friends?” I asked. “Our guy friends?”
He
smiled and shook his head a little bit. “Honestly,” he started to explain,
“based on how they were talking about you the night of the birthday party, I
think if they knew we were out on a date like this, they’d all be super jealous
of me. You really had them all thinking and questioning a lot of things with
you wearing that cheerleading uniform.”
I
laughed a bit, also agreeing with that assessment after I had experienced them
flirting with me so intently the night of the birthday party. “Everyone loves a
cheerleader,” I said, smirking.
He
nodded. “Of course they do, but that little number you put together was way
hotter than just any old cheerleader look. You really know what you are doing
when you put an outfit together.”
I
laughed and squeezed his hand a bit. “As a fashion girl,” I said, “you have no
idea how much it makes me smile to hear that.”
“It
is very well-deserved,” he smiled back. “The cheer uniform, the skirt and
sweater when we were shopping, and this little dress right here, they are all
amazing. Oh, and that little purple bikini and that purple dress you slept in,
those were all wonderful.”
I
was starting to blush a bit and looked away from him, smiling while I was
looking down at the table. He then managed to say, right as Ashley was
swooshing in with our entrees, “I honestly cannot wait to see what else you
brought to wear.”
Ashley
pretended not to hear what he said, but I could tell by the little smile she
was suppressing that she had totally heard him. “Your chicken,” she said as she
placed the plate before me, and then, “Your filet,” as she placed his plate
before him. She stood there and smiled for a second, once again looking right
at me. “Can I get you anything else?”
I
looked around the table a bit and looked up at my guy who shook his head no. I
then said, “No, I think we are good. Thank you so much.”
“You’re
welcome,” she said as she started to turn away. “Enjoy, and let me know if you
need anything.”
“Thank
you,” I called after Ashley as she walked away.
“You
know,” my guy said in almost a whisper, “I think I should sneak off to the
bathroom at some point here so we can see if she comes over and hits on you
while I am gone.”
I
chuckled a bit as I took my first bite of the chicken. “Oh my God,” I breathed
out. “That is sooooo good.” I then took another bite and then finally looked up
at him as he was sitting there, waiting for my answer instead of starting to
eat as well. I mimicked his whisper, “I think she totally would. Maybe she
heard me talking about being a lesbian,” I smirked.
We
then looked at each other and laughed a bit. “I don’t know,” I then said,
“maybe she has the hots for you so she is purposely ignoring you.”
My
guy laughed and finally started to dig into his steak. After a few bites, he
said, “No, I am totally getting a vibe that she either is into you, or there is
something about you. I am sure she sees trans girls all the time up here, so it
has to be you specifically.”
I
nodded as I chewed another bite of the chicken. “Maybe,” I said, giving in.
“Who knows? Maybe she is looking for a threesome?”
He
looked up from his meal and gave me a special little smirk. His smirk was
stemming from the fact that back when we were guy friends, which was actually only
less than a week ago, yet still seemed like a lifetime ago, he and I pretty much
shared stories about nearly all of our sexual experiences at some point, which
is something that guys just tend to do, especially after a few drinks.
When
you see two guys together at a restaurant or a bar, sitting there chatting, and
if they are actual friends, they have already updated each other on any recent
sexual conquests, and they have also already talked to each other about at
least one hot girl in the place.
With
me and my guy, one of the little sore spots that I teased him about every once
in a while was the fact that I had experienced a threesome with two girls three
times already at that point, and he had not experienced any. While he was much
more the alpha, much more attractive and assertive when it came to the ladies,
it was one eggshell that he had yet to crack. And believe me, when we got to
discussing things, it was definitely a point of envy with him that he was
adamant about wanting to rectify as quickly as possible.
“What?!”
I laughed. “Just saying. Maybe she is into that. Maybe she is into couples.
Maybe she is up for a trans girl and guy combo.”
He
shook his head, smiling. “You really are too much, you know that?”
I
laughed and could not help but say, “Oh, so when I was your guy friend, I was
the man, but now that I am talking about threesomes as your girlfriend on the
side, I am too much?”
He
laughed at the question. Kind of loudly. He caught himself and toned it down
mid-laugh, but he definitely had me laughing along with him. “No,” he said,
shaking his head, “it is not that at all.” He paused a minute for another bite
and then continued. “I am just wondering if you are still up for such a thing.
I mean, a threesome with two girls is one thing, but with a guy and a girl, is
that a different choice?”
I
nodded. I chuckled to myself a bit about that in my own head. While I had
already decided earlier that I was planning on us making love later that night,
he was still unaware of that little piece of information, so it seemed he was
questioning whether or not I would be up for sex with a guy, or more
specifically, with him, even if there was a girl there with us.
“Oh,”
I said, smirking back at him. “you are wondering still after I have been on two
dates with you, went shopping with you, made out with you in a bikini in your
hot tub, and even let you see me in a bra and thong in a dressing room at
Victoria’s Secret, if I am actually going to be up for being with you in that
way?” I was sure to really emphasize the sarcasm there at the end of the
question.
He
started to get a little flushed at that point, which I thought was so cute.
“No,” he interjected very quickly, “I was not asking about me specifically.” He
paused a second while he considered his next words carefully. “I was just
asking if you’d do a guy/girl threesome since your three threesomes were
girl/girl.”
I
took a little time to just sit there and smirk at him. I loved so much that he
was flustered and nervous about the subject. It showed that he genuinely cared,
but also, that he was definitely curious about how far this little thing with
me and him was going to go and trying to get an answer about my willingness to
be with a guy sexually in a very roundabout kind of way, especially since the
little situation with pretty little Ashley and me bringing up a threesome
delivered the set up to the question for him on a silver platter.
After
letting him squirm there for just a few seconds, I said, “Me as a guy, with a
guy and girl, honestly, I don’t think I would have been up for it.” I paused
again just to tease him. He started to have a little disappointed look on his
face. “And me as a guy with a guy,” I said, shaking my head, “honestly never
appealed to me at any point.” I paused once more to let a little more
disappointment kick in. “But, I will say this. Me as a girl with a guy and a
girl, I would totally be up for that.”
He
laughed a bit at that point. “Oh my God,” he said, shaking his head, “you were
totally teasing me right there, weren’t you?”
I
giggled my little girl giggle and then said all cutesy, “I love you, daddy.”
He
laughed and shook his head. “You are so bad,” he said, breathing out.
I
then decided to make up for teasing him a bit by telling him two things.
“Awwww,
I’m sorry, daddy,” I said, smiling. “I couldn’t help myself. But, I am going to
let you in on two little secrets.”
“Oh
yeah?” he asked.
“Yeah,”
I retorted, smiling and dancing a little in my seat. “Do you remember earlier
when I said I would tell you something that I was thinking in the car when we
were kissing, and then later, I asked you about that same thing in the
elevator?”
“I do,” he said.
“Well,”
I said, preening a bit for him, enjoying the place of feminine power that I had
just discovered, “when I was kissing you in the car, I decided in that instant
that we are going to have sex tonight.”
His
eyes got wide and his mouth opened a little. I could tell that I had genuinely
surprised him by saying that. “You did?” he said, very cutely and nervously.
“Yes,”
I said very matter-of-factly, “I did. At that very moment. I had planned on us
taking this all slow, but you know what, I am just very, very ready.” I then
pointed at him across the table. “So, if you are ready, then I say we try it
tonight.”
He
nodded as the look of surprise gave way to a bit of a look of gears grinding in
his head. “Oh, I am definitely ready,” he smiled. “I know it is going to be new
for both of us – well, at least I think it is going to be new for both of us –
but yes, I am ready.”
I
laughed a little bit. “You are so cute,” I said. “Yes, it is going to be
something new for both of us. And I am definitely happy to let that happen
tonight after dessert and the pool and the hot tub and the room service
dessert.”
He
laughed at me again. He took a couple more bites and I just sat there, watching
him, thinking in my mind about that little exchange we just had and what was
going to happen later that night.
At
that point, without saying a word, he cut a piece of his filet and reached
across the table with it on the end of his fork. I took the cue and carefully
leaned towards him, doing my best to accept the bite in the most feminine and
sexy way possible. I really felt from the smile we shared as I was chewing that
first bite, I had succeeded. He then repeated the motion a second time and I
repeated my accepting of the bite of filet in the same exact manner. As I was
chewing the second time, we shared the same look and smile again.
After
a little bit, he then said, again very curious, “And what was the second
secret?”
I laughed. “Oh, I thought you forgot all about the second secret because you were so excited about the first secret.”
I laughed. “Oh, I thought you forgot all about the second secret because you were so excited about the first secret.”
“Oh,”
he said, “I am definitely excited about the first secret, but I didn’t forget
there was a second secret at all.”
I
smiled at him and laughed a bit. “Well, the second secret is a little something
I thought of the other day while I was sitting in class, all bored. Not to
bring her up again – because we said we wouldn’t – but you are getting married
at some point – and since I was pretty certain that you would ask me to be your
best man – I have decided that I am going to give you one extra-long and
extra-fun bachelor party.”
He
burst out into laughter again, and once again quickly toned down his laugh. “Oh
yeah?” he asked. “Is that how it’s going to be?”
I
nodded and smirked back at him again. “Yes, indeed,” I said. “We are going to
have fun and we are going to do all the fun and exciting things that you won’t
get to do anymore once you are tied down.”
He
nodded and smiled, looking very satisfied at what I had just said. “Wow,” I
then said, “it looks like you are onboard with that idea.”
“Oh,
I most definitely am,” he smirked back at me. “I definitely could go for a bachelor
party like that.”
“I
bet!” I said, looking at him a little sideways. “So for you, however, in
addition to the best man planning the bachelor party, I am also going to be the
entertainment.”
He
laughed a bit. “I could really go for that.”
“Oh,”
I threw in, “and the entertainment won’t just be me – don’t worry. I’ll find
some friends to join us – and if not, I’ll hire some for you.”
He
laughed again. I could tell he was continuing to get a little flushed at this
attention from me, but I could also tell that he was really enjoying it. I knew
these were things he could never have even discussed with the girlfriend, let
alone ever approached her with in any type of hope of having them fulfilled. In
fact, quite the opposite. I am sure bringing up a threesome to her would have
had him in the dog house for weeks on end.
By
this point in the conversation and meal, we were both pretty much done with the
entrees. It wasn’t long before Ashley was back, picking up our plates and
telling us that it would be just a few minutes for our souffle. Once again,
Ashley’s eyes were solely on me and she addressed everything to me once again,
which, of course, had me really thinking about what he said about her interest
in me. As she walked away with our empty entree dishes, my mind was definitely
stuck on a threesome with her, and that gave me a little idea to tease and
entice my guy a little more.
“So,”
I began once Ashley was out of ear shot again, “I think I may have a third
little secret to tell you about.”
“Oh
yeah?” he asked. He was definitely intrigued.
“Yep,”
I smirked. “So, you know how I told you that my ex-girlfriend Jessica knew I
dressed and that we played in the dressing rooms at Victoria’s Secret?”
He
nodded with anticipation.
“And,”
I continued, “how she would dress me up in lingerie there at the Victoria’s
Secret?”
He
nodded again. “Yes.”
“Well,”
I said, enjoying his interest at learning another little secret about my secret
little life, “I used to dress for her quite a bit. I would dress for her at my
house when everyone was asleep, and I even dressed up for her a few times while
my family was gone on vacation. I also used to dress at her house when I would
sneak into her room at night.”
“Really?”
he asked, definitely curious to hear more.
“Yes.
And sometimes when I was dressed and she would get all dolled up for me and we
would play, she and I would talk dirty about certain things that involved you.”
I
could tell by the look on his face that he was a bit surprised at that. As I
was just about to begin telling him, Ashley arrived with our souffle. She
placed it between us on the table and gave me her little smile again as she
said, “Here you are. Be careful. It is still pipping hot from the oven.”
“Thank
you so much,” I smiled at her and she returned the smile. Again, I could not
tell exactly why, but there was definitely a little lingering in her glance.
As
soon as Ashley walked away again, I took up one of the two spoons she brought
and started to cut into the souffle so it could start to cool down so we could
eat it. I took some of the chocolate creme sauce and drizzled it into the hole
I had made, and followed that by spooning in some of the cool white creme that she
brought as well. Finally, I took a bite and it was a bit hot.
“Wow,”
I said as I was half-chewing and being careful because it was still a little
too hot to eat comfortably, “that is really, really good. You need to try it
while it is all hot.”
My
guy took up the other spoon and looked right at me, smirking the entire time as
he took a small spoonful and brought it up to his mouth. He consumed the bite
quickly and nodded, saying, “Wow, that is definitely very good. A little too
chocolatey for my taste, but I am sure you are loving it.”
I
laughed a bit and then went in for another bite. “You eat as much or as little
as you want,” I said. “Don’t worry, I could eat it all myself if I need to.”
He
shook is head a bit and laughed at me a tad. I knew he was thinking that this
was a normal exchange for us when sharing a chocolate dessert. But again, in
this moment, it was different. It was now so much more cute and romantic. As I
carefully chewed and started to swallow the second bite, he leaned in a bit and
said, “Well?”
I
winked at him, knowing full well what he meant. “Well, what?” I asked.
“You
and Jessica talking about me,” he said with wide eyes.
“Oh,
yeah,” I said in my ditziest little voice I could muster. “Where was I?” I paused and
took another bite. “That’s right – she and I talking about you when we were
playing.” Again, another bite as he watched me very intently. “It wasn’t just
Jessica, either. It was some of the other girlfriends I dressed up with, too.
See, they all had this notion – this fantasy, if you will – when I dressed with
them – that somehow I would be able to convince you to have a threesome with
her and with me dressed up. It was a pretty common theme in my dirty talk with
my girlfriends when I was playing with them while I was dressed up.”
“Really?”
he asked, again surprised at what he was hearing.
I
took another bite and continued. “Yep. It actually happened quite often. I
think the notion of me and you together with me dressed up really turned them
on.”
“And
what did you think about it?” he asked.
I
looked down at the souffle at that point as I was a little too embarrassed to
look at him when I said it, but I said at that point, “Jessica was actually
encouraging me to ask you to do it when she and I finally split up. She had
been actually bugging me to talk to you about it for about the last three
months that we were dating, but I just could not bring myself to get the nerve
to talk to you about it back then because I would have had to tell you about me
dressing and I was very, very nervous about that.”
He
was silent, so at that point, I looked up from the dessert to see him there,
obviously stunned at what I had just told him. After looking at me for a few
seconds, he said, “So, Jessica wanted a threesome with me and you, but with you
dressed as a girl, and she would have been totally up for it?”
I
nodded. I breathed out and was honestly relieved that I finally told him about
that. I felt telling him about the threesome fantasies I talked about with me,
him, and my girlfriends was somehow more nerve-racking than actually dressing up for
him for the first time at the birthday party. “Oh yeah,” I said, “she would
have totally done it. She really wanted it to happen.”
“Wow,”
he said, sitting back in his chair and looking at me with astonishment. “I
really think I would have been up for that.”
I
laughed a bit. “I think now that you know I dress and live like this and now
that you are comfortable being with me like this, you think you would have been
all for it, but I think it would have weirded you out at the time. Take your
horny goggles off and look at it in retrospect and I think you will agree.”
He
shook his head a bit and I could tell he was really thinking on it. “Yeah,” he
admitted, “you might be right. I think you telling me about you dressing and
living as a girl without showing me like I saw at the birthday party, I would
have probably reacted differently. Throw in the talk of the threesome at the
same time, and I worry you might have been right. But, who knows, maybe I would
have still been up for it.”
I
was almost done eating the souffle at this point. “You sure you don’t want
more?” I asked, looking down at the almost empty little baking dish.
“You
finish it,” he said, smiling.
“OK,”
I said as I scooped up the rest of the souffle with my spoon. “Well,” I then
said, “I’m single right now – well, except for you – so, I guess your prospects
of that threesome might be kinda bleak.”
“And
if I were to find a girl for us?” he said. I could tell he was partly fishing,
but I also could tell he was seriously asking me the question.
“Wow,”
I said, smirking at him. “We haven’t even done it yet and you are already
asking about bringing a friend?”
He
laughed again and shook his head. “You are so cute,” he laughed. “You know what
I mean,” he said.
I
took that last bite of the souffle and then blew him a little air kiss. “You
know the answer to that question already, don’t you?” I smirked. “It’s the
opposite of what your girlfriend would say.”
He
gave me a little fake upset look.
“Oh,
stop it,” I said. “You know it is true. If you are ever going to have that
threesome, it is going to have to be with me before you get married.”
He
looked away a bit, shaking his head. I could tell he was playing with me a bit,
but that he also knew that it was true.
“Look,”
I said. He looked back at me and leaned in a little closer. “You bring the girl
and I am comfortable with her, and you have yourself a deal.” I then thought
about Ashley and realized that he definitely had the charm and the balls to try
to make that happen. “But not tonight,” I said, pointing my finger at him. “I
can see your little gears working up there. Tonight is just me and you.”
He
laughed again and nodded. “OK. Understood. I assumed as much.”
“Good,”
I said sternly.
We
both laughed a bit and not long after, Ashley reappared with the bill and set
it on the table. Again, she smiled at me, and again my mind was arace with
thoughts about her. “Take your time with the bill,” Ashley said. “Stay and
enjoy the view.”
As
Ashley walked away, my guy reached into his pocket and pulled out his wallet.
He quickly fished out his credit card and reached to hand it to me. I looked up
at him, puzzled, and he then smirked and said, “You pay. I am going to go to
the bathroom.”
“Oh
yeah?” I asked as I took his card into my hand. “We’re doing that?”
He
nodded and gave me a little devilish grin as he stood up from his chair. “Why
not?” he asked. “It cannot hurt to see if it happens.”
I
laughed at him and shook my head as he turned and walked away from the table,
looking back at me really quickly and winking. I placed his card into the
little black leather check holder and was about to reach over to grab my little
black clutch purse to check my phone to see if I had any messages, but before I
could put my hand on to the purse, there was Ashley’s voice breaking into the
silence.
“How
was the souffle?” she asked. “Did you totally love it?”
I
looked up at her pretty little smiling face and said, “I sure did. It was
really, really good. I ended up eating most of it myself,” I laughed.
“Your
guy not big on chocolate?” she asked.
“Not
as big as I am. He had a few bites, but that always happens when we share
something chocolately – even back when we were just guy friends.” I said it and
then realized that I had said it. It just came out naturally because it was
what I was thinking at the time.
I
think Ashley could tell I immediately regretted saying that the second the
words left my mouth. I probably had a surprised little look on my face.
Ashley
laughed and reached her hand down and put in on my hand that was closest to
her, giving me a reassuring look. “So you were friends before you started
dating?” she asked.
I
looked at Ashley for a second, honestly still very surprised that this
beautiful girl was giving me this much attention while she was obviously very
busy working her tables. I think she took my pause as being a little surprised
at the question, not me being surprised that she was being this nice to me.
“I
hope I am not prying,” Ashley said as she moved her hand off of mine. “Sorry if
that was too much to ask.”
“No,
no, no,” I said, wanting to grab her hand and put it back on mine, but
obviously, I didn’t. “It is perfectly all right to ask. I don’t mind. Yeah, we
have been friends since we were in high school and we just started dating less
than a week ago.”
“Very
nice,” Ashley said, continuing to smile that pretty little smile. “You seem way
beyond the first week of dating. Do you think you being friends for so long
before has sped up your relationship?”
I
thought about the question for a second there. Once again, as I was thinking,
Ashley broke in. This time, saying, “Oh, sorry. I am worried I am prying. Maybe
I shouldn’t have asked.”
“It
is perfectly all right,” I reassured her. “I am not upset at you asking at all.
I was just thinking on that a bit there, and yes, I definitely think that our
history as friends has moved us along much quicker. Our first kiss was the
first night he saw me dressed as a girl. I spent the night at his house the
next night. I mean, not together, together, but we did sleep together and then
went shopping together the next morning. This is actually only our second date,
but it feels like we have been dating for years already, if that makes sense.
Like, it is still new and exciting, but at the same time, it is not awkward at
all like a new relationship.”
Ashley
was listening so intently at what I was saying. I was still trying to figure
out where her interest was stemming from, but then, she let the cat out of the
bag. “I am so happy to hear that it is going so well for the two of you right
off the bat like that. Again, I don’t mean to pry, but my younger sister is
trans. She just graduated from high school this past summer and she is still
trying to figure everything out. She totally has a crush on her best guy friend
from before she came out last year, so that is why I was asking. I am really
doing my best to offer her advice, but I don’t have that kind of experience in
a lot of ways. I mean, I can tell her things from my perspective, but it is
still different. She is a girl at heart, but at the same time, the situation
can be different for her than it would be for me. You know what I mean?”
I
nodded and smiled. Now all of the attention and lingering smiles Ashley had
been giving me all night made complete and total sense. She was working very
hard to make me feel comfortable because of her own sister who is trans,
meaning she knew how difficult it could be for me to be out and on a date like
I was that night, even up in a much more trans-friendly area. Plus, if she was
meaning to ask me the questions that she did, I am sure she was trying to build
up a rapport and connection first.
“Oh,
I totally know what you mean,” I said. “It is definitely different. There can
definitely be some similarities for the two of you, but yeah, also some
differences indeed. Your sister is very lucky to have you looking out for her
like that. I have really had to handle all of this on my own and it would have
been so nice to have someone like you to help me when I was growing up.”
Ashley
smiled even bigger at that point. “Awwwwww,” she said, tilting her head and
putting her hand back on mine, “you are so sweet. Thank you so much for that.
And thanks for letting me pry and ask you those questions. I really hope my
sister can figure out what she wants to do with her feelings for her friend.”
“You
know,” I said, honestly again without really thinking because it was just what
popped into my head, “if you ever want to chat about advice for your sister, or
if your sister ever wants to talk, I’d be so happy to do so.”
“Oh
my God,” Ashley said, wrapping her hand around mine as it was sitting there on
the table, “that really is too sweet. I would honestly love that. I think it
would be a huge help for me and for her. I really could never have asked you to
do that, but really, thank you so very much.”
“No
problem at all,” I said, smiling and taking in all that was going on there in
those few minutes since my guy had walked away from the table. “Give me a pen
and I’ll give you my number and feel free to call anytime – either of you.”
Ashley
pulled her hand away from mine and then pulled her little check folder out of
her little waitress apron that was around her waist and made quick work of
handing me a small slip of paper and a pen. I took the paper and pen with a
smile and wrote my name and phone number on there for her. I was surprised
that, without really thinking on it at all, I wrote the name Monica on there.
It was the first time I was ever actually writing that name in reference to me.
It felt so wonderful – so natural – to write it.
I handed
Ashley the paper and pen and she folded the paper and put it back in her folder
and put both the folder and pen back in her apron. “Seriously,” she said, still
smiling, “I cannot thank you enough for that. I will definitely be calling you.
I have so many questions.” Ashley paused a second. “I hope that is OK.”
“It
is perfectly fine,” I reassured her. “You call and I will answer every question
you have.”
“That
is just so amazing,” Ashley smiled. Ashley then looked over her shoulder at the
table behind her and I think her instincts about needing to get back to work
kicked in. “OK,” Ashley said as she leaned down and picked up the bill, “I will
be back with the final bill copies so you and your guy can get on with your
night.” Ashley started to walk away and then paused quickly. “And again, thank
you so much, Monica. That is just so sweet of you.”
“Oh,
no worries at all, girl,” I said. “I am happy to help.”
Ashley
maintained that beautiful smile as she turned her head and briskly walked
away.
About
a minute later, I could see my guy heading back over from the bathroom, looking
at me, all smiles, I am sure wondering if I had actually talked to Ashley while
he was gone. Before he even sat down, he asked, “Well?”
“Well,
what?” I asked, trying to look like I didn’t know what he was asking, but I
obviously failed.
“You
know what,” he said, smirking as he settled back into his chair.
“So,”
I said, “her sister just graduated from high school, and not only is she trans,
but apparently, she has a crush on her best guy friend, and that is why Miss
Ashley there was being so friendly to me.”
“Ah,
OK,” he said. “So, no threesome tonight then?”
I
gave him a phony dirty look as he laughed.
“You
really are horrible,” I said, shaking my head.
“You
know I am kidding,” he said, laughing.
“I
know,” I said, still shaking my head at him.
“So,
did she just tell you that – about her sister being trans?” he asked.
“No,”
I laughed at myself, “she asked about the souffle and I told her I ate most of
it, just like back when you and I were guy friends.”
His
eyes got wide. “You actually said that?!”
I
laughed again, I am sure my cheeks turning a bit red as I thought back on it.
“Yeah, it just came out. So, then, of course, because her sister is in a
similar situation, she started asking me questions and for advice a little.”
“Oh,
very nice of you,” he said. “Very sweet.”
“Awwww,
thank you,” I said, reaching over and once again taking his hands in mine. “I
gave her my number and told her to call me if she had any questions or if her
sister wanted to talk to me.”
He
seemed a little surprised at that. That was definitely not something that my
male self would have done with someone I had just met, so he was right to be
surprised. “That’s a little different for you. That was very kind.”
“Thank
you,” I said, beaming and preening a little in my chair. I then thought I would
tease him a little. “And maybe if me and Miss Ashley become friends, you can
get that threesome.”
He
laughed and shook his head. Before he could respond, Ashley reappeared and put
the black leathery check folder down on the table by him. “Thank you for coming
in,” she said to my guy, and then she looked at me and continued, “and please
be sure to bring this lovely lady back here again. You sure have a keeper
there.”
I
was blushing now for sure as I looked up at Ashley’s amazing ice blue eyes and
that wonderful smile. “Girrrrrrl,” I said to her, smiling, “you are such a
sweetheart.”
Ashley
then put her hand on my shoulder. “So are you, and thank you again. I
definitely will be calling you.”
“Like
I said, feel free to call anytime.”
“Oh,
I will,” Ashley said. “You two have a wonderful rest of your night.”
“Thank
you,” I said, and then my guy said it too. And then, swoosh, Ashley was gone again.
My
guy made quick work of signing the check, then looked up at me and asked if I
was ready to go.
I
started to stand up from the table and he did the same. I reached down and took
up my clutch purse and he took my other hand in his, interlacing our fingers
again. As we walked back out of the restaurant, it was noticeably almost
entirely empty. The older gay couple was gone and other than a few people
sitting at the bar and the couple that was still seated at the table by us, the
place looked like it was already closed.
As
we walked hand-in-hand passed the empty host station, my guy asked, “So, what do
you want to do now?”
“Well,”
I said, “I know we just ate, but I really want to go up to the pool and the hot
tub and check them out. I really would love to just relax with you up there for
a bit.”
He
looked over and smiled, nodding, “OK. That sounds great. Did you already look
at the pool area?”
“I
did,” I said. “It is up on the sixth floor, which is kind of neat. It looks
like it might be chilly up there, but it looks like you can really see out
towards the city. I saw a couple pictures and it has a really beautiful view. I
am sure it is so gorgeous at night.”
By
then, we were back in the lobby area and moving towards the elevators again.
“That should be really nice,” he said. “By the time we get up to the room and
changed and back down to the pool, we should be OK.”
“Yeah,
that is what I figured,” I said.
By
then, we had reached the elevator and my guy pushed the button for us to go up.
Once again, the doors immediately opened and we got inside. I pushed the button
for the top floor and we stood there, side-by-side, holding hands in the
elevator as the doors closed.
As
soon as the elevator car started to move, I turned to face him and used our
interlaced hands to turn him my way. I was careful to not be too forceful, but
to try to let it feel naturally feminine. He turned to face me and as soon as
he was in front of me, I leaned forward and kissed him. Just a quick peck.
“Thank you for dinner, and thank you for this little overnight trip,” I said.
“I am having a wonderful time.”
“Me
too,” he smiled. He then let go of my hand and moved both of his hands to my
waist. At first I wasn’t sure if he meant to do so, but it was just too
perfect, so he had to have been planning it, but his hands fit right into the side
cut-outs of my little black dress so that his hands were under the material at
my sides, touching my skin directly. I actually jumped a little bit because it
tickled a little and he laughed at me slightly.
“That’s
not what those holes are for,” I smirked at him, licking my top lip a little
bit. “But,” I continued, “that feels nice.”
He
then squeeze me a little harder and pressed me into him closer. “You feel
amazing. You look so gorgeous tonight.”
“Tonight?”
I smirked, again giving him my flirtiest smile.
He
took his right hand out of the cut-out hole in my dress and then immediately
reached around me and smacked my butt through the dress. I jumped and
yelped a little bit in my girliest little yelp. “You know what I mean,” he
said, smirking back at me.
I
bit my bottom lip in reaction to the little spanking he gave me and then curled
my tongue up over my top teeth a bit. “Do it again,” I said.
He
obliged, smacking me a little harder this time. In that moment, I remembered
him telling me one time that the girlfriend scolded him for smacking her on the
butt when he did it to her the first time. I remembered him telling me how disappointed
he was and how small she made him feel when she told him that it was
unacceptable and degrading for him to do that to her.
“Mmmmmm”
I sighed, still looking right up at him, my tongue still curled up over my
front teeth. “Again,” I commanded.
He
obliged once more and smacked me a little harder than he had the previous time.
“One
more, daddy,” I said, narrowing my eyes a bit to let him know that I was
enjoying it.
He
smacked my butt one more time, this time, even harder.
I
moaned again and this time, leaned in once more and kissed him passionately and
hard for a few seconds. I then pulled back from the kiss to see his smiling
face and I said, “Thank you, daddy. You do that whenever you feel like it.”
“Oh
yeah?” he asked. I could tell by the look in his eyes that he knew exactly what
I was doing in that moment in giving him carte blanche to spank me like that.
“Yes,
please,” I said all girly cute.
The
elevator then stopped, dinged, and the doors opened on the top floor. He
reached down and took my hand again and then started to walk out into the hall.
He walked briskly towards the room and I followed behind him, almost having to
trot a bit in my heels, laughing and giggling the whole way.
Once
we reached the room, he opened the door and pushed it open for me. I slid
inside and he then followed, letting the door shut behind him. He used his hand
in mine to push me a little bit back towards the wall just inside the room so
that my back was against the wall. I gave him a devilish little grin and then
raised my right foot up, bending my knee and putting the sole of my heel
against the wall, striking as sexy a pose as I could muster.
“That
was fucking hot,” he said, his eyes looking at me with way more lust than I had
ever seen him look at a girl in all the years I had known him. It appeared that
I had really gotten him going with asking for the spankings in the elevator,
and I was absolutely loving it.
Without
a word, just a little smirk, I wrenched my hand away from his, put my foot back
down on the floor and then spun and faced the wall. I then reached my hands up
above my head, knowing that the move was going to raise my little black dress
up on my body and expose those two bottom inches of the garter belt straps as
they were pressed against the back of my upper thighs. I then stuck my butt out
towards him and spread my legs in my big heels.
“Spank
me again, daddy,” I said, looking over my shoulder at him.
He
took a second to take in the view of me bent over against the wall like that, my butt
sticking out towards him, my legs spread, my garter belt straps and stocking
tops showing. Without a word, he used his right hand, positioning himself to
the side so that he could provide a nice and powerful slap on my butt.
The
smacking sound echoed through the room and I moaned and laughed, enjoying the
feeling of being naughty like that with him. “One more time,” I said, “and
then, I am going to go and put my little black bikini on for you.”
“Oh
yeah?” he asked.
“Yes,
daddy,” I said, “so I can take you to the pool and hot tub and tease you some
more.”
He
really dug his stance in and swung his arm back, then let it lunge forward,
smacking me really hard. I yelped again, much louder than I had in the
elevator. The spanking actually hurt a little bit that time, but I was careful
not to let on.
“Thank
you, daddy,” I said. I then spun back around, putting my arms around the back
of his neck and leaning forward. I kissed him quickly, and said, “Let me go get
ready and we can go, OK?”
He
smirked and shook his head. “You are teasing me so bad right now,” he said.
“Wait
until we get to the pool and the hot tub and you have to see me in my little
bikini and my heels.”
He
shook his head as I let go of my grip on the back of his neck and turned away
from him to go and get my overnight bag. I swooped it up off the bed and then
proceeded to walk towards the bathroom. “I won’t be too long, so you better
hurry,” I said, looking back at him with a smile.
I
walked into the bathroom, my heels starting to click on the tile floor, and I
then closed the door behind me. I set my overnight bag down on the big sink
counter and unzipped it open. Knowing I would be needing it first, I had put
the little black satiny bikini on top. It literally was the same exact bikini
as the purple silky one I had worn for him at his house a few nights before. I
reached in and took out the bikini as well as the little semi-sheer black wrap
skirt I was planning to wear at the pool that night. Lastly, I took out a black
strectchy hair scrunchy and put it around my right wrist so I could put up my
wig and try to keep it from getting wet.
I
watched myself in the mirror as I slid off the dress and hung it nicely over
the shower door. I removed my breast forms and placed them on the counter. I
took a moment to admire myself and all of my hard work in keeping fit over
those past few months to ensure I looked my best at his birthday party. I then
proceeded to remove my heels and set them down on the floor, and then, unclasp
all four of the garter belt clasps. I carefully rolled down and took off the
pretty sheer black stockings and then put the garter belt and stockings on the
counter.
Next,
I removed the bra and the panties. I proceeded to then tie on the bikini top,
slide up the bikini bottoms, and then tie the pretty little black semi-sheer
wrap skirt around my waist. The wrap skirt was pretty short, but it still went
down a few inches lower than where my butt met the top of the back of my
thighs. I then slid my heels back on and double-checked everything in the
mirror. I fixed my hair a little bit and made sure my makeup was still looking
good. My lipstick had managed to hold up very well through dinner and the
post-dinner kissing.
Once
I was done checking myself, I blew myself a kiss in the mirror and opened back
up the bathroom door. “I’m ready,” I said, looking over to find my guy sitting
on the bed in his black swim shorts and a black T-shirt, some black sandals,
all ready to go. I immediately recognized that the black T-shirt he was wearing
was from a concert he and I went to about a year before.
“Oh
my God,” I said, smiling and walking towards him. “That concert! Those girls
with the nose rings and the tiny little shorts!”
He
laughed. “You do remember,” he smirked.
“I
totally do,” I smirked. “The brunette with the little white shorts and you
could see her little black thong. She was so cute!”
He
nodded. “I told you she was into you, but you never got her number.”
“I
know, I know,” I said, smiling. By then, I had reached him and I reached out my
right hand for him to take. He grabbed my hand and I then helped pull him up
off the bed. He kept his hand in mine and I started to lead him towards the
door.
“You
going to wear the heels up to the pool?” he asked.
I
looked over my shoulder at him and smirked. Wearing heels with a bikini was
another one of those things he really loved for a girl do, as did I, but also,
of course, was something that the girlfriend just would never do. “Of course I
am wearing the heels up to the pool,” I smirked back at him. “What other kind
of shoes would I wear?” I was honestly really enjoying highlighting all of the
things that the girlfriend would not do for him or with him. I probably should
not have taken as much pleasure in that as I was, but I really could not help
myself.
I
reached down to open the door as I reached it and called back to him, “You have
the room key?”
“I
do,” he said.
I
then proceeded to open the door and start to walk out into the hall with him in
tow. He followed me, doing his best to not let the door slam behind us as I
pulled him toward the elevator. I looked down at myself as I was walking,
ensuring that everything was in place. My natural little A cups were looking so
perfect in the tiny little black satiny triangle top and the little semi-sheer
wrap skirt was looking just as perfect, ensuring that I was covered up enough
for being out in a hotel in a tiny little bikini.
When
we reached the elevator, I pushed the down button and then turned to face him.
He stood there, holding my had, smiling away.
“I
admire your restraint,” I smirked. “I know I was teasing you pretty hard in the
room there.”
He
smirked and nodded. “That was not easy,” he admitted. “But, all of this happens
at your pace. You decide when it is time for what. I promise you that.”
Having
been on the pressure end of many sexual relationships in my high school days, I
appreciated what he was saying so very much. We both had come through those
times of hormones and one-track thinking, but I could tell very much that he
was going to let me take my time and that really did mean the world to me.
“I
want you to know,” I said, “how much I appreciate that – you letting me control
the pace. I know how difficult that can be, and I love you so much for giving
me that.”
“I
would not have it any other way,” he smiled, shaking my hand in his a little
bit. “And I love you, babygirl.”
I
smiled ear to ear when he said that. I honestly could not hear him say that
enough at that point. I leaned in and kissed him gently on the lips, pulled
back and just smiled at him.
Just
then, the elevator dinged and the doors opened. I stepped inside and pulled him
in with our clasped hands. We stood once again side-by-side, facing the doors
as they closed. He was closer so he pushed the button for the sixth floor. We
both rode down in silence, not needing to say anything else, which spoke
volumes, I believe, to both of us. It really was so amazing being involved in a
relationship with someone who knew you so well, knew your expectations, but
also at the same time, understood just as equally how emotionally impactful
every little gesture, every word, every moment could be.
When
the elevator doors opened, I stood still, without words, giving him the option
to take the lead now, but he simply gestured with his free hand for me to go ahead
and get out of the elevator first.
I
looked at him and smiled and then stepped off the elevator, once again pulling
him behind me with our interlaced hand. I could immediately see the long panel
of glass windows and doors that led out to the pool. The area around the
elevator was carpeted with a lovely blue carpet and there were white couches
and chairs all throughout the room. There was a little room in the middle by
the elevator that appeared to be a bar. There was a fireplace which was turned
on, even though there was no one sitting anywhere near it. You could tell that
at times this little sitting room was proabably packed with people, but I was
definitely pleased to see it so empty that night.
I
proceeded to walk over to the double glass doors in that big long panel of
glass windows. The second I opened the door, I could feel the cool night air
rushing in and I had to push pretty hard on the door to get it open. Being on
the sixth floor, you could still hear the bustling of the city below, but it
was much more faint than one would have expected. There was a wall on either
side of the pool area, almost as if someone had cut a chunk out of the building
and put the pool there. The building rose up on either side, but the entire
pool deck was completely uncovered. It was a pretty large area, easily the size
of any big hotel pool area.
The
pool area had a bit of a natural wind tunnel effect and as soon as I stepped
out into it, I could feel the cool night air rushing by me. I had to use my
other hand to hold down my little semi-sheer wrap as it immediately started to
flutter in the breeze. Once my guy was outside as well, he let the door close
behind us and I continued to walk towards the pool. The pool deck was not
concrete, but instead, an actual wood-looking tile floor. It was a dark brown as
was the paneling on the walls on either side of the pool so it gave the area a
natural darkness that was easy on the eyes. The pool was well-lit and throwing
up a beautiful light blue color. There were white lights pointing upward from
the deck and some well-lit planter areas and trees to give the pool area a nice
outdoor feel.
The
plants and trees rustled in the breeze, giving a nice accompaniment to the
slight howling sound of the breeze and the city sounds below. As we neared the
pool area, which was on the other side of a small, short little rod iron fence,
I could start to make out some voices, but it was definitely sounding like
there were only a few people in the pool area. The coolness of the autumn evening probably kept a lot of people from even trying to use the pool.
As I
opened the small gate in the short fence and started to step inside, the gate
made a squeaking sound, and I could see that the pool was still a pretty decent
size, though probably about half the size of an actual hotel pool that would
have been on the ground floor. I could hear the hot tub pumps and heaters
buzzing and the suction of the pool as well. Now that we had moved through the
little gate, the area around the pool was actual concrete and I could hear my
heels clicking on the surface.
My
guy stepped through the gate behind me and let it shut. The gate made a loud
slamming sound that, followed by the clicking of my heels on the concrete, had
both people in the pool and all four people in the hot tub looking over at us by
about my third step on the concrete. There was a young couple in the pool,
light-skinned and dark haired. They looked to be about my age. She looked very
pretty and was wearing a little royal blue one-piece. Her guy was just as
pretty and they both smiled at us as we neared the edge of the pool.
“How’s
the water?” my guy asked, pulling my thoughts away from looking them over.
“It’s
nice,” the girl said, bouncing a little in the water. “Little chilly at first,
but you get used to it.”
“Nice,”
my guy said, thanking her without saying thank you with his tone.
I
smiled at the girl and then let go of his hand so that I could move over to the
towel cart that was not too far away from the pool. My guy made his way over to
one of the white poolside lounge chairs and pushed his sandals off with his
feet. I took two of the big white fluffy towels from the cart and started to
walk back towards him. He took off his shirt and I watched a little, smirking at
him. He smirked back as I set the two towels down on a second lounge chair
right next to where he had left his sandals. He placed his shirt on the lounge
chair closest to him and then asked, “Pool first?”
“Sounds
good,” I said.
He
then turned and moved towards the edge of the pool, shifting a bit to the left
to what was the deeper side, and then, he dove in. I watched him moving through
the water as I reached down and took my heels off and set them down next to the
other lounge chair, the one that I had placed the towels upon. Naturally, I was
not about to follow him in diving in, so I took the black scrunchy off my
wrist, used it to carefully and expertly tie up my long wig hair into a bun,
and then proceeded to walk towards the stairs at the shallow end of the pool.
By
the time I reached the stairs and was about to step down on to the first one, I
could see that my guy had resurfaced and already was swimming towards me. I
stepped in slowly, step by step, both feet on a step, then the next one, then
the next one, letting myself adjust to the water. I kept the little wrap on as
to ensure that I was not being too blatant in showing anything that I might not
want to while in the more public setting of the hotel pool, unlike when we were
in his hot tub in the backyard. I eventually reached the bottom step, which had
the water up to my mid torso or so and then I proceeded to crouch down until
the water was at my neck.
About
that same time, my guy reached me and stopped swimming. He was a couple feet
away and outstretched his arms, beckoning me to come to him. I reached out my
hands and took his hands in mine. Without really thinking about it too much, I
realized that with me being the taller of the two of us, I should be the one
closer to the deeper end of the pool, so I spun us around so that we were on
the opposite sides we had originally been when we grabbed hands there in the
pool.
He
laughed a bit as I carefully stepped back far enough so that I was standing up
right and still had the water at my neckline and he was doing the same, a few
feet from me, in the slightly shallower part of the pool. Once I felt we were
comfortably submerged, I then closed the distance between us with a couple
steps and we embraced, looking right at each other.
“Thanks
for moving me to the shallower side,” he smirked.
I
laughed. “You’re welcome, daddy.”
He
then kissed me quickly and pulled back again, just looking at me, smiling.
“You
look so sexy in this little bikini and skirt,” he said. “And those heels, of
course.”
“Thank
you, daddy,” I said, smirking. “I do love looking sexy for you.”
“And
you do an amazing job of that,” he smirked back at me.
“Awwwww,”
I said, tilting my head a little. “I had no idea that I was practicing looking
pretty for you all these years.”
He
grinned and shook his head a little bit. “I do appreciate you making such an
effort.”
“I
know that you do,” I smiled. “I do it for me, too. I always want to look my
best, especially when we are out together. It means so much to me that you
notice.”
“Well,
I definitely do. You look absolutely amazing.”
I
kissed him again, a little longer this time. I then said, “This is amazing. Me
and you. Here at this hotel tonight. Having dinner and now up here in this
beautiful pool. A week ago, I never would have dreamed this was possible, but
here we are.”
“Me
too,” he said. “I almost wish that I had known sooner about all of this.”
“I
know,” I said, being sympathetic and completely understanding what he meant.
“Now I wish I had told you much sooner. I think about us a year from now and
then think that if I had told you a year ago, maybe we would be there in that
year from now right now tonight.” I paused, thinking on how I had just said
that. “I hope you know what I mean.”
“I do,”
he said. “I feel the same way. But, we can’t go back. All we can do is look
forward and enjoy these amazing nights that we are going to have together.”
I
kissed him again and then started to pull away from him, moving towards the
steps I had used to enter the pool. He let go of one of my hands, but kept the
other in his as I walked through the water and back towards the steps. When we
reached them, I guided him into sitting down on the bottom step, and as I
suspected, he was able to sit there comfortably with his shoulders just a bit
out of the water. I then proceeded to let go of his hand and moved so that I
was sitting on his lap, just as we had been on the toilet in his bathroom the
night of his birthday party. I wrapped my arms around his neck and assumed that
same position.
The
water was just covering my little breasts slightly so that most of my little
black satiny bikini top was sticking up out of the water. I really loved how it
looked – so feminine and so sexy – as I was sitting there on his lap. I could
make out that my nipples were hard because of the chilly night air and could
see them protuding pretty clearly through the black silky material of the
bikini top. I obviously loved how feminine that looked, and at one point when I
was sitting there, looking down, I noticed that he did the same. I am sure that
he saw what I was looking at and I looked up at him and smiled.
“You
like that?” I asked, smirking and giggling a little bit.
“I
do,” he said. “You look really sexy in a bikini. I love the black on you, too.
So nice against your skin.”
I
smiled and leaned in, this time letting the kiss linger and this time parting
his lips with my tongue. I could not tell because my eyes were closed but I had
a feeling that the younger couple in the pool as well as the people in the hot
tub were probably staring at us given the length and intensity of the kiss we
were sharing. It probably was a bit much for an in-public kiss, but I was just
feeling so attracted to him in that moment there in the pool that I really just
did not think much of it at all.
Once
we ended the kiss, I breathed out a bit with a heavy sigh. He smiled as he did
the same. “Why do you think we kiss so well together?” I asked.
He
shook is head a little from side to side, enjoying the question, but obviously
actually giving it some thought. “I think it is the passion underlying all of
this. We have all of these years of history that somehow was building up
without us even really knowing it. You had all those years of your girlfriends
talking about it and I had all those years of looking for and never finding a
girl like you.”
“A
girl like me?” I asked. I had a feeling I knew what he was saying, but I both
wanted to see if I was correct, and hear him say it.
“Yes,
a girl like you,” he said. He leaned in and gave me a quick kiss. “You know me
better than just about anyone else. You know what I like and you know what
excites me. You know what I desire, and thanks to me bitching about it to you
over the past three years, you know exactly what I have been missing and not
getting. You are so feminine, so sexy. You dress so amazing and every little
detail matters. Your necklace with the first letter of my name. That is such a
detail right there. That is so much forethought and passion.”
He
paused a second and I just continued to sit there, on his laps, arms around his
neck, a little cold in the breeze there in the pool, but loving every second of
it. I was about to respond, but he continued.
“I
remember one time,” he said, “that you told me about a girl you were dating and
she once told you that she was going to always love you more than anyone else
in the world ever would, no matter what happens. You also told me that when you
and her split up, you told her that you always remembered that she said that
and what hurt the most about your breakup was that her saying that to you ended
up not to be true.”
He
paused again and I nodded, letting him know with my slow blink and biting my
bottom lip a little bit that I did remember that as well and understood what he
was saying.
“Well,”
he continued, “when I am with you – when we are kissing – even when we are just
sitting quietly, holding hands, I feel that you feel that way about me. That
you feel and understand that no one else in this world will ever love me like
this – like you are loving me now. I love how you look. I love how you dress. I
love how you act. I love how we are together. But, that one thing – how I feel
that you feel about me when we are together – that is the greatest thing about
all of this. That is what I mean when I say a girl like you.”
I am
sure I had the most amazing look of adoration for him on my face in that
instant when I leaned in and kissed him with all the passion I could muster
once again. We kissed for so long there sitting on that pool step together that
I feel like I genuinely lost track of time. How long did we kiss there in that
moment after he said that to me? I honestly have no idea. I feel like it was
the longest kiss of my life, yet at the same time, it did not feel long at all.
When
I came up from that kiss and took a few deep breaths, winded from it, I had to
regain my composure a little bit, and I could tell that he was doing the same.
Finally,
I said, “Wow, that was a kiss.”
“I
know, right?” he asked. “That was amazing. We are getting really good at that.”
I
breathed out again. “Yeah, we are.”
In
that minute, catching my breath, I looked around and came to notice that at
some point when he and I were so enveloped in kissing, the young couple that
was in the pool with us had apparently gotten out. I looked over towards the
hot tub and did not see them in there. The four people that I didn’t really
take a particularly detailed look at that were in the hot tub were now also
gone as well.
My
guy noticed me looking around and then asked, “Are we alone in here?”
I
sat up a bit in my seated position there on his lap and looked around again, at
the same time, making sure that his shoes and the room card he had left there
as well as the towels I had gotten were still there where we had left them.
I
sat back down into my position on his lap, and laughed as I said, “Maybe our
making out so much scared them away.”
He
chuckled with me and gave me another little kiss. “You still wanna get in the
hot tub for a bit?” he asked.
I
nodded and smiled, shivering a little bit, both actually and playing it up a
little bit at the same time. “I do.”
He
tapped me on my side a couple times, same as he had that night when I was
sitting on his lap on the toilet, and I stood up. He stood up as well and
reached for my hand. He turned and started to walk up the steps to get out of
the pool and I followed behind. As I emerged out of the pool, dripping wet, it
felt really, really cold. I hurried behind him as we made our way over to the
hot tub and stepped inside to the first step together.
I
was wanting to sit on his lap again so I stopped there at the first step as he
proceeded down the steps into the hot tub, our arms stretching out together
between us. As he could tell I stopped moving, he turned over his shoulder and
gave me a bit of a puzzled look.
“You
go ahead and sit down first,” I smiled.
He
released my hand and then moved over to the other side of the hot tub, sitting
on the wide step there that was obviously designed for two people. I stood
there, shivering and hugging myself a little, still dripping wet and pretty
cold in the evening breeze. Once he sat down, he looked up at me and smiled.
I
then reached to my waist and untied the little semi-sheer black wrap, then set
it down on the ground outside the hot tub. He looked to my waist and my now-exposed
bikini bottoms and smiled a bit. I gave him as cute and sexy a little look as I
could muster, then proceeded to step down into the hot tub. I walked over to
him where he was sitting, his back resting against the outside wall of the hot
tub, his arms up on its edge.
When
I reached him I leaned down, putting my hands on the cement behind him, on
either side of his head and then proceeded to straddle him with a knee on either
side of him on the little concrete seat he was sitting on. He was all smiles,
looking up at me as I then proceeded to lean down further and kiss him hard,
staying up on my knees as best I could over him in the warm water.
This
time as we kissed, he started to moan and I did the same, over-emphasizing the
sound and making it sound as sexy as I could. I settled down on him in the
water a bit, putting my butt down gently on his closed knees just enough so that
we were touching, but not so much that I was sitting on him all the way. I
stayed in that position over him for quite a bit, just kissing him hard and
moaning. He moved his arms off of the edge of the hot tub and then put a hand
on either side of my torso, gripping me firmly.
We
were in that position, kissing for quite some time, just enjoying the feeling
of being so close there in the warm water. When we finally broke the kiss, I
looked right into his eyes and said, “You’re really getting me hot with all
these kisses.”
He
smiled a bit. “Me? What about you? I’m dying over here.”
I
giggled a bit and then proceeded to move away from him, straightening my back,
pushing away from him with my hands, and moving my feet back down on to the
floor of the hot tub at the same time. I was shortly standing straight up right
in front of him, looking down. He was looking up, smiling ear to ear, drinking
me in with his eyes.
I
looked right at him as I once again leaned down, this time placing my hands on
his knees in the water. He smiled a little bigger as I proceeded to spread his
knees apart, and with them, his legs. I then turned away from him, showing him
my back side, and then proceeded to sit down on the concrete step right between
his legs. The step was large enough to accommodate me, though pretty much just my
butt was on the seat.
I
leaned back against him and he laughed a bit as he figured out what I was
doing. He wrapped his arms around me just below my breasts and pulled me close.
I jiggled my butt backwards side to side a bit until I was pressed back against
him and I could feel that he was already pretty excited at this point.
I
turned over my shoulder and leaned to the side a bit so that I could see him
and he leaned in, waiting to see what I was about to say.
“What’s
that?” I asked, trying to be cute.
He
laughed. “You know what that is. You did that.”
I
laughed back. “I did? However did I do that?”
He
then leaned forward and I leaned down a little more to accommodate him being
able to kiss me at that angle. As we kissed, he let go of my torso and put a
hand on each of my hips right at about the side ties of my little black satiny
bikini bottom. His fingers gripped on tighter and he began to massage my hips there a
little bit. It was firm, but not forceful. It was just the front of my hips but
it definitely felt so wonderful and so sensuous.
I
proceeded at that point to grind my hips into his massaging hands a little bit,
which, of course, also resulted in my butt grinding into the rest of his body a bit as well. We
kissed long and hard like that for quite some time, just enjoying the moment,
enjoying each other’s company, and enjoying this new-found passion we were
experiencing.
When
we broke the kiss he stayed there, looking down at me, smiling, his hands still
massaging my hips, my hips still grinding. I returned his smile with my own and
finally after a few seconds, could not help but bite down on my bottom lip a
little bit, and then, lick my lips. “You ready to go back to the room?” I
asked.
He
nodded with what I could see was a great deal of relief and enthusiasm. “Am I
ever,” he said with his cute little smirk.
I
then leaned upwards again and kissed him quickly one more time. “Let’s go,” I
said as I then proceeded to stand up again. He let go of his grip on my hips
and I reached over and took up my little black semi-sheer wrap from where I had
left it on the ground by the hot tub. I proceeded to tie it once again around
my waist while I was still standing there in the water. Once I felt it was
secure, I started to climb up the steps to get out. My guy followed behind me
and I reached back and took his hand.
We
proceeded up the steps and over to the two lounge chairs where we had left our
towels and other items. We both dried off quickly as we were both shivering
from the cool night breeze. The area was dark and lit so precisely and finely
with the lights that, coupled with the beautiful night cityscape in the
distance, it was just so gorgeous. The moments we spent standing there amidst
all that beauty, drying off while looking at each other, smiling, knowing full
well what was about to happen for the first time, just made everything feel so
amazing – and so perfect.
Once
I had dried off as best I could, I wrapped the towel around me, tucking it in
place under my arms like a short little strapless dress. He put his T-shirt
back on and then wrapped his towel around his waist. I decided that I did not
want the inside of my heels to get all wet, so I simply carried them instead of
putting them on. A drawback of having worn the heels to the pool, but, them
accomplishing their mission of making me look so enticing in that little black
satiny bikini made it all worthwhile. Once my guy had slid on his sandals and
took up the room key, I grabbed his hand and hurried towards the big glass panel
and doors that led back into the sitting area that led out into the pool area.
We
were laughing a bit, just enjoying the moment as we starting trotting and then
running faster and faster towards the warmth of the sitting area. It was
downright freezing out there on that pooldeck now.
I
reached the door first and flung it open, hurrying inside with him behind me.
By some stroke of luck, the elevator was just sitting there, doors open. I
rushed right for it, pulling him behind me. Once we were inside, he quickly
pushed the button for the top floor and turned to face me.
I
immediately flung my arms up on his shoulders and cupped my hands behind his
head. His damp hair felt so cold in my hands. I pulled him close and kissed him
hard, pressing myself against him. The towels and bathing suits between us were
wet and cold, but it just felt so right in that moment. All I wanted to do was
kiss him and let him know that I was so enjoying the time we were spending
there together that night. I wanted him to know how much I appreciated him
being there with me like that, making out with me like that in the pool area.
Being loved and appreciated by him just felt so right.
We
kissed passionately the entire elevator ride up to our floor. When the elevator
car dinged and the doors opened, we continued to kiss for a bit. Eventually,
the doors started to close and we both broke the kiss to reach out our hands
and stop the doors. We both laughed at each other for having done so. As the
doors reversed from closing and started to open up again, I once again grabbed
his hand and hurried down the hallway towards our room with him in tow.
Our
feet pounding on the carpet and us laughing together had to have been audibly annoying to the people behind all those closed doors, but we just
could not help ourselves. It felt so amazing and so lovely to be caught up in
the moment with him like that, and I am sure he was thinking the same exact
thing as me, which was that as soon as we got into that room, we were going to
make love for the first time.
As
we reached the door, he moved in front of me and opened the door using the keycard.
He moved inside first and pulled me in. Once we were inside and the door closed
behind us, he pulled me close once again and we kissed just as passionately as
we had in the elevator.
After
a couple minutes, I pulled away from the kiss just long enough to say, “I
cannot wait for you to make love to me.”
“Me
too,” he said, breathing heavily from all of our very involved and passionate
kissing.
While
I had planned on us making love for the first time that night in my little
pretty black babydoll dress on the bed after having a lovely room service
dessert, I just could not see waiting any longer.
“Let’s
go take a shower,” I said, smiling at him.
“Together?”
he asked.
I
was honestly very nervous to be completely naked with him like that – with no
lovely feminine adornments to dress me up – but I decided that maybe being
completely naked and natural was the best way for us to make love for the first
time. Also, I really felt that us showering separately and then making love
later on the bed was just going to really kill the passion of the moment.
“Yes,
together,” I said. “We make love once in the shower, get all cleaned up, and
then come out here, order another dessert, and then, we make love all night on
the bed.”
He
was smiling so big at me saying that. “Whatever you would like, princess,” he
said. “I am all yours.”
Chapter
Five: “Hab Einen Schönen Abend”
I took the blue and black satin and white lace one-piece dirndl
dress out of my closet and hung it up on the back of my bedroom door. I was
about to put it on when I figured I should check everything once more, so I
took a couple steps back and turned to my left to see my reflection in my
dresser’s mirror.
My makeup was flawless – my standard simple look with
just some liquid foundation, powder blush on my cheeks, my brown little
penciled-in heart on my right cheek, my bright red lipstick, and my black
penciled-in eyebrows to match my hair. My big pink plastic heart earrings were
hung perfectly on my ears and the little white satin and embroidered flower
choker was straight and centered, as was my white lace ruffled little headband,
which contrasted beautifully against my long black hair. My black satin bra was
holding my breast forms nicely in place, and the matching black satin thong was
doing its job of holding things in as well. My now-favorite pair of white lace-top
Victoria’s Secret stay-up stockings that I had worn with my cheer uniform to
the birthday party looked amazing on my legs as did the white satin and lace
with navy blue rhinestone accented garter set on my right thigh. My little pink
satin and black velvet six-inch vintage-style heels rounded out the little
outfit just perfectly and gave my shape just the right additional height and
posture.
Satisfied that everything I was wearing with my one-piece
dirndl dress that night was in place, I then reached for the dirndl so I could
put it on. My dirndl was actually a Halloween costume from Frederick’s of
Hollywood, and other than the fact that it was made out of satin instead of
thick cotton, it looked exactly like any dirndl you would buy in Europe. It being
a one-piece dress instead of the traditional three separate pieces meant it was
nice and easy to put on. The top part was low cut in front and had a beautiful
band of white lace over the chest area, which looked amazing stretching over my
black satin bra. The mid-section of the dirndl was royal blue satin accented
with a tiny little square apron, black satin lacing in the front, and a
beautiful pink embroidered floral ribbon accenting the outlines just perfectly.
The bottom was flaring black A-line-cut satin that went to about mid-thigh with
a built-in white puffy petticoat underneath. I watched myself in the mirror as
I slid the dirndl up my body and tied the royal blue satin apron ties behind
me. I adjusted everything to perfection and re-checked everything in the mirror
once more.
I then looked at the clock. It was 8:50 PM and my guy
said that he was going to pick me up at 9:00 PM. I was ready to go with ten
minutes to spare! I grabbed my little black satin clutch purse from my bed,
which I had already loaded with my phone, lipstick, breath mints, and chewing
gum. I then opened the bedroom door and proceeded down the hallway and into the
kitchen where I took a seat at the dining table, which gave me a clear view of
the street in front of the house so that I could see him pull up.
I was wearing my dirndl that night because my guy was
taking me to the cute little Bavarian-style village not too far from my house.
He loved to go there and take in some of the traditional German beer, cuisine, hospitality,
and of course, all the cute German and other girls who wore traditional dirndl
outfits when there.
I, too, loved that little Bavarian-style village and had
always wanted to go there dressed in a dirndl. During Oktoberfest, and all year
round as well, girls who went to drink, dance, and listen to music in the
village would wear dirndls ranging from the traditional to the risque. In fact,
I had purchased my dirndl a few years before in anticipation of getting up the nerve
to go there all dolled up in it some day. Now, thanks to my still new and
exciting relationship with my guy, I was going to be at the little village that
night, all dolled up in my dirndl, and I was so excited!
That first night he saw me dressed as a girl, at his
birthday party, his girlfriend was wearing a dirndl for him and I mentioned to
him the next night that I had one, too. And while I had since forgotten about
telling him that I had my dirndl, when he said he wanted to take me to dinner
in the little village, he told me that he would love for me to wear it for him.
Naturally, I was dying to grant his wish.
We
both greatly enjoyed going there because the little Bavarian-style village had
some great shops and restaurants, as well as a basement pub that we just loved.
He was on a first-name basis with the owner and his wife and we went there
quite often with our group of guy friends before he and I started our little romance.
In fact, we had gone there together as a group of guy friends for Oktoberfest just
a couple weeks before his birthday party. That was actually the last time I had
seen him before that night of the party when he and I first got together during
our little bathroom rendezvous.
Many
of the village’s merchants lived there in apartments over their businesses. It
was a small little place, but there were some really great people and we had
some really fun and amazing times there over the years. I had been there a ton
of times with him as his friend, but that night, he had invited me to go there
with him on a date.
It
was the middle of December now, and we had been dating for almost six weeks. He
obviously was still with his girlfriend, but that night, he was taking me for
dinner and drinks at our favorite little basement pub, and then, we were going
to the village’s beer garden to listen to some traditional German music.
I
was honestly more than a little surprised at the invitation since many of the
people there knew his girlfriend and would most likely recognize me as well,
though it would be the first time they would be seeing me all dolled up and not
just as one of his guy friends. I figured he must have thought it all through
and somehow came to the conclusion that either word would never get back to his
girlfriend that he had been there with me while I was all dolled up as a girl,
or he had figured out some other way that he was going to explain it all away
if she ever ended up asking him what he was doing there with me while I was all
dolled up for him.
As I sat there at the dining table, looking out the
window, I did as I often did when I had a few minutes to think, which was
reflect back upon my time with my guy since his birthday party. The first six
weeks of our dating relationship was absolutely magical. We had developed a
pretty precise schedule of meeting up on certain days of the week and talking
on the phone at specific times. As far as I knew, his girlfriend had no idea
about us, but we managed to spend at least three nights a week together and
texted and talked throughout the week as well.
Every date, every night after our dates, and even every
conversation, were all still so filled with passion and love. That had become
the norm for me. I would think about him and about all the times we had spent together,
and then, without even realizing it, many minutes would pass. We were having
amazing times in some pretty amazing places – movie theaters, concerts,
museums, parks, beaches, stores, amusement parks – so many places that I never
dreamt I would ever go as Monica.
I was still deep in thought when I saw his car drive up
and stop in his usual spot right in front of my house. As usual, when I went
out with him, I timed it so that I was getting dressed and being picked up
while my parents were out at dinner or running some other errand, which was the
case that night.
I had grown accustomed to moving quickly from my front
door to his car, in my big ol’ heels and supercute little outfits, not worrying
that my neighbors might be out and see me. By now, there had been plenty of
opportunities for them to say something to me or my parents, but wonderfully,
no one had said anything at any point yet.
I got up out of the dining table chair, pushed it back
in, and then proceeded out the front door of the house, locking it behind me. I
had only taken a few steps when my phone chimed in my clutch purse. It was then
that I could see just faintly enough to make it out that it looked like he was
calling me from inside the car, which was odd because I was going to be at the
car in just a few seconds.
I stopped in my tracks, took my phone out of my purse,
and answered it. “Hi, daddy,” I said.
“Hi, babygirl,” he said back, us both looking at each
other through the side window of the car as we talked. “I didn’t want to
startle you, so I wanted to tell you that I have a surprise for you in the
car.”
“You do?” I asked, curious.
“Yes. Your surprise is in the back seat so I want you to
get in the back seat instead of the front, OK?”
I paused a second, looking at him and smiling.
“O...K....” I said.
“OK. Love you.”
I paused again, still puzzled, then said, “Love you.” I
then hung up the phone, put it back in my little clutch purse, and quickly
walked up to the back door of his car on the passenger side, he and I looking
right at each other and smiling the entire time. I was so filled with curiosity
as to what this surprise he brought me was going to turn out to be. I
nervously and anxiously opened the back passenger side car door, having no idea
what was awaiting me back there. The back seat dome light immediately turned on
and there, staring at me, was my surprise. It was my ex-girlfriend Jessica –
the girl that I had talked about when he was driving me up to the outlet mall
to go shopping the next day after our first real date and during our second dinner
date up at the hotel in West Hollywood.
Jessica looked me right in the eye and giggled a little,
then said, “Surrrrprise...”
She looked as beautiful as ever. Lovely milky white skin
with just the perfect amount of very faint freckles. Beautiful long brownish red
hair, hazel eyes, and bright red lips. Also surprising to me, but obviously
orchestrated by my guy, she was wearing a dirndl, too. It was a very
traditional olive green button-front bodice and dress underneath with a short,
flaring hemline and white petticoat underneath. And most noticeably, Jessica
was wearing a beautiful white satin and lace bra underneath a white lace little
dirndl top. And Jessica was chesty – DD-cup chesty – but also very fit and trim.
Her beautiful, milky-white large breasts were pouring up and over that little
dirndl top. Also very noticeably, Jessica was wearing the same exact stockings
as me, and had on a pair of black patent leather platform heels.
After drinking her in, my eyes trailed from Jessica’s
eyes as she sat there in the back seat behind the driver’s seat, forward up to my
guy’s eyes as he sat in front of her in the driver’s seat. “Daddy...” I said
with wide eyes.
This meant that at some point after I told him about
Jessica that day when we were driving up to the outlet mall and later when we
were at dinner at the hotel, he figured out a way to get in contact with her,
told her all about me being his girl now and dressing for him, had her get a
dirndl, and wear that dirndl when he picked her up at her house before coming
to get me to take me out on this date to the little Bavarian-style village.
“Surprise, babygirl,” he said, smirking. “You told me all
about how hot and sexy you still thought Jessica was, so I figured I would see
if she was up for spending some time with us.”
I then moved my eyes from his eyes back to Jessica’s and
asked, “Oh yeah? See if she was up for it?”
Jessica laughed and then said, “Look at you, girl! You
are gorgeous! Of course I am up for it.”
I then looked back to my guy with what I know was a
completely and totally stunned look on my face, and he still had that little
shit-eating grin on his. “Get in,” he said. “Get reacquainted while I drive us
to the pub.”
I looked away from him again and back to Jessica. She
then patted her hand on the car seat, indicating for me to sit down.
Without another word, I sat down in the back seat on the
passenger side of the car, closed the door, put my seat belt on, and my guy
started to drive away. The interior lights were off now, but I could still see
Jessica through the dim street lights. She was looking right at me and smiling.
While Jessica had seen me dressed up as a girl before, I had years more
practice under my belt now and she had that look of surprise that all of my
friends had when they saw me all dolled up that night at my guy’s birthday
party.
I reached my left hand over towards Jessica and turned to
face her a bit. Jessica took my hand with her right hand and also turned to
face me.
“Hi,” I said softly.
“Hi,” she said back in the same soft tone.
“You look beautiful,” I said.
“So do you,” she quickly returned.
“I love your outfit,” I said.
“I love yours,” she said back. “You look absolutely amazing.”
I paused a second and thought of what I wanted to say
next. I was a little afraid to say it, but decided to go ahead. “I’ve missed
you,” I said.
She squeezed my hand and then said, “I’ve missed you,
too.”
“I’m happy to see you,” I said.
“I’m happy to see you, too” she said back.
I thought for a second about what to do next and then it
came to me. I reached up to her face with my right hand and gently ran it down
her left brow and cheek, gently pushing her hair out of her face and behind her
left ear, which is something I did often when we were dating, and was something
she always said she loved. Funnily enough, I was wearing my hair behind my left
ear that night. Jessica closed her eyes and gently leaned into my touch. That
was all I needed to see to fully understand what was going on that night. This
was intended to be much more than just three people going out for dinner and some
drinks.
Jessica
kept her eyes closed and leaned into my touch until I reached the bottom of her
cheek and pulled my hand back to my side, my other hand still holding hers. We
looked right at each other for a short while, and then, I said, “I want to kiss
you.”
Instantly, Jessica responded, “I want to kiss you, too.”
I licked my lips just a little bit. Jessica and I had
kissed countless times before, many times with me dressed and in makeup, but I
had a feeling this kiss we were about to have was going to be our hottest yet. I
started to lean towards Jessica and she immediately leaned towards me. Our eyes
never left each other’s as we quickly closed the distance between us. We both
titled our heads to our right and our lips met. It was as if we had just kissed
seconds ago, even though it had actually been a few years since our last kiss.
I always loved the feel of my lipstick coming together
with another set of lips with lipstick, and I had always been so very fond of
how Jessica kissed. She kissed with passion, with strength. It was the closest
to the forcefulness of my own passionate kiss – that was until I kissed my guy
on that very first night during his birthday party. Finally, after a couple
seconds, we both closed our eyes in unison and just leaned into the kiss.
Jessica started to moan a bit first and I quickly
followed suit. I wanted to reach up and start caressing her, but it had been so
long since we had seen each other that I was a little nervous to do so. I think
Jessica could tell I was holding back because even the last time we kissed,
years ago, she was pretty used to me not being able to keep my hands off of
her. I first felt Jessica’s left hand slide behind my neck as she gently held
my neck in place then pushed me deeper into our kiss. Jessica’s right hand let
go of my hand and shortly thereafter found its way to my left breast form,
which was exactly how I remembered her initial hand work going when we had
kissed while I was dressed up in the past.
Now feeling more at ease, I reached both of my hands up
to her ample chest and took one big, beautiful, milky-white breast into each
hand. And just as I remembered always being the case, her nipples were already
rock hard with excitement. I had been having lots of fun with my guy the past
six weeks, but I came to the realization right then and there how much I had
missed holding a big, natural breast while kissing.
I got so lost in the moment and enjoying that lovely and
amazing kiss with Jessica that I almost completely forgot that we were sitting
in the back seat of my guy’s car. I opened my right eye just enough to check on
him, and as I suspected, he was still obviously driving and paying attention to
the road, but had moved his rear view mirror and was doing his best to also
watch us kiss in the muted street lighting.
I was so into massaging Jessica’s beautiful breasts and
having that one eye open to watch my guy looking at us that I had not noticed
that Jessica had once again opened her eyes. I opened my other eye, and while
still massaging those lovely big tits, looked back into Jessica’s eyes and
pulled away from the kiss.
Jessica let out a moan and licked her lips seductively,
still keeping her hand behind my neck and her other hand firly on my breast
form. “I’ve missed kissing you like that,” she said, followed immediately with,
“I’ve missed how you squeeze my tits. That always felt so good. No one does
that like you. Somehow you manage to be firm and gentle all at the same time.”
I slowly leaned in and kissed Jessica’s lips again,
quickly pulling back once more, our eyes still locked on each other. “I’ve
missed kissing you,” I said. “And, of course, I’ve missed your amazing tits,
girl.”
Jessica smirked a bit and then laughed a bit. She had
mentioned one time when we were dating how she loved that I called her “girl”
when I was dressed up with her. I had started doing that because her and all of
her friends called each other “girl”. I had originally done that to be funny,
but she immediately loved it and also told me to keep doing it. Later, as I dug
more and more into her relationships with her friends, Jessica told me about
how all five of them that were really close friends all through school had
experimented with each other sexually growing up – five absolutely beautiful
girls – all who had spent their formative years secretly playing sexually with
each other during sleepovers, in the lockerrom at school, in dressing rooms in
stores, literally actively carrying out just about every guy’s teenage girl
lesbian fantasies.
I knew each of the other four girls as well, though not
nearly as well as I knew Jessica now. I actually had dated three of those four
girls in some capacity before I dated Jessica, but none of those relationships
were anywhere near as serious or lengthy as my relationship with Jessica had
been.
“You remember how much you calling me girl turns me on,
don’t you?” Jessica asked. It was a completely rhetorical question because she
already knew the answer.
“Girl, you know I do,” I said, smiling. It was then that
I realized the car was completely stopped. I looked over at my guy and saw him
turned over his shoulder, his body partly turned around towards the back seat.
“We’re here,” he said, smiling ear to ear.
Without a word I moved towards him, put a hand on either
side of his face and kissed him hard. After a good minute-long tongue kiss, I
pulled back and looked him right in the eye. “Thank you so much for my
surprise, papi. She is the perfect little gift.”
“You are so welcome, babygirl. I knew you would love
having a friend with us tonight.”
“I definitely do, daddy.” I then giggled and he gave me a
peck on the lips. “I know we are going to have some fun tonight.”
“Oh, I don’t doubt that the two of you are going to be putting
on quite the show tonight,” he said.
I
giggled again and then gave him another peck on the lips. I then looked back at
Jessica who had been just sitting there smiling, watching my guy and me kiss
and talk. “So, he called you and got you to agree to all of this, including
wearing that dirndl?”
Jessica smirked at me and returned with, “Well, the
dirndl was my idea when he told me you were going to be wearing one. I thought
it would be way cuter and way sexier if we both had one on tonight. That way we
can drive all the boys here and your new daddy all wild with us dancing and
flirting with each other while wearing our cute little dirndls.”
I blew Jessica a little air kiss and said, “You always
were my favorite girl.”
Jessica blew me a kiss back. “I know I am, girl. You were
always my favorite girl, too.”
I smiled and shook my head a bit. “And when my daddy
called you to see if you wanted to come out with us tonight, you jumped at the
chance?”
“Of course. I always loved playing with you so much more
when you were dressed up like a girl.”
I smirked at that last little comment and said, as I had
said to Jessica in jest so many times before when we were dating. “You are such
a lesbo.”
And she returned with what she always said back to me
when I said that, which was, “Girl, you know I love sexy girls.”
I looked back to my guy and kissed him quickly once more.
“Give us a second to freshen up?” I asked.
“Of course,” he said, smiling. “You get out when you are
ready.” He then kissed me quickly again and got out of the car.
I sat back down into the back seat opposite of Jessica
and reached over and took both of her hands into my hands. Jessica just looked
at me and smiled.
“I am so happy you are here with us tonight,” I said. “I
always wanted to share him with you and share you with him. I didn’t really
understand when we were dating what all of this was, but now I know.” I looked
down at myself in my cute little dirndl when I said that last part then looked
back at Jessica smiling.
“I always knew that you would end up here with him like
this one day,” Jessica said. “You talked about it so much when we were dating.”
“You know I totally loved you, though, right?” I asked.
“Oh, I know that you loved me. I know that you still do.”
I then leaned in and kissed her softly and she returned
the soft kiss, our lips gently parting, our tongues dancing just a little, very
sweetly. When we pulled back from the kiss, I said, “And you are ready to be
with both of us tonight?”
“Very much so,” Jessica said. “I know you love him, too,
but I also know that he would never walk away from that marriage he is supposed
to have. I know that tonight is all about having some fun, but I also wanted it
to be about us reconnecting, even as girlfriends, or maybe...girlfriends with benefits?”
I leaned in and we kissed again. Another soft and sweet
kiss. “I would like that very much,” I then said. “And definitely, with
benefits, please.”
Jessica laughed her cute little girlfriend laugh – the one
she saved for when it was just her and her lover. That was the first time she
had laughed that way that night and I knew she was serious about us
reconnecting. I actually thought at that point that she probably would not have
been so interested in reconnecting with me as a boyfriend of hers again, but now
that I was actually going out in public dressed and she and I could be actual
girlfriends in that capacity, she was now far more interested in me once again.
We let go of each other’s hands and I took a few seconds
to straighten my outfit, my hair, and look at myself in the rear view mirror a
little. Jessica sat there and watched me doing so, smiling. Just as I was about
ready to suggest that we get out of the car, she said, “You look amazing. I
mean, I always told you that you looked cute when you would dress up when we
would play, but seriously, you have gotten really good at this. You look so
fucking hot, girl.”
“Awwwww,” I said, leaning back in for one more kiss to
thank Jessica for saying such a lovely thing to me. This time, Jessica reached
up and took my head into her hands and gently carresed me as we kissed. The
kiss was longer this time, and a little more passionate, though still very soft
and sweet.
When I pulled back from the kiss, Jessica once again took
my hands into hers and asked, “Girlfriends?”
I nodded, shook our hands a little bit and said,
“Definitely girlfriends.”
Jessica then leaned in once more and gave me a little
peck, this time on the cheek, still holding my hands. She stayed in close and
then opened her eyes wide as if she was going to say something surprising,
starting to gasp a little.
I mimicked her wide eyes and also started to gasp a
little.
“Now, lets go eat!” Jessica said in a bit of a raised
voice.
“OK,” I said back to her.
When
then released each other’s hands and quickly got out of the car, she on the
driver’s side and and me on the passenger side. We each closed the car door
behind us and looked at each other over the top of the car. Jessica blew me a
kiss and I returned it back to her. Jessica then motioned for me to come over
to her and said, “Now, come and hold my hand so I don’t fall in these heels.”
I
first looked at my guy who was standing right there outside the driver’s door,
where he had been standing, waiting for us since he got out of the car. He
smiled and I returned the smile, and then I quickly darted around the back of
the car, straight over to Jessica, reaching out my right hand and grabbing her
outstretched left hand. We then both turned towards my guy and I said, “Daddy,
we’re ready for dinner.”
“Yeah,”
Jessica smirked and said as she pointed towards me with the thumb from her free
hand. “She is ready to eat! And I think she is ready for dinner, too.”
He
smirked a little and chuckled, and I slapped her shoulder with my free hand.
“Lesbo slut,” I called Jessica. “Pussy eater,” Jessica called me. We were right
back into the swing of our normal banter so quickly.
My
guy motioned for us to lead the way before him. Jessica took the first couple
steps and I hurried to catch up to her. She then looked over her shoulder at my
guy and said, “You know we are going to be like this all night, right?” She
then nodded towards me and added, “This one and I have been girlfriends for
years. She can throw shade like a total lesbo.”
Jessica
and I giggled together as my guy said from behind us, “Oh, I am sure she can.
She has a mouth on her, that one. Very lady-like, but so damned sassy and nasty
when she wants to be.”
“Hey,”
I said, looking back at my guy and then over my shoulder to Jessica, “I know
for a fact that both of you like when I talk dirty.”
Jessica
squeezed and shook my hand a little as we were walking and I looked over at
her. “You are the best dirty-talker in the business,” she said. My eyes widened
a bit and I nodded my head a little as I squeezed Jessica’s hand back.
It
wasn’t long before we arrived at the front entrance of the little downstairs
dive bar and restaurant I knew my guy was planning on taking us to. I then
looked back over my shoulder at my guy, who had just been taking in our little
conversation while he walked behind us. “And I bet you-know-who back there
ensured we have that special, most out of the way table in the place because he
knew I was going to want us to fool around while we are waiting for our food.”
Jessica
also looked back at my guy and he held up his hands, shaking his head. “I just
give the lady what she wants. I’ve never asked her one time to make out with me
at the table in a restaurant, but I am sure as hell not about to tell her to
stop.”
Jessica
and I both laughed and began to carefully make our way down the stairs to get
to the little dive bar and restaurant, holding on tight to each other’s hand,
slowly stepping down together, step by step.
When
Jessica and I reached the bottom of the stairs, still holding hands, my guy stood
right behind us on the last step so that he could see over us. The hostess
stand at the bottom of the stairs was occupied that night, as it was most other
nights, by the owner’s wife, Greta.
Greta
knew who I was because I had been there so many times in the past. She had a
whole closet full of supercute and supershort dirndls with flaring petticoats
and beautiful bodices that she always wore to the bar at night. She always had
traditional flower crowns in her hair as well. She was older now, probably
somewhere in her late forties, but you could tell she was a superhot blonde,
blue-eyed German hottie in her day. That night, Greta was wearing her baby blue
little dirndl, which was actually my favorite of all the ones I had seen her
wear over the years. Funnily enough, it looked just like the traditional olive
green one Jessica was wearing that night, but was just in baby blue instead.
Greta
looked at me, obviously recognizing my face by her expression, but also surprised
to see me in my pretty satiny dirndl, my long black wig, and in full makeup and
heels. Her mouth parted and she was about to say something to me, but before
she could utter a word, my guy called out from behind us. “Guten nacht, Greta.”
Greta’s
eyes left mine and looked up and passed me to my guy as he stood there behind me
and Jessica on that last step. “Guten nacht,” Greta said, so excited to see him.
Her eyes then returned to me, then looked over to Jessica, then looked down to
our intertwined hands between us. Greta took a second and then looked back up
to my guy and said in her thick German accent, “Such lovely ladies you have
with you this night, no?”
“Indeed,”
my guy said back to Greta. “Such lovely frauleins to join me for dinner.”
Greta
was always so nice to my guy whenever we went there. He spent well. We all did,
actually, when we were there with him. Lots of food and drinks over the years.
I always told him that Greta thought he was hot and he always dismissed that
notion, but I knew that was definitely the case. I told him that she always
looked at him like she wanted to eat him up.
“I
have been holding a table special for you, ya,” Greta said with a big smile as
she grabbed three menus and started to walk towards exactly where I thought she
was going to put us. This time, instead of letting us go first, my guy stepped
down that last step and moved around me and Jessica so he could walk in front
of us with Greta.
The
little bar and restaurant was actually pretty small, but they always managed to
cram lots of people into it. Picture a Bavarian bar in the cellar of someone’s
home. There was an actual bar and kitchen and a dining area with ten tables and
chairs, plus one lonesome booth in the back, around a corner, that was dimly
lit, out of view, and always open and waiting for my guy when he called ahead
and spoke to Greta, who at this point, recognized his voice over the phone as
soon as he greeted her.
Jessica
and I, walking hand-in-hand, swinging our arms and our hips, with our heels
clicking loudly on the white and blue checkered tile floor, somehow still
audible above the loud German music coming from the joint’s speakers, managed
to garner a stare from just about every person in the place. As usual, it was
mostly all guys with the exception of one or two girls.
I
was loving the attention and I could tell Jessica was, too. She started to
giggle a little and I joined in as we started to hear a few whistles as we
walked. Those few whistles garnered us even more attention and the whistles and
hollers quickly multiplied and became much louder, soon drowning out the
clicking of our heels, and even the loud music.
Any girl entering the place in a dirndl after
it was full like it was that night was always subjected to whistles and
hollers. But, I honestly had never heard them that loud and numerous. But, I
also had never seen two girls in dirndls walk in, holding hands like Jessica
and I were. It was all in good fun, of course, but this was definitely the
first time I was on the receiving end of the whistles and hollers, and I absolutely
loved it.
I
wondered and imagined that most of the guys whistling could tell immediately
that I was a trans girl, but at the same time, there was a lot of alcohol
served at this place, so who knows.
Once
we rounded the blind corner at the back corner of the place and reached the
booth, Greta motioned for us to go ahead and sit down as she placed the menus
on the table. The whistles subsided pretty quickly once we were completely out
of view of the main dining and bar area.
“You
sit,” Greta said in her lovely German accent, smiling such a big and lovely
smile. “I bring you first round on the house. Hefeweizen, just like you like,
ya?”
That
question was definitely directed at my guy and he told Greta that she was
correct. Greta then turned and walked away, and Jessica let go of my hand so
she could slide into the booth. It was a round booth with a round table that
had a thick, long, floor-length cotton burgundy table cloth on it. Whenever we
were sitting in this back booth, my guy friends and I always said this booth
was so far out of the way, and with such a long, thick, opaque table cloth, was
designed to be a place where people could have a little fun under the table.
I
would tease my guy, back when we came together with our friends and Greta sat
us back there, that she was doing so because she wanted to crawl under the
table and be out of sight while she was having some fun with him. He always
balked at the notion like he did whenever I told him about how I thought Greta
liked him, but I really felt that he knew I was right about her.
Jessica
slid to the middle of the back side of the round booth and I sat on her left,
sitting close enough to her that our legs were touching. The second we settled
into the spot where we were going to sit, I felt her left hand take my right
hand into hers. She interlaced her fingers into mine and then rested our hands
on my leg. My guy slid in on the other side, sitting to Jessica’s right, but
obviously not as close to her as I was sitting.
I
thought it was cute that if anyone happened to pass along, like Greta was about
to when she returned with our beers, they would easily think that Jessica and I
were the couple and my guy was the third wheel. It then dawned on me that this
was exactly why he was comfortable taking me there dressed up that night and
how he was going to explain it all away if the girlfriend ever got wind of it –
that Jessica and I were there together and he was just tagging along.
Just
as I was thinking that, Jessica leaned over just a little more and rested her
head on my shoulder, just like she always did when we sat together those years
ago when we were dating.
I
looked across the round table to my guy and he was looking at us, smiling ear
to ear, no doubt thinking ahead to the fun he was anticipating having with the
both of us later that night.
“Do
you want to get the sampler platter?” he asked me.
I
nodded at him and smiled because that was always his first question as soon as
we sat down back there in the booth. I always thought it was funny, and cute, that
he asked, even though no matter what the answer was, he was going to order that
sampler platter anyway. I also was laughing a bit inside, marveling even, that
it was only about eight short weeks ago that he and I were there last, with
some of the guys at his birthday party, sitting at this exact table, sharing
the sampler platter and drinking a few beers the first night of Oktoberfest. That
night, I could never have imagined that in just a matter of eight short weeks,
I would be in this same booth, all dolled up in my dirndl with him and my
ex-girlfriend Jessica, also in a dirndl, having a prelude quick meal and drinks
to a night of fun together.
I
was anticipating and wondering about my next move when Greta rounded the
corner, carrying three large beer mugs.
“Greta,
you are an angel bearing gifts,” my guy said to her and she was beaming.
“You
want the sampler platter, no?” Greta asked as she set the beers down on the
table and glanced at each of us smiling. Her smile lingered on me a bit and our
eyes exchanged so many words without us saying a thing. It was as if this woman
who had known me so casually over several years was not in the least bit
surprised to see me all dolled up like a girl. Her eyes were not surprised at
all, but very understanding and kind, almost with a tinge of excitement for me
and for what this must have all appeared to be to her.
“Yes,
please,” my guy smiled back at Greta. “You know I love that sampler platter.
Your husband is such a good German cook.”
Greta
chuckled a bit. “Ah, he is OK,” she said with a smirk. “I tell you, you come to
my home one night for dinner and I will cook you a proper German meal.”
“By
the end of the year this year, Greta,” my guy said back to her, “we will have
dinner at your home.”
“You
come at Christmas time, ya,” Greta said back. “You see my decorations and our
tree and have a good German dinner. You bring your friends.”
“We
will definitely do that,” my guy said back to her. Greta then smiled at him and
turned and left, undoubtedly to go tell her husband to start cooking that
sampler platter for us. As soon as Greta turned, Jessica reached for her beer
mug with her free hand. Jessica expertly kept her gaze forward and easily drank
from that big beer mug with just her right hand and I looked at her a little
out of the corner of my eye, smirking at her as I did the same, taking a good,
long swig from my beer mug.
At
that point, my guy raised his mug towards us and said, “Prost.”
Jessica
and I both stopped drinking and each of us together moved our mugs, towards
his, tapped all three together and Jessica and I sounded back with “Prost,” at
the same time.
I
looked at my guy and he smiled back. Greta’s head then peeked around the corner
and she said, “Your sampler platter is on the way. Just a few minutes, ya.”
My
guy looked over towards Greta and thanked her. I just sat quietly, looking at
my guy, enjoying the amazing feeling of being out all dolled up in my dirndl,
holding Jessica’s hand and having him watch her and I enjoying being coupled up
for the evening.
After
a bit of sitting there, hand-in-hand, I turned to Jessica and leaned into her.
Jessica smiled as she saw me coming closer and leaned into me. Our lips met
once again with the same passion as they did in the back seat of the car just a
little earlier. I could feel my guy’s eyes on us, intently watching as Jessica
and I kissed passionately.
It
was just then that we heard Greta’s footsteps coming and Jessica and I quickly
broke our kiss. It was very instinctive. I mean, we were consenting and of age
adults, so not a big deal at all if we were kissing, right? But, for some
reason, we both broke the kiss and quickly returned to facing forward as we
heard Greta coming, like two schoolgirls who were avoiding getting in trouble
for kissing each other in the hallway at school.
My
guy just sat there smiling at us, almost chuckling a bit as Jessica continued
to hold my hand tightly beneath the table despite having broken the kiss. Greta
rounded the corner with the big white platter that contained some amazing German
fare, including some sausages, some cheeses, some crackers, some breaded
chicken, and sour kraut. My guy loved to get this big platter for the table
whenever we were there. Greta must have been busy because normally she would
linger after brining our food, but she quickly disappeared after dropping the
platter off on the table with a couple pleasantries.
As
soon as Greta was gone, back around the corner, Jessica leaned over towards me
and said in my ear, but loud enough for my guy to hear, “You go ahead and eat.
I am going to just sit here and kiss your neck and your ear and tease you a
bit.”
I
turned to face Jessica and kissed her again, this time just a quick peck. “You
know I can get a little squeemish, but you are welcome to do it.”
Jessica
smiled and said, “I know that you do and I think it is so cute to watch you
squrim and try not to laugh.” She then moved towards my ear with her mouth and
I turned forward again, looking over towards my guy. His eyes were once again wide
with anticipation as we looked at each other, smiling.
Once
she reached my ear, Jessica gently kissed my ear lobe and whispered, “I cannot
wait to get you home later, girl. We are going to have so much fun.” Jessica
then turned her head slightly and began to kiss my neck below my ear. I gasped
a bit and rose in the seat a little at the sensation of Jessica’s mouth and
tongue, and my guy smirked at me as I then braced myself with one hand on
either side of my body on the seat next to me. He casually started to eat,
watching me with that little smirk on his face as I began to gently squirm in
my seat at the amazing sensation of Jessica kissing my sensitive neck. I tried
to eat still as she was doing so, but could tell it was going to be very
difficult.
Jessica
began to moan as she continued to kiss and gently lick my neck. I was already
struggling so hard to maintain my composure, but she returned her mouth to my
ear and whispered, “I missed you so much, girl. I am dying for you, girl –
dying to show you how much I missed you.”
I
could not help but want to kiss her so badly. I turned my head once more towards Jessica and our mouths met again. Jessica reached her hands up and
put them behind my neck, pushing my mouth into hers as I felt her tongue part
my lips and then force itself into my mouth.
“Fuck,
that is so hot,” my guy said as Jessica and I relished in that amazing and
passionate kiss.
Jessica
pulled away from the kiss, grinning ear to ear. “Yeah, it is,” Jessica said,
looking right into my eyes. She then moved back towards me and we kissed again,
another long and passionate kiss with lots of tongue movement. As I was deep in
that kiss with Jessica, I figured out exactly what I wanted to do next.
When
I pulled back from the kiss, I looked right into Jessica’s eyes and said, “Now,
it is my turn, girl. You eat off the platter while I kiss your neck.”
“Mmmmm,”
Jessica moaned. “OK. Your turn.”
With
that, Jessica looked towards my guy and I went straight for her ear with my
lips. “I can’t wait to get you home, too, girl,” I whispered as I felt
Jessica’s body shudder a little bit. I then kissed her ear once more, tonguing
her ear lobe a bit, and then I proceeded to kiss down on her neck below her
ear.
“Oh my God,” I heard Jessica say to my guy.
“I’d tell you how great she is at this, but I am sure you already know.”
I
then heard him say back to her, as I was busy kissing her neck, “That I do. She
is so gentle and yet so passionate at the same time.”
I
kissed Jessica’s neck, went back to her ear again, and then back to her neck
once more. I repeated this pattern for what had to be a good five minutes or
longer while Jessica did her best to enjoy the food, having to stop and moan a
bit here and there, and also, having to take a moment to maintain her
composure. It was absolute heaven sitting there with her in that booth, kissing
her and being so close to her once again.
At
that point, I reached my hands up and started to turn Jessica towards me as I
moved from her neck and towards her mouth. She swallowed and we then shared
another deep, passionate, tongue-filled kiss.
When
we pulled back from the kiss, our mouths parted, but our foreheads stayed
together and our eyes opened, both of us smiling big, beautiful, satisfied
smiles.
“Fuck,
that was hot, girl” Jessica said.
“Yeah,
it was,” I said back to her smiling.
“Do
you think it’s his turn?” Jessica asked, her eyes leaving mine so that she
could use them to nod a bit and gesture towards my guy as he was sitting there,
watching intently, still picking at his sampler platter without looking down at
it, his eyes transfixed on us.
“I
really do,” I said. “Me first, or you first...or both of us?”
“Definitely
both of us,” Jessica responded, smiling.
“Are
you ready?” I asked.
“Of
course,” Jessica responded as we looked right at each other, smiling.
“What
do we do if Greta comes back while we are all making out together?” I asked
her, smirking.
Without
skipping a beat, Jessica said, “We slide under the table and he tells her we
went to the bathroom. That will be fun, right?”
I
laughed and said, “You are too cute, girl.” With that, I started to slide out
of the booth so I could go around to the other side and Jessica slid closer to
my guy. He stopped eating and wiped his hands. He then took a big swig of his
beer and looked towards me. As Jessica nestled next to his left side, I slid
into the booth and nestled next to his right side. Without a word, I moved in
and started to kiss him. I could feel he was really enjoying himself in that
moment.
After
a little while, I broke the kiss and he looked at me, smiling. “You sure you
are OK with this?” he asked.
I
nodded and then looked beyond him, my eyes meeting with Jessica’s. “Kiss her,”
I said, still looking right at Jessica. Her eyes left mine as my guy’s head
turned away from me and towards her. Jessica then moved in and closed her eyes
when their lips met. They began to kiss just as passionately as Jessica and I
had been kissing just moments earlier.
“That
is so hot,” I said, leaning in towards my guy so that I could watch them kiss
even better. “I cannot wait for us to get home and have some fun.”
My
guy and Jessica continued to kiss and I was enthralled at the sight. Finally,
after a bit, I said, “You are pretty good at that, girl.”
Jessica
started to laugh a bit while they were maintaining their kiss and she managed to say
back to me, “Thank you, girl,” as she continued to kiss him.
Just
then, Greta’s footsteps began to sound from around the corner and it sounded
like she began talking before she was in the line of sight of the table. “How
is the sampler platter tonight?” Greta’s voice asked.
Jessica
and I both giggled a little bit and I saw for just a split second as she broke
the kiss with my guy and started to slide under the table. I started to do the
same and by the time we heard Greta actually round the corner, Jessica and I
were sitting next to each other, under the table, hidden by the table cloth,
our arms holding each other like we were hiding from a monster in a horror
movie. We were both trying so hard not to laugh.
It
was pretty dark down there under the table because of the thick table cloth,
but we could still see each other’s smiling faces. I held my finger up to my
mouth to shoosh Jessica and she smirked at me and sarcastically did the same,
making fun of me.
“Where
are the lady friends?” Greta asked before my guy could answer about the sampler
platter.
I
could see the look on my guy’s face in my mind, him sitting there, leaning back
against the back of the booth, his arms stretched out to either side like he
was sitting in a hot tub as he looked at Greta, smirking because he was so
enjoying himself while Jessica and I were hiding down there, under the table.
“Ladies
room,” my guy said, cool and calm.
“Ah,”
Greta said. She paused a moment, as if she was thinking, and then, she said,
“The girls, they are a couple, ya?”
I
knew the answer that was coming because Greta knew his girlfriend so there was
no way he was going to say that he and I were the couple, or that he was going
to be with both of us later that night. Greta assumed, I am sure, after seeing
Jessica and I sitting together so closely and knowing that my guy had his
girlfriend, that he was the third wheel that night. “Yes,” my guy said. “An old
love reignited tonight.”
“That
is good, no?” Greta asked. “A few drinks and they are back in love.”
“Indeed,”
my guy said.
There
was another pause as if Greta was thinking again. I still had my finger over my
mouth down there under the table, still holding Jessica.
After
a couple seconds or so, Greta spoke again. “The dark-haired girl, she is your
friend, ya? Has been here with you before with all your guy friends? Is dressed
like frau tonight?”
I
could tell from how my guy’s body was moving that he was nodding yes to Greta.
“Yes, she always wanted to come here in a dirndl.”
“Ah,”
Greta said, “she looks very pretty in her dirndl. Both of your friends tonight,
very pretty girls. Lovely German outfits. They make very lovely German girls.”
“Thank
you, Greta,” my guy said, “I will tell them you said that.”
“Very
nice,” Greta said. “You need more food? More drink?”
“One
more Hefeweizen for me,” my guy said. “In about five minutes or so.”
“Very
well,” Greta said. “I come back in five minutes to check on you and bring you
another.”
With
that, I could hear Greta’s heels clicking and her dirndl swishing away. As soon
as she was out of ear shot, my guy started to laugh a bit and I stopped holding
in my laughter as well. Jessica then burst into laughter and she once again
rested her forehead against mine, smiling uncontrollably at that point.
“Oh
my God,” Jessica said, still laughing. “We are too much!”
“Right?!”
I asked. “That was too funny!”
As I
started to move away from her to get up off the floor and return to my seat in
the booth, Jessica reached her arms up and pulled me close to her again. She
kissed me once more, again very passionately. I felt Jessica’s reluctance as I
pulled back from the kiss, but I could tell once I did so, she understood that
we needed to get back up and into our seats at the table. She kissed me twice
really quickly again in quick succession after we broke the longer, passionate
kiss, and she said, with a smile, “Let’s go have some more sampler platter.”
I
laughed and kissed her once more quickly. We both returned to our positions
sitting in the booth by moving over to where we were sitting originally while
still under the table and snaking our bodies up and out from underneath the
table and table cloth until we were back on the seat, still right next to each
other, our hands returning to their interlaced position on my thigh once again.
My
guy was visibly satisfied, grinning ear to ear as he looked back and forth
between the two of us as Jessica and I
started to pick at the sampler platter with our free hands.
“That
was fucking awesome,” my guy said.
“I
am glad you liked it, daddy,” I said, smiling back at him while I was chewing.
“Yeah,”
Jessica said, herself also chewing, “When we were dating, she told me she had
heard you were a good kisser, and I have to say, she was correct.”
“Oh
yeah?” my guy asked.
“Yep,”
Jessica said. “You’re almost as good as she is.”
He
chuckled a bit and I squeezed Jessica’s hand to both thank her for what she
said and let her know how much I was appreciating her being a part of our night.
It
was not long after that Greta returned with my guy’s second beer and he told
Greta to go ahead and close out the tab because we were going to go to the beer
garden. “Of course,” Greta said. She then looked to me and Jessica and said,
“Did he tell you how beautiful I said that both of you girls look tonight? Like
beautiful German princesses?”
“Awwwww,”
I said to Greta, “Thank you, Greta. You are always such a sweetheart.”
“Yes,”
Jessica said, squeezing my hand and leaning even closer. She then kissed my
cheek, looked to Greta, and said, “Thank you, Greta. This one is such a
beautiful girl.”
I
had to have been blushing quite a bit at that point and smiling so big. I
brought Jessica’s hand up to my lips and kissed it, then followed the kiss by
saying, “Thank you, girl.”
With
that, Greta left to go get our bill and my guy asked, “Had enough to eat and
drink? Ready to go to the beer garden?”
“I
am,” I said. “I am ready to watch those girls dancing in their sexy dirndls.” I
then looked to Jessica and said, “Like this one, over here.” Jessica smiled and
danced a little in her seat, followed by a quick laugh and then another kiss.
Greta
emerged shortly with the bill and my guy paid. My guy stood up from the table
first and then I followed as Jessica slid back out of the booth. He walked
ahead and I took Jessica’s hand so we could once again walk behind him. We made
our way around that little corner and back out into the main dining and bar
area. Somehow, it was even more crowded and louder now, and once again, Jessica
and I garnered so many whistles and hollers.
I
squeezed Jessica’s hand and she squeezed back as we looked at each other,
smiling and laughing a bit, enjoying the attention once again. When we reached
the hostess stand, Greta was standing there and my guy walked up to her and
kissed her on the cheek. “Danke, Greta,” he said in his perfect little German
accent.
Greta
kissed him back on the cheek and said as we started to pass by the two of them
to start walking back up the stairs, “You take good care of these ladies
tonight. Be safe. Have fun. Hab einen
schönen abend – have a pleasant evening.”
“Thank
you, and you too,” my guy said, followed by Jessica and I saying thank you in
unison as we started back up the stairs. My guy followed closely behind us and
we soon emerged back into the night air and the dimly lit little Bavarian-style
village.
Jessica
and I walked over towards the main entrance to the beer garden, still
hand-in-hand and swinging our hands, with my guy walking right behind us. I
could feel his eyes on us. I was sure to sway my hips and Jessica was doing the
same.
I
figured I would play with him a little, and asked Jessica, “Did you like kissing
my daddy?”
Jessica
smirked and responded, “Yeah, I liked it. And I loved making out with you while
he watched us.”
We
reached the main entrance to the beer garden as Jessica was saying that and you
could tell by the smirk on her face, the little blonde girl sitting there in
her dirndl to check us in had completely heard and understood what Jessica had
just said. “Sounds like you ladies are already having a fun night,” she said.
“Uh-oh,”
Jessica said, very unconvincingly, over-overtly winking at the girl, “did you
hear that?”
The girl just smiled without responding and Jessica and I
walked in while my guy stopped to pay her the entry fee and get our wristbands.
Jessica and I emerged into the big, open air beer garden that was well lit and
adorned with strings of white and blue Bavarian-colored lights. There
was row after row of metal and wood benches and while it was still relatively
early, it was still pretty packed in there. It wasn’t near as busy as during
Oktoberfest, but the little beer garden was always pretty packed as it got
closer to Christmas. Just like at Greta’s place, Jessica and I entering the
beer garden while holding hands was met with many stares, and more whistles and
hollers.
The music was loud, but you could still hear people
talking. There was a live band up on the stage and pretty decent lines at the
windows to buy beer and food. It was a diverse crowd in there, all different
ages, and a good number of people wearing traditional outfits. There were more
than a few packs of younger girls wearing very short and sexy little dirndl
outfits with big, poofy petticoats underneath.
Jessica and I made our way to a nice little spot opposite
the stage where we could still see the band and the crowd, but far enough away
that we could still hear each other talk very easily. We walked hand-in-hand
still, enjoying the whistles and hollers, leaning on each other a bit, giggling
and laughing all the while. My guy soon caught up with us and put our
wristbands on us, one on each of our opposite wrists since Jessica and I were
still holding hands.
He then headed off towards the vending windows, no doubt
to get us some more drinks. Jessica and I danced to the music a little, still
holding hands the entire time. She would pull me close and then push out a bit,
teasing me and flaunting her amazing figure. We were definitely acquiring a
number of stares and admirers with our dancing.
It wasn’t long before I could see my guy coming back towards
us, doing his best to carry three large plastic cups filled with beer. As he
grew closer, I slowly and gently leaned in towards Jessica and she took my cue,
leaning into me and giving me another very passionate tongue kiss for him to
see. Within seconds of initiating the kiss, a small little roar of applause and
whistles came up from the crowd of people not too far in the distance. I opened
my eyes to see that the cheering was definitely for us and our little kiss.
Jessica pulled back from the kiss, laughing a bit and I
did the same. I had seen this play out so often in a crowded bar or club – two
girls kissing before a cheering crowd, but never had I thought I would have
been one of those girls receiving the applause and hollers. I completely understood
why those girls did that. It was such a rush!
“Oh my God,” Jessica said, still laughing. “We’re
famous.”
“I know, right?” I giggled back to her.
“Girl,” Jessica responded, “ I don’t know how much longer
I am going to be able to take kissing you without you doing more to me.”
“Oh yeah?” I asked with a devilish little smile.
“Totally,” she said back, leaning in for a quick peck on
the lips once more, then followed that with, “I am going to need you to make
love to me tonight. Probably both of you.”
Right after she finished saying that, my guy reached us with
the beers in hand and I could tell by the little smirk on his face he heard
what Jessica had just said. “One beer and we head home?” my guy asked with his
own little devilish grin.
I looked at Jessica and she nodded. I looked back at him
and said, “I think that is a very good idea. Our poor girl here has needs,
apparently.”
My guy motioned with his head towards a nearby table so
he could set the beers down and we could have a sit while we drank. I followed
behind him, my hand pulling Jessica along behind me. When we reached the table,
he sat backwards on the bench, facing away from the table so that his back was
leaning on it. He reached up with the hand that had two beers in it and as we
reached the table, I took one and Jessica took the other.
I did my best to not spill at all as I kept my beer in
one hand and Jessica’s hand in the other. Jessica saw that I was sitting first
and stood there, holding my hand. I could tell by the position and the little
smile on her face that she was waiting for me to sit down so she could sit on
my lap.
Once I was seated, Jessica moved around toward my right
side, the side where my guy was sitting and then proceeded to carefully not
spill her drink either as she slowly sat across my lap, just how I had sat
across my guy’s lap that night of his birthday party in his bathroom, and again
a few days later in the pool at the hotel. This way, Jessica was on my lap but
still facing the both of us. As soon as she was seated firmly on my legs,
Jessica once again leaned down and kissed me quickly on the lips. This time,
she sounded out the “Mwah!” as she kissed me. Then, as if it was not enough of
a kiss, instantly after pulling back from it, Jessica leaned right back in and
this time forcefully parted my lips with her mouth and stuck her tongue inside.
This one was a long and passionate kiss and our admirers must have still been
watching us because the whistles and hollers began again while we were kissing.
This time when Jessica pulled away from the kiss, she
said, “Girl, I cannot wait for you to get me home.” She then looked right at my
guy, who, of course, was watching us intently, smiling ear-to-ear and said to
him, “Well, for both of you to get me home.”
My guy just nodded and smiled, taking a sip of his beer,
playing it totally cool, but at the same, letting his eyes and the look on his
face tell us both that he was definitely ready for that to happen.
I sat in contentment with Jessica on my lap, both of us
swaying and enjoying the music while we drank our beers. My guy sat there in
contentment as well, sipping his beer, his eyes going back and forth from the
band up on stage, the cute girls dancing and carrying on in their short little
dirndls, and then to me and Jessica, looking us both up and down.
Jessica kissed me a couple more times, though not as long
and passionately as when she first sat on my lap. The novelty of us kissing was
wearing off on the group of people around us and the whistles and hollers had pretty
much subsided entirely by the time the three of us had finished our drinks.
Once she saw that all three plastic cups were empty, a
very eager Jessica kissed me once more, quickly on the lips and then said to
both of us, “Ready to go have some more fun?”
“I sure am,” I answered.
My guy gave us his answer by standing up, taking our
empty cups from us, and motioning towards the exit with his arm. Jessica stood
up off my lap and I stood up next to her. We had managed to hold hands the
entire time and it seemed that she was not about to let go of my hand now at
this point. Jessica and I walked towards the exit, swinging our hands and my
guy tossed the empty cups in a nearby trash can and then followed closely
behind us.
We were still getting some stares on the way out and I
must admit that, much like at my guy’s birthday party, I was definitely
enjoying the attention. I could tell Jessica was enjoying it as well.
We made our way out of the beer garden and I led Jessica
by the hand in the direction towards the car. As we got further away from the
beer garden, the loud music became much more of a quieter echo in the night and
the bustling little Bavarian-style village’s fake little cobblestone streets
become pretty sparsely populated with other people. We made our way past Greta’s
little place where we had started our evening and I led us down a dimly lit
little side corridor that ran down the length of the rectangular building that
the bar rested underneath.
We were about halfway down the little corridor when I
felt Jessica stop and pull back on my hand and arm a bit. I stopped and turned
to face her. Jessica leaned back against the side of the empty and dark
building and pulled me in close. I was resting right up against her, her ample
breasts and my breast forms pressing together. Jessica and I then kissed
passionately once more. My guy stopped in his tracks as well and stood there,
watching this all unfold right before his eyes. After a good minute of making
out with me, Jessica then grabbed me by the hand and drug me behind her as she
hurried to the car.
It
was a very brisk walk, especially for wearing heels, but my guy managed to keep
up with us and we were shortly back at his car. It was a whirlwind little
evening so far, and while we did not stay at the beer garden as long as I
thought we would, food and drinks at Greta’s went about exactly how I figured
it would go. And now, all I could think about was us getting home so I could
see what was going to happen next.
My guy unlocked the car and the proceeded to open the
back driver side door for Jessica. She gave him a quick peck on the cheek and
said thank you before sliding into her seat, followed with my guy closing the
door. I stood at the passenger side back seat door, letting my guy know that I
was planning on riding in the back seat with Jessica again. He quickly made his
way over to me, looking right at me and smiling the whole time.
When he reached me, he kissed me on the cheek and said,
“You are so fucking amazing.” He said that a lot and I never got tired of
hearing it.
“Thank
you, papi,” I said. “And thank you for this lovely surprise little evening.”
“You are welcome, babygirl,” he said as he opened the
door. I kissed him on the cheek and sat down in the back seat. My guy then
closed the door and hurried back around the car to get in so he could drive us back
to his place.
When I got into the back seat, I could see that Jessica
had positioned herself with her back against the closed door, one leg up on the
back seat and the other on the floor, her legs completely spread. I turned my
back to Jessica and slid my butt along the back seat until I was sitting right
in front of her, right between her legs.
Jessica wrapped her arms around me and kissed me on the
cheek from behind as my guy started the car and began driving. I knew we should
have at least put our seat belts on, but resting back against Jessica and having
her arms wrapped around me just felt too wonderful.
“You
kissing me and flirting with me all night has been so fucking hot,” Jessica
said in my ear.
I turned over my shoulder and looked back at her. “I am
so happy you liked that, girl,” I said.
“You
have become such a perfect girl,” Jessica said, “and I am loving it so much.”
Jessica held me tight from behind and I was just loving
the feeling of those big, natural breasts against my back and the feeling of
her arms around me. I was loving feeling her breath on my neck and on my ears.
Every once in a while, she would lean down and kiss my ear lobe, sometimes
licking it as well.
I had honestly expected Jessica and I to carry on and
talk, continuing to get caught up during the drive back to my guy’s place, but
instead, we were completely silent after that little exchange once we first
were together in the back seat. We looked at each other in the dim light and
she kissed me more than a few times, but other than that, we were just enjoying
being back in each other’s arms again.
It
wasn’t long before I looked out of the front windshield of the car and realized
that we were just turning into the alley that ran behind my guy’s house. My guy
pulled into his garage and quickly turned off the car. He also quickly got out
and opened Jessica’s door so that she could get out of the car. I normally
would have waited for him to let Jessica out and then come over and open my
door as well, but I was ready for us to get inside so I opened my door myself
and hopped on out all on my own.
When he saw that he did not need to get my door, my guy
turned towards the door that led from the garage into his backyard so he could
open it and guide us through the doorway towards the house. I quickly made my
way over to Jessica, took her hand in mine, and then we followed right behind
my guy as he led us from the garage and into his little backyard.
Jessica was holding my hand pretty tight and our heels
were clicking loudly on the concrete. It was a little chilly now and we were
huddled close together. When we were about half way to the back door of the
house and walking passed the hot tub, Jessica said, “Wow, what a cute little hot
tub.” I was already looking at the hot tub when she said that, my mind already
fondly recalling that first time my guy and I kissed in it, that first night
after his birthday party. “How often do you use that?” Jessica asked. “I have
been thinking about getting a little portable one like that.”
I felt like he half answered without thinking because he
never really liked to bring her up around other people when he and I were
together, and half didn’t really think much of it because he’d had a few beers
and was already pretty comfortable with Jessica. “I use it all the time. The
girlfriend and her friend Joyce were just in it last night while I was working
on some things around the house.”
“Very cool,” Jessica said as we reached the back steps. My
guy glided up the steps and unlocked and opened the back sliding glass door so
we could all head inside. I did not say it out loud, but thought in my mind
that I bet his girlfriend and her special friend Joyce were probably in the hot
tub secretly kissing each other like crazy when he wasn’t looking. I didn’t
need to say it because he already knew I was thinking it. He just looked at me
and smirked as he slid the door open and we shared a little glance about it.
Jessica and I walked up the steps and passed him into the
house and he closed the door behind us. I led Jessica by the hand through the
den area in the back of the house and into the kitchen where just six weeks
earlier, at his birthday party, my guy’s placement of his hand on my lower back
and then on my butt cheek let me know that he was into me in much more than
just a friendly capacity. I could never have guessed that night that six weeks
later me and him and my ex-girlfriend Jessica would be there together in that
very kitchen.
“Care for a drink?” my guy asked us as he
headed towards the fridge. I walked Jessica through the rest of the kitchen and
back around to the bar stool seats where I had been standing that night during
the birthday party.
“Of course,” Jessica said as she sat down on one of the
bar stools, still holding my hand. I took my place standing next to Jessica,
still huddling close to her, despite the fact that it was nice and toasty warm inside
the house.
My guy placed a glass of red wine on the bar by Jessica
and then placed another right next to hers for me. We each used our free hand
to take a drink.
“That is really good,” Jessica said as she set her glass
back down on the counter. “This is a really great place. Just you? No
roommates?”
“Yep,” my guy said. “Just me. And this little lady right
here, a few nights a week,” he said, looking at me, smiling.
“Oh yeah?” Jessica asked, looking back at me. “I bet the
two of you get up to all sorts of trouble.”
My guy chuckled a bit and looked to me, as if letting me
know that I could take that question.
“It has been six weeks of pure romance, girl,” I said,
smirking.
“Is it all you thought it would be when you used to tell
me about your fantasies of being his girlfriend?” Jessica asked me.
I took another sip from my wine glass and said, “It has
been even more amazing than I ever would have thought.” I contemplated what to
say next, then realized that I would tell Jessica about the birthday party.
“The first night I came over here dressed up was for his birthday party and
that night we made out in the bathroom.”
Jessica’s eyes grew wide and she smiled with excitement.
“Wow!” she said. “You made out in the bathroom while everyone was here. Pretty
ballsy.”
I
nodded. “You’d have loved seeing me being such a bad girl that night. I was flirting
around quite a bit.”
“I am so sorry that I missed that,” Jessica said as she
leaned forward and gave me a kiss on the cheek. “I would have totally joined in
with you, girl.”
“I bet you would have,” I smiled at Jessica.
“And you have been dating ever since, huh?” Jessica
asked, looking away from me towards my guy, and then back to me.
“Yep,” I nodded. “It has been an absolute whirlwind.”
“Awwwww,” Jessica called out, “that is so cute!”
It was right then and there, since I was thinking about
the bathroom from that first night during the birthday party and then about me
changing into my bikini in there on that second night when it was just me and
him, that something dawned on me. My devious little mind thought of a little
something Jessica and I could do to surprise him, and I knew she would be up
for it.
With the idea cemented in my wind, I looked at my guy and
said, “You wait here.” He nodded. I then looked to Jessica and smiled, then
said, “And you come with me.” I pulled on Jessica’s hand as I started to walk
towards the master bedroom and bathroom. Jessica slid off the barstool and was
shortly following me out of the kitchen and living room area and over towards
the hallway where I had hidden with those friends of friends the night of the
surprise birthday party. I thought a bit and smirked at how this was also the
exact route he and I took to that bathroom the night of that party, him leading
me, but that night, it was me leading Jessica.
“Where are we going?” Jessica asked, laughing a bit as
she followed behind me.
“You’ll see,” I said, trying to talk softly enough that
my guy could not hear us. “I just thought of something and if it works out, he
is going to love it.”
Jessica followed me into the bedroom, looking around a
bit, and then followed me into the bathroom and I closed the door behind us.
“Is this the
bathroom?” Jessica asked. “Where you two had your first kiss?”
Without a word, I spun Jessica around and pulled her
close to me so that our noses were almost touching and we were looking right
into each other’s eyes. I pulled her close so I could feel her against me and
then let my hand leave hers so I could run both of my hands over the small of
her back and down to her amazing and sexy, firm butt underneath her dirndl.
“It is,” I said with a little devilish grin. I then
pulled Jessica even closer and tighter and kissed her once more as passionately
as ever. When I pulled back, Jessica licked her lips as if to tell me that she
was enjoying my kisses.
“So,” she asked, “what was your big idea that made you
bring me back here?”
I continued to hold Jessica in my arms. “The first night we
were alone here at the house, which was the night after his party, I wore this
little purple shiny bikini for him. I didn’t tell him at the time, but I bought
that bikini and wore it for him, not only because I knew he liked purple, but
because I knew his girlfriend had the same one.”
“Oh
my God, slut!” Jessica cut in. “You have been a bad girl!”
“I am always telling him that I think his girlfriend and
her friend are secret lesbian lovers. I know I am right – you should see the
two of them together. I am willing to bet that last night, her friend was
wearing one of his girlfriend’s bikinis when they were together in the hot tub
while he was busy doing other things. And I am willing to bet that both of
those bikinis are in this bathroom right now.”
Jessica listened intently and her smile morphed into a
much more devious smirk, and I could tell she could see where I was going with
all of this. “And you want us to wear those bikinis for him because you think
that is going to really turn him on?”
“Exactly,” I said. “Not only do we wear them, but that is
what we wear when he watches us make love. It is all going to be mind-blowingly
hot for him because we’re wearing the bikinis the girlfriend and her special
little lesbian friend were wearing last night. I know he would have jumped at
the chance to play with both of them in those bikinis last night, but those
girls would never go for it. But, tonight, we give him the chance.”
Jessica laughed, “And mind-blowingly for you, too,
because I know you get turned on by wearing other girls’ things.”
I laughed. “Girl, you know me all too well. I so get off
on that shit. Oh my God, I cannot help it.”
“Well,” Jessica said as she stepped back from me and I
loosened my grip on her, “we better find those bikinis.”
I first looked to the towel rack where I had hung my wet
bikinis so many times over the past six weeks after I was done wearing them for
him, but it was just the towels on there. I looked to the closed shower door
and into the shower, but also nothing. Then, I looked towards the laundry
hamper and smiled. “I bet they were dry and they were dirty so he put them in
the hamper,” I said as I walked over towards it.
I lifted the lid and there they were, right on top. The
same exact purple satiny bikini that I had in my bikini drawer back home and
one that I had never seen before – also the same exact bikini but in a deep,
rich, beautiful, royal blue. I reached in and took both bikinis into my hand.
“You found ‘em,” Jessica said with excitement as I looked
to the crotch gusset panels on both bikinis and found them completely dirty.
I
held them both up so Jessica could see them as I said, “Look at how dirty these
are. I knew they were messing around with each other in that hot tub last night
when he wasn’t looking.”
“Damn,”
Jessica said as she saw how dirty the bikini bottoms were. “Those girls were
having some fun.”
I
gently tossed the royal blue bikini Jessica’s way and kept the purple one.
“Purple is the color I wear for him all the time, and also, that blue is going
to look so hot on you, girl.”
“Fuck
yeah, it is,” Jessica smiled as she looked over the bikini. “You think the
girlfriend’s girlfriend wore the blue one?”
“Yeah,”
I said. “The purple one is the girlfriend’s favorite, so I know she was wearing
it and the friend was wearing the blue one.”
“Nice,”
Jessica said. “So, there is no way that he played with both of them last
night?”
I
shook my head. “Poor guy, no way that happened. He may have had sex with the
girlfriend, but there is no way he made love to her like we do – I mean really made love to her like he
would want to – and definitely no way that she would ever entertain a threesome
and let him touch her special little girlfriend.”
“Ah,”
Jessica said, smiling, “so unlike last night, tonight he gets to play with both
girls in the bikinis at his house.”
I
nodded. “Exactly. Now you see what I was really getting at – why after I heard
that those girls were in that hot tub last night, I wanted to come in here and
get these bikinis on.”
“You
are really giving him one long fantasy before he marries her, aren’t you?”
Jessica asked.
She
was definitely correct there. Like I had thought so many times before, I was
giving him one hell of a long bachelor party. “That is exactly what I am
doing,” I smirked. “Longest bachelor party ever.”
“Lucky
guy,” Jessica smiled.
I
moved back over to Jessica and took her in my arms again. She smiled and
enjoyed the embrace as I gently leaned forward and licked her lips with the tip
of my tongue. “Thank you so much for being tonight’s entertainment with me.”
“Oh,
you are so welcome, girl,” Jessica said. “For all the fantasizing we talked
about when we were dating about you getting all dolled up for him, I just had
to jump at the chance to see all of that with my own eyes. And, of course,
reconnect with you, girl.”
I
kissed Jessica on her lips and looked at her, smiling, still holding her tight.
“It means a lot to me that you are here tonight.”
“I
know,” she said, “and it means a lot to me that you are OK with me being here,
sharing him. I know you know that this is a temporary thing because of the
girlfriend, but at the same time, I know you love him. I can tell when you look
at him and how you act with him.”
“You
are right about both things. It is temporary, but yes, I do love him in that
way, too. I just keep that at a distance because I know it will end one day.”
“Well,
in the mean time,” Jessica said, smiling, “I am here to play with the two of
you anytime that you would like. And I am here if you ever want to play just me
and you. No reason you and I cannot have the same thing.”
I
kissed Jessica again, this time much more passionately. “I would love both of
those things, girl.” We paused a moment to just look at each other, both of us
reflecting on our years together before and this night that was seemingly going
to be the first of many. “Now, let’s get you in that little blue bikini.”
“Of
course!” Jessica smirked. “You want to undress me? I always loved having you do
that.”
“I
would love to,” I said, letting go of Jessica and taking a step back.
Without
another word, Jessica raised up her right foot and I took it as her meaning for
me to take her shoe off. I looked at Jessica and shook my head. “We are leaving
the heels on.”
“Nice,”
Jessica said. “You wear the bikini, but you raised the girlfriend the heels. I
see what your game is, girl.”
I
chuckled a bit. “Of course. All you have to do to win is be just a little sexier
than the girl he is with.”
Jessica
laughed, too. “Yeah, and in your case, be the sexiest girl he has ever met. I
bet you do all sorts of things with him the girlfriend won’t do.”
I
laughed and hid my face in my hands for a couple seconds and then looked at
Jessica again. “I so do,” I said with my eyes wide. “A lot. It just kinda
happened. I definitely was not planning on that at all. It just all came
together after we kissed that first night.”
“You
will definitely have to tell me that whole story about that birthday party some
time and what you and him have been getting up to since then,” Jessica said as
she turned and gave me her back. She reached to the front of her dirndl’s
separate top cover and undid the buttons on the front. She removed the top
cover revealing the zipper that started at the top of the back of the dress,
which rested about a foot below the back of her neck. I reached to the back of
Jessica’s dirndl dress and unzipped it all the way down, exposing her beautiful
fair-skinned back and the top of the back of the beautiful pair of white sheer
thong panties she had on. Jessica let the dress fall to the ground and then
raised her arms. I then carefully helped her lift the white blouse part of her
little outfit up over her arms and face without getting any makeup on it. That
just left Jessica in those pretty little sheer white thong panties and her
white satin and lace bra. I reached to the back clasp on the bra and undid the
set of three hooks and eyelets and quickly slid the shoulder straps off,
sending the pretty bra falling towards the floor.
I then
reached with both hands to the sides of her thong, sending it falling down her
body and to the floor. I then reached to Jessica’s left hand and took the
little blue bikini from her. As if we had rehearsed it a million times, I took
the bottoms downward towards the floor, bending at my knees and skillfully
maintaining my balance in my heels, and Jessica stepped into the blue bikini
bottoms one foot at a time, still wearing her heels. I slid the bikini bottoms
up her legs and into place on her hips. Jessica was a little thicker than the
girlfriend’s friend Joyce, but the bikini bottoms still fit as they were tied,
but, the bottoms definitely hugged her in the front and back much more than I
am sure they did on Joyce. Plus, they were riding inside Jessica’s big, sexy,
round ass very nicely.
“Fuck,
that looks superhot on you, girl,” I said. “Your ass looks amazing in these
little bottoms.”
“Wait
until you see how that little top barely holds in my big ol’ titties,” was
Jessica’s response.
The blue bikini top was still partially tied as if the girlfriend’s friend had undone the
back tie, but not the tie behind her neck when she took it off. I gently slid
the tied neck straps over Jessica’s head and then proceeded to tie the back tie
behind her. I made a cute little bow and then turned Jessica around. She was
completely correct. That little blue triangle top was barely covering her big,
beautiful nipples, and was straining to hold in her big, natural breasts.
“So,”
I said. “My turn?”
“Yes,”
Jessica said. “Let’s get you in the girlfriend’s bikini. I definitely want to
watch him make love to you while you are wearing it.”
“Mmmmmmm,”
I sighed, biting my bottom lip. “Help me slide this dirndl off.”
I
reached behind my back and untied the royal blue satin apron strings that made
the dirndl fitting at the waist as Jessica reached up to my shoulders and
started to slide the one-piece dirndl down my body. Once the dress reached my
waist, the entire one-piece garment fell to the floor. Jessica reached down,
bent over, and helped me step out of it one foot at a time while still standing
in the same spot.
Jessica
carefully walked over and hung my dirndl over the shower. She then returned
and picked up her dirndl and underwear that we had left on the floor and did
the same thing, hanging them over the shower door next to my dirndl. I was loving
watching her move about in that tiny little blue bikini.
Once
she had hung up all of her stuff, Jessica returned to me and then proceeded to
reach behind my back to undo my black satin bra. She realized as she was about
to unclasp my bra that the breast forms were going to fall out, so she
carefully and expertly removed them from the bra cups first, looking at me,
smiling. Once they were in her hands, Jessica placed the breast forms on the
bathroom countertop and then returned to remove the bra.
Once
Jessica had unclasped the bra and pulled it forward off of me, letting my arms
feed back out of the shoulder straps, she gently tossed the bra on the counter,
and then cupped my tiny little natural A-cup breasts, one in each hand, and
gave them a squeeze.
“Oh
my God,” Jessica said, “your little titties have grown, girl. How did you do
that?”
I
laughed a little bit because it was in fact true. They were bigger than when she
and I were dating. Not much bigger, but still bigger. “I gained a little
weight,” I said, “and then I lost it, but the titty fat stayed there when I
did.”
“You
look like a little teenage girl with this little titties,” Jessica said,
continuing to squeeze them. “Oh my God, girl,” she said, looking up at me,
“your little nipples are so hard and so sensitive. All this is natural?”
“Yeah,”
I said. “No hormones or anything. Just natural.”
Jessica
then released her squeeze on my little breasts, reached behind me, and slapped
my bare butt cheeks with both hands. “You are such a girl now. I am fucking
loving it.”
“Oh,
me too,” I said.
Jessica
leaned in and kissed me quickly on the lips. She then reached to the sides of
my black satin thong and gently slid it down my hips until it fell to the
floor. Jessica looked downwards, over my body and said, “You are the best of
both worlds, girl.”
“Awwwww, girl, you are too sweet.” I leaned in and kissed
Jessica on the lips once more.
Standing there, naked, just wearing my heels, I was still
a little nervous and self-conscious, but it felt so sexy. Jessica then bent
down, picked up my thong off the floor, and tossed it on the counter next to my
bra. She then helped me step into the little purple bikini bottoms, sliding
them up my legs and into place on my hips, just like I had done with her. The
difference for me was that Jessica had to untie the side bows because the
girlfriend’s little skinny pelvis was so much smaller than mine, and then retie
them so the bikini bottoms were wider for me.
Once the little purple satiny bikini bottoms were in
place, Jessica looked right at my little A-cup breasts. “I almost hate to cover
up those cute little titties of yours,” Jessica said as she slid the already
tied halter neck straps of the bikini top over my head and then moved my hair
out from underneath it, being careful not to let the wig move on my head.
“I know,” I said, “but it will look that much hotter when
you move the bikini top to the side so he can watch you suck on my nipples.”
“Naughty girl,” Jessica said as she moved behind me so
that she could tie the bikini top behind my back. “There we go,” Jessica said
once she finished tying the top. She then smacked my butt cheeks once more and
then grabbed my hand, interlacing her fingers into mine. “Now, let’s go let
your daddy’s eyes pop out of his head when he sees our fine little asses in
these bikinis.”
Jessica led me by the hand towards the door, our heels
clicking so sexily on the tile floor. I watched Jessica’s lovely, round butt
shaking in those little blue bikini bottoms as she stepped. As Jessica opened
the bathroom door and led me back into the bedroom, my mind was awash with the
memories from the birthday party and that next night when he and I shared his
bed as lovers for the first time.
“Are you ready for us?!” Jessica called down the hallway
to my guy. I was honestly loving that she was taking charge after I had come up
with the idea for us to wear the bikinis for him. Jessica was quite assertive
when it came to sexual playing, and I knew my guy was going to love it,
especially because I knew he had been wanting to make love to Jessica for years.
With all the things we had done already that night, I knew he was going to be
up for topping it off with something superhot.
“I am ready!” my guy called back to us.
As Jessica emerged from the hallway into the living room
that was just off the kitchen, with me behind her in tow, we found my guy
sitting on the couch, lounging with a beer in his hand, his eyes wide with
excitement and anticipation as he saw us both turn the corner from the hallway,
each of us wearing one of his girlfriend’s bikinis that he saw both her and her
special little friend wearing the night before. The night before, these bikinis
together were off limits, but that night, they were going to be all his.
“Fuck, you ladies look amazing,” he said.
“Fuck yeah, we do,” Jessica said back to him as she
walked towards him. “Your girlfriend has good taste in sexy bikinis. And you
should see how dirty and crusty your girlfriend and her little friend left the
crotches on these bikini bottoms. There is no doubt they were being very
naughty girls last night. My girl here is definitely right about them messing
around with each other.”
My guy simply looked at Jessica and nodded his head,
undoubtedly thinking on what she was saying. Jessica didn’t give him long to
think, though, because as soon as she reached him, she reached down, took his
free hand, and pulled up on his arm, indicating that she wanted him to get up.
My guy took the cue and stood, smiling ear to ear, awaiting instructions.
Jessica started to lead him towards the kitchen, and kept
me walking behind her, still holding on to my hand. As we moved in unison
behind Jessica, each of us holding one of her hands, my guy and I shared a
smirk and a smile. I blew him a kiss and he blew one back. When we reached the
countertop that was between the living room and the kitchen, Jessica released
our hands and we stood there as Jessica bent down and moved one of the bar
stools away from the counter a bit. She then put a hand on each of my guy’s
shoulders and moved him towards the bar stool.
“You sit here,” Jessica said, as she used her hands on
his shoulders to plop him down on the bar stool. And once he was sitting, facing
towards the living room, she said, “You are going to watch us make out in these
bikinis, and then, you are going to watch her make love to me on your big ass
bed in there. And if you are lucky, you might get to play with both of us after
that. Got it?”
My guy nodded, smirking and smiling ear to ear with his
shit-eating grin. “Understood,” he said as he took another swig of his beer.
Satisfied that he was properly positioned to enjoy the
show, Jessica then gabbed my hand again and led me back over towards the couch.
We must have looked so hot in nothing but those little tight bikinis and high
heels, holding hands, our butts shaking and our hips and long hair swaying as
we moved away from him and back into the living room, about six or seven feet
away from where Jessica left him sitting on that bar stool.
Once we were where Jessica wanted us, she positioned me
to my guy’s right and stood to his left. As Jessica turned me towards her, I
was already starting to get more than a little excited at the anticipation of
what was coming. As soon as she spun me around to face her, Jessica reached up
and put her left hand behind my neck and leaned me down towards her so that she
could give me a kiss. Her tongue immediately split my lips and she kissed me
with even more passion than she had at any point both that night or ever.
Jessica’s right hand went right down for my left butt cheek with her right hand
and began to gently massage it through the little purple bikini bottoms.
Jessica kissed me for a good few minutes, just moaning
and groaning while she rubbed the back of that pretty little purple bikini
bottom I was wearing. Then, all in one motion, I felt Jessica pull back from
the kiss and remove her hand from the back of my neck. Jessica’s eyes opened
and she looked at me for a second, smiling. Then, she bent downward at her
knees, sliding her body against mine until her knees were fully bent and she
was face to face with the front of the little purple bikini bottoms.
Jessica moved her face forward until it was touching the
material. Jessica then breathed in heavily, making a loud inhaling sound. She
then turned her head and looked towards my guy and said, “I can still smell
your girlfriend on these bikini bottoms. Her little lesbo friend had her very
fragrant last night.”
Jessica then turned her gaze away from him and back up
towards me. “You smell just like her,” she said to me, smirking. Jessica then giggled
a bit and said, “I better give you a second. I think you might be getting a
little too excited.”
Jessica then raised back up to a standing position and
kissed me quickly on the lips. She then turned around and backed her beautiful
round butt in that little blue bikini bottom back against me. “Let me tease you
a bit,” she said, looking over her shoulder at me, smiling.
Jessica then proceeded to grind back into me. I placed my
hands on her thick and powerful hips and helped grind her body into me. “Ooooooh,”
Jessica said after a bit, “Now I am definitely getting you too excited.”
“Yeah, you are,” I said as I let go of Jessica’s hips
with my right hand and spanked her her right butt cheek nice and hard. “You are
such a bad girl.”
“And you love me being that way, don’t you, girl?”
Jessica asked.
“Yeah, I do,” I responded.
Jessica then looked over at my guy. “And I bet you love
what you are seeing right now, don’t you?” she said to him.
My guy nodded and grinned. “Oh, I definitely do.” He then
looked right at my eyes and said, “I cannot wait to watch you play with your
little friend.”
I giggled as girly as I could and then blew him a kiss.
Jessica then asked him, “Do you want to go see that right now?”
“Shit yeah, I do,” was his response.
Jessica stood up straight again and turned to face me.
She gave me another deep and passionate kiss, letting her hands feel all over
my body. When she pulled back, she gave me that little devilish grin again and
said, “C’mon, that is enough foreplay.”
We
both giggled and laughed a bit, and then, Jessica started to walk back towards
the master bedroom, taking my hand as she walked passed me. I started to follow
her, swaying a little as she and I walked. Without a word, my guy stood up from
his seated position, carrying his beer in hand, and followed us back toward his
bedroom.
Chapter
Six: That Night In Chicago
He completely surprised me. We were out at dinner at our
favorite little Italian restaurant up in West Hollywood on our typical Friday
night out together while his girlfriend, who had actually been his fiancee for
the past month at this point, was studying for some big test for one of her
classes, when he told me that this year for his birthday, he was going to be on
a trip to Chicago, but wanted me to meet him there.
We had basically been dating in secrecy for a year now and
had settled into a lovely routine of sneaking around that involved a late dinner
together on Wednesday and Friday nights and me sleeping over at his place on
Saturday nights after an early dinner while his fiancee was recuperating from
a long week at school. We had some regular spots up in West Hollywood where we
ate and where we went to drink and dance or have dessert after dinner. We had
more than a few hotels both up in West Hollywood and closer to home where the
staff knew us as regulars. I adored the fact that to these people who knew us
at our regular spots, we were just a regular couple.
About half of my lingerie drawers and closet were stocked
with pretty things that he had bought for me to wear for him on our dates over
the past year. He loved to buy me the things that we both knew she would never
wear for him. On our outings, he loved when we would end up at a store and I
would try on some dresses and other cute outfits for him, just like I had on
that second day after the birthday party, which was now almost an entire year
ago.
My
guy and I had spent a few more nights together with Jessica since that night in
December. Jessica and I were actually pretty steadily seeing each other at
least once a week or so on one of the nights that he spent with his fiancee. We
were very much enjoying our girlfriends with benefits relationship, and not
only was my guy aware that Jessica and I were spending time together, but
he would actually ask me to tell him all about the fun and dirty things Jessica
and I did together. I loved telling him all my adventures with Jessica because
he really got off on hearing all about it. There were times when I even felt he
was a little jealous, but at the same time, he and I both knew there really was
no way he could say anything about that given his own circumstance with still being
with his fiancee.
I was so greatly enjoying being his release, though,
those few nights a week – being the girl that he really wished that he could
marry, but alas, I also knew that at some point that was approaching rapidly,
he was going to marry her and she was going to move in with him and that was
going to be the end of our torrid little love affair – both our nights of fun
with others, and our intense, romantic, sexually charged nights when it was
just the two of us.
It
honestly saddened me, but I understood that he wanted a wife and kids and
society’s acceptance of his nuclear family, and that while I knew he did love
me and loved being with me, there was going to come a day when he was going to
leave and I was going to have to move on. But, I figured that I would continue
to enjoy what we had as long as we could have it.
On
my end, I had managed somehow to keep all of this secret from the rest of my
friends and family despite leaving the house three nights a week all dolled up
like a girl. I sometimes suspected that my parents knew and that perhaps the
neighbors saw me leaving the house all dolled up, but just never said anything.
Either way, no one had confronted me at any point about living this dual life,
so I just kept living it in secrecy like it was no one’s business but my own.
At this point, he and I were basically completely and
totally getting away with having our secret and passionate affair, so, I flew
to Chicago the day of his birthday, scheduling a flight that put me at his
hotel just in time for him to take me to dinner, one year exactly to the day
after the night that I dressed up as a cheerleader stripper for him at his
costume party and ended up becoming his secret girlfriend on the side. I never
would have imagined when that night a year ago started that we would spend the
next year together as lovers, leading up to an amazing one-year anniversary
celebration in Chicago on his next birthday.
As soon as I arrived at the hotel, which was about an
hour before I was supposed to meet him downstairs at the restaurant, I made my
way up to our hotel suite and proceeded with my usual beauty and dressing
regimen while sipping on a lovely red wine that he had waiting for me in the
room with a box of lovely chocolates and a huge bouquet of lavender roses. The
card with the roses said, “Thank you for joining me for my birthday. I would
not want to have spent tonight with anyone but you. Happy anniversary!”
That card, the roses, the chocolates, and the wine made
me feel so special. I knew I was the girl on the side and that was all I was
ever going to be to him, but after wanting to be with him for so many years, I
was honestly just fine with the time we did have together and was happy with what
we were sharing.
He
told me that he was taking me to one of the nicest steakhouses in town, which
also happened to be in the hotel he was staying in that night. I figured that I
would do my best to go all out and look as amazing as possible for him. I opted
for a cute little flaring black silky dress that was my usual style – tight and
form-fitting on top with cute little straps and loose and flowy on the bottom,
and of course, very, very short. I opted for a pretty little black lace
strapless bra and matching little tiny thong. The dress was too short for
stockings so I was going to go with bare legs. I had a really cute pair of
black suede heels that were my usual 6-inch stilletos that he loved, so
naturally I was going to be wearing those for him. I did a beautiful smoky eye
look with my signature bright red lipstick and rounded it all out with that
same set of jewelry from his birthday the previous year and a beautiful black
silk floral headband. Over the past year of dressing for him, I had stopped
painting my fingernails and toenails and just let them grow out to a beautiful,
natural look.
When it was time, I made my way down to the restaurant
and was enjoying the attention I was receiving in my litte black dress as I
walked from the elevator, through the lobby, over to the restaurant that was on
the far side of the hotel. Even though I had spent the past year continuing to
perfect my female image, I was still not what someone would have called
passable – no one was mistaking me for a genetic female, but after having
dressed to the nines for him three nights a week for a year, I had gotten
really good at looking as feminine and beautiful as possible.
As I reached the restaurant, he was standing there in a
lovely black suit with a lavender shirt, a black tie, and a single lavender
rose with a very short little stem in his hand. His face lit up when he saw me
and my pace picked up when I saw him. We met with a loving embrace and he
kissed me so sweetly and softly on the cheek.
“You look so gorgeous,” he said.
“So do you,” I smirked. “Thank you for the flowers and
the wine and the chocolates, and thank you for inviting me on this trip with
you. Happy birthday, and happy anniversary. You saying happy anniversary in the
card meant so much.”
“Well, it is our anniversary tonight. It has been an amazing
year. I thought about it and after that huge, amazing birthday party last year,
this year I just wanted a nice and quiet evening with just you.”
I literally said, “Awwwwww,” as I kissed him softly on
the lips.
He looked at me and smiled, then appeared to remember
something. He then took that little short-stem rose he had in his hand and put
it over my ear, sliding it underneath my headband to hold it in place. He was
always doing little things like that which just drove me absolutely wild.
I was smiling ear to ear and said, “Thank you. That was
very sweet.”
“You are welcome, princess,” he said and then kissed me
on the cheek again. “Are you hungry?”
“Oh my God, I am starving,” I said. “I cannot wait to try
the food here.”
“It is really, really good.”
With that, he took my hand, interlaced his fingers into
mine, and then led me to the hostess stand. As usual, the hostess was this
absolutely amazingly beautiful tiny girl in a gorgeous little dress and he
said, “I have a reservation for me and my beautiful girlfriend.”
I just loved so much when he said that to the hostess at
the restaurant while he stood there, holding my hand. The hostess would do what
she needed to do and once she was ready to see us to the table, he would always
lean over, kiss my cheek, then let me follow behind her with him walking behind
me. I always made sure to swing my hips and shake my little butt for him during
that walk to the table.
Once we reached the table, he would pull out the chair or
wait for me to sit first. And then once seated, even if the hostess had put the
menu or wine list in his hand, the very first thing he would do would be to
reach for my hand that I put there for him on the table so he could hold it
while we decided what to eat. It obviously made it more difficult to flip
through a menu with just one hand, but it was just so cute and I just loved it
so much.
We ordered dinner and spent the time waiting for it
talking about how his meeting earlier in the day went and also about what he
wanted to do with me the next day before we both flew home on separate flights
the next evening.
As he had said, the food was absolutely amazing, and when
it came time to order dessert, he asked if I would rather have dessert brought
in at the room upstairs and naturally I was more than ready for dessert up in
the room.
As usual, through the whole dinner while he held my hand
off and on, kissed my hand occasionally, and just treated me like a princess,
I was struggling with keeping my composure. Whenever we had dinner like this,
even though sometimes we did have dessert there at the table, I was just so
ready to be intimate with him.
I offered to pay the check because it was his birthday
and he just looked at me and smiled, shaking his head no. Once again, he said
the same thing he said whenever I offered to pay for anything at any point, which
was “Princesses don’t pay.”
While we were waiting for the check to come back to the
table, he got a little quiet and I could tell something was bothering him. He
had this little way of trying not to let me know when he was upset or had
something on his mind, but I had known him for so long that I could still always
tell when something was going on with him. As I continued to hold his hand on
the table, I asked, “What’s wrong? I can tell something is not right.”
He nodded and put his other hand up on the table and I did
the same so that we were holding both of each other’s hands now. “I have
something to tell you, and I am not sure how you are going to take it,” he
said.
“Oh yeah?” I asked. I already knew what he was going to
say before he said it. I had been waiting for us to have this conversation ever
since he told me that he had proposed, making his girlfriend his fiancee. I
decided to just let him know I was expecting it already and said, “I had a
feeling that we were going to have this conversation on this trip.”
He breathed out a sigh and shook his head yes a bit. “I
figured that it would be best to tell you today rather than wait until later.”
He gripped my hands even tighter and I could see by the look on his face this
was not going to be easy for him. “We set a date,” he said, “and it is actually
a lot sooner than I thought it was going to be.” He paused a few seconds. I
could tell he was choosing his words very carefully. “I have a feeling that she
knows something is up. Not about you and not about us, specifically, but it
just seems that she has an inkling that she needs to have the wedding to shore
things up with me and her as soon as possible. She is in a real rush.”
“Well,” I said, smiling and doing my best not to show my
disappointment, “you and I both knew that this day would come. I knew when we
started seeing each other like this that you were going to be married one day
and that you and her were going to start a family, and I knew that I just do
not fit into that picture.”
“I want you to know,” he said, “that this past year has
been absolutely amazing for me, and I am going to really miss what we have. We
knew it was going to only last for a little bit, but I was hoping we would have
had more time.”
“I completely understand,” I said. And I really did. None
of this was coming as a surprise to me at all. I figured once he proposed she
was going to want to rush the wedding before he changed his mind or got cold
feet. “So, how much time do we have?”
“I hate to say it, but I think that this trip here is
going to have to be the last time. She is actually moving her stuff into my
house while I am here on this trip. She decided not to wait until after the
wedding to move in.”
Now that, honestly, did surprise me. I figured that being
such a traditional girl, she would want to stay home with her parents until the
actual ceremony, but at the same time, they already had sex and she did spend
the night over at his place a few nights a month already. “Wow,” I said, the
word just coming out. “That is definitely sooner than I thought.”
“I know,” he said. “I am really sorry. I was hoping to
not have to tell you while we were here on this trip. I was hoping to have at
least a few months with you still.”
“There is nothing to be sorry about,” I sighed. “We knew
this day was coming and it just arrived sooner than we thought.” I pulled his
hand up to my lips and kissed it. “We were friends before this little affair,
and we will be friends after. I promise to keep this all a secret and I promise
not to interfere in any way with the rest of your life. I want you to be happy
and I want you to have the life that you have planned.”
He nodded and was starting to get a little choked up,
which I appreciated so very much. “Thank you for saying that, but I never
doubted any of that. I definitely still want you in my life, but I am going to
really try to turn over a new leaf and be one-hundred-percent faithful from the
day she moves in.”
That was also a bit of a surprise to me. I figured he’d
still want to hook up a little here and there even after the wedding, but
apparently, his plan was to try to go cold turkey. He and I both knew how
difficult that was going to be for him without me having to bring that up, so I
didn’t.
“Well,” I said, “I can appreciate and understand that.
Like I said, we knew this day would arrive, but, we have until tomorrow night,
so let’s make the most of it. Let’s enjoy this time and cap off our time
together with a couple of great nights.”
He nodded and raised my hand to his lips and kissed it.
“I do love you, and I always will.”
“I know,” I said. “And I will always love you, too.”
With the precision timing of a movie scene, the check
came back to the table literally as I was finishing saying that to him. He took
his hands from mine and I slid my hands off the table and back on to my lap.
After
signing the check, he looked to me, smiled, and asked, “Are you ready?” I
nodded and stood up from the table, instantly realizing that while we still had
until the end of the next night to enjoy our time together, it already felt
different. His voice was already different. His mannerisms were already
different. I realized in that moment while we started to walk hand-in-hand back
to the front of the restaurant that the moment right before he told me it all
was ending was the last real moment of our short little love affair.
While
we made our way back to the front of the restaurant, zig-zagging a bit through
the tables, my usual preoccupation with him was already waning and my eyes
instead of looking at him looked from table to table as we passed them. More
than a few times, I met the eyes of some of the men and women at the tables.
Some I could tell were taking a second look at me because I was obviously not a
natural-born woman, but I could also see on some of the faces an obvious
interest because of that. A couple of the looks were from men and a couple of
the looks were from women. Those looks really got me thinking that even though
this little affair was coming to an end, there might actually be some more
affairs out there waiting for me.
We made the long walk from the restaurant, across the
lobby, and over to the bank of elevators that led up to our room, and despite
the feeling of things having changed, we were still laughing and talking the
whole way, holding hands, leaning on each other, and kissing a few times. He
even smacked my butt three times through my dress, too. And then, I thought,
poor guy, he is not going to be able to do that anymore after tomorrow night.
As we reached the elevators, there was an older couple
standing there, nicely dressed with her in a lovely red A-line dress and him in
a navy blue suit. They both turned to us and smiled without giving me a second
look, which was always so nice. They were also holding hands, which was so
lovely to see. Most of the time, even when we were out in West Hollywood, we
would get snickers from the older couples, even some of the older gay and
lesbian couples. It always just felt so nice when an older couple just smiled
at us or nodded or said hello like they would have with any other couple.
We were only standing there for a few seconds when behind
us I heard a big, booming, very feminine laugh. You know how a laugh can sound
supercute in a manner that you know it is coming from a supercute girl before
you even see her. I turned over my shoulder to see a tall and slender,
beautiful redhead with long hair, pale-white skin, wearing an amazing, mint-green
chiffon long gown with a huge slit going up one side and low cut almost to the
navel in the front with just the right amount of beautiful cleavage and round
boobs showing in the middle. Despite her natural height that was equal to mine,
she was wearing a pair of beautiful six-inch white heels. As she grew closer, I
noticed her brightly shimmering jewelry and her beautiful green eyes. She had
her right hand behind her and was dragging towards the elevator what was
honestly one of the most beautiful-looking men that I had ever seen in person.
He was model gorgeous with sandy blonde wavy hair, crystal blue eyes, was tan
and fit, and from how he was dressed in a tux, from his jewelry he was wearing,
and how he was carrying himself, I could tell he was money – quite literally.
The beautiful redhead continued to laugh loudly as she
continued to pull the man behind her towards the elevator. As she finally
reached us, I could finally see her hand with its beautifully manicured
white-tipped fingernails, and most notably, with no wedding ring. Now that she
was even closer, I could see that her face and skin were flawless and while her
man looked to be in his late 30s, either she looked really young for her age,
or she was actually in her early 20s like me.
As she approached the elevator, she stopped laughing as
she saw my face. She paused a second, I think realizing that I was trans, but
it wasn’t that weird pause of someone who was weirded out by it or was about to
say something horrible about it. Instead, she looked me over from head to toe,
looked over at my guy, then back to me and smiled a beautiful, genuine smile.
Then, she said, “Hi,” in a soft and welcoming tone like we already knew each other.
“Hello,” I said, returning the tone and the smile.
“Aren’t you just gorgeous?” she said, still smiling that
beautiful smile. Despite the look on her face, I was still a bit worried that
she was playing with me, but after I paused a couple seconds, I could tell that
she was being genuine.
I could tell by my inability to control my beaming smile
and the nervousness I suddenly felt that I was blushing a little. After taking
a couple seconds to think on how to respond, I said, “Me gorgeous? You
gorgeous.”
She laughed a bit and pulled her man up next to her from
where he was standing, still behind her like when they were walking. “George,
isn’t she gorgeous?”
George, who was now facing me, looked up at me and smiled.
I could tell that while the beautiful redhead seemed to have had a couple
drinks, George probably had about four more than a couple. “Yes indeed she is,”
George said in an amazing British accent.
Without thinking, I said, “Oh my God, your accent!”
Both George and the beautiful redhead laughed and then
George responded by saying with a big smile, “Well, I am English.”
The beautiful redhead smacked his arm and said, “You will
have to excuse my boyfriend. We were at a wedding and he gave one too many
toasts.”
George nodded and rested his head on the gorgeous redhead’s
shoulder. Just then, the elevator door opened and I realized that the entire
time I had been focusing on the redhead and the British man, and I had
completely failed to acknowledge my guy, even though he was standing there,
holding my hand. As we made our way onto the elevator, I raised his hand to my
lips and kissed it just in case he was feeling ignored at all.
My guy and I stood in the back left corner of the
elevator, me on the left and him on the right, still holding hands. The beautiful
redhead and her boyfriend stood to the far right of the elevator, just a little
bit closer to the doors than us, and then the older couple stood right in the
front by the doors.
As soon as the elevator doors closed, my guy removed his
hand from mine and I was a little worried that he had gotten upset that I was
so engrossed with the redhead, but those fears were put to rest since once his
hand was free of mine, he moved that hand over to the small of my back and
moved over a little closer to me. In almost one motion, he slid his hand down
the small of my back, over my butt, until he reached the hem of my short little
silky black dress and moved his hand up underneath it. He went straight for my bare
left butt cheek, the furthest from him, just like he had in the kitchen the
night of his birthday party and started to massage it a bit.
It all happened so fast that by the time I turned my head
to look at him with wide eyes, his hand was already up underneath my dress and
on my hare butt. Of course, he had this devious little smirk on his face. He
raised his eyebrows and continued to smile as he rubbed my butt cheek under my
little dress.
So,
there I was, in the back left corner of the hotel elevator in a beautiful
little black silky A-line cocktail dress that he had actually bought me to wear
for him to dinner on my birthday two months earlier, a pair of black supersexy high
heels that were one of my favorite pairs, and a tiny little black lace thong,
my legs spread just a little as he was starting to get me a little aroused with
his attentive massaging hand. I also found it a little funny that I could feel
the cold metal of his engagement ring – yes, she was making him wear an
engagement band on the ring finger on his left hand – touching my warm cheek
under my dress.
He had
been massaging my butt under my dress for a good fifteen seconds or so when the
elevator came to a stop and the doors opened. I did my best to look forward and
smile just in case they looked back as the older couple stepped off the
elevator. I felt like they knew what was going on in the back corner, but they
never looked back, kept their heads turned forward, and never uttered a word.
As
the elevator doors closed again, I glanced at the button panel and noticed that
the button for the top floor of the hotel, which was where the big penthouse
suites were, was lit up as was the button to its right, which was our floor. We
were staying on the floor below the big suites so that meant we were going to
have to get out of the elevator first. I began to get a little nervous that
this couple that had been so nice to us was going to end up watching us
awkwardly stop what we were doing and get off the elevator.
My
mind was awash with so many thoughts as I was standing there, enjoying him
playing with me with that lovely couple just a few feet away and the elevator continuing
to move upward. As the elevator reached about halfway to our floor, the
beautiful redhead turned over her shoulder and looked right at us. Both he and
I looked back at her, smiling.
“I
know he is rubbing you under that pretty little dress,” she said to me. I
looked straight into her beautiful, bright green eyes and could do nothing but
smile. Everything about her was just absolutely beautiful.
It
was honestly a relief that I could stop hiding how much I was enjoying what he
was doing. I am sure in that instant, she could see it on my face once I let my
guard down.
“I
know this may be a long shot,” she said, “but I would never forgive myself if I
did not ask because you are just so beautiful and so sexy in that little black
dress, but would you and your man join us in our room for a nightcap?”
As
soon as she finished asking, he stopped massaging and I could feel him looking
right at me. Before answering her, I reached down behind me and placed my hand
on my guy’s forearm and pulled on it in just the right manner to let him know
to continue massaging my cheek under the dress. “Don’t stop, daddy,” I said,
still looking the redhead square in the eye.
At
that point, I pushed back a little against him and was really playing up
enjoying his attention for her, grunting a little bit out loud and biting my
bottom lip. “If my daddy is OK with it,” I said, still looking right at her.
“Sure,
I could go for a nightcap,” my guy said, continuing with his lovely and now
much more firm massaging. Just then, the elevator doors opened for our floor
and George pressed the button to close the doors. I continued to lean into my
guy’s loving massage, giving it even more force and moaning even louder until
the elevator reached the top floor and the doors opened again. Knowing that we
had to move out of the elevator, my guy gently pulled his hand out from
underneath the back of my dress. While continuing to maintain eye contact with
the beautiful redhead, I said, “Thank you, daddy. That felt really good.”
“Oh
my,” the redhead said, smiling even bigger now. “You are definitely my kind of
girl.”
I
smiled back and said, “I have a feeling you are my kind of girl, too.”
George
took a step outside of the elevator and while obviously tipsy, motioned with
his hand for us to move out into the hallway as he said in his sexy little
accent, “Shall we?”
The
beautiful redhead led the way off the elevator and down the hall. I took my guy’s hand in my grip and pulled him behind me. I walked right behind the
beautiful redhead, watching her beautiful long mint-green chiffon gown and long
red hair sway as she walked down the hall. Her amazing little butt looked so
cute in that little dress and I could definitely make out the lines of what
looked like a tiny little lacy thong.
She
led us down the remainder of the hallway and then turned to stop in front of
the door of their penthouse suite. She reached into her cute little matching clutch
purse and pulled out the room key. She quickly opened the door and slipped
inside. I followed, still gripping and pulling my guy behind me, with George
following us all inside and closing the door behind him.
The
room was like something out of a movie. I had stayed in some pretty posh hotels
and some pretty nice suites, but this was a huge apartment with marble floors,
amazingly decorated walls, and actual wood carved high ceiling with some
beautiful chandeliers. The furniture was modern, but immaculate and very classy.
The most amazing thing, however, was the entire back wall of the main room of
the suite was glass from floor to ceiling and wall to wall and provided a
beautiful view of the twinkling lights of the city.
As I
stood just a few feet inside the room, gawking first at its opulence and then
at the beautiful night cityscape in the distance through all those floor to
ceiling windows, the beautiful redhead set down her little clutch purse on the
big glass dining table with chairs that was a few feet before me, and then came
walking back towards me.
She
was so beautiful and so genuinely sexy that the second she was facing me and
walking towards me, I forgot all about the beautiful suite and cityscape and
could do nothing but look at her in awe. Every movement she made was deliberate
and fluid. Every motion and every gesture was beautifully sexy. She was
flawlessly gorgeous. Her makeup was so perfect – I mean professional perfect.
Her lips and thin eyebrows were shaped perfectly, the slightly charred reddish
brown matte lipstick and eyebrow pencil matched each other and contrasted her
beautiful white skin to perfection. Her hint of contouring and blushing was
amazing. Her beautiful black eyeliner in the cutest little cat eye wings and
her scape of eye shadow that played off the beautiful mint-green color of her
dress was also both amazing and perfect.
As
she approached me, I thought a bit about how her colors and mannerisms, as well
as her skinny little frame reminded me so much of my guy’s fiancee. And that girl
– the fiancee – was pretty, but this girl, oh my God, she was heaven on earth. She
had the cutest little smirk on her face as she approached and as my eyes danced
from her eyes to her lips to her beautifully shaped breasts showing through
that low-cut V in the dress that went all the way down to her navel. I looked
down to her beautiful leg peeking through the long slit, down to the beautiful white
high heels. It was as if my eyes did not know where to look next. I swear I
could make out the shape of the front of her lacy thong a bit through the front
of that long gown as well and I was dying to see her panties. They had to match
the dress perfectly. A girl like this knew how to match a pair of panties to a
dress for sure.
Finally,
she reached me and stretched out her hand. I took it with my free hand, our
fingers interlacing, as my other hand was still intertwined with my guy’s hand.
I looked down at her beautiful, skinny frail little white fingers and the
beautiful white-tipped manicure as she squeezed my hand just a little.
“What’s
your name, gorgeous?” she asked.
I
looked up from our hands and back into her amazing, brilliant green eyes and
she was so stunning that it took me a second or two to register her question
and to offer my answer. “Monica,” I said.
“I
should have guessed,” she smiled. She had such beautiful and perfect white teeth. “You
totally look like a Monica. I am Isabella.”
Isabella
brought my hand up to her mouth and gave it a gentle kiss. I watched her lips
gently touch my hand then looked right back into her eyes as she returned our
hands to the space between us.
“Such
a beautiful name,” I said, I am sure sounding like I was lost in a fog, lost in
a trance.
“Thank
you,” she said. “So, who was Monica?” she asked.
Just
like when she asked me what my name was, I was still lost in a bit of a fog.
Again, it took a couple seconds to register the words she had just uttered, and
then, a couple seconds more to register what it was that she was actually
asking me. No one had ever asked me that question in the context that she was
so obviously asking me. Even my guy had never asked me who Monica was, and he
actually knew her and my story with her.
“She
was a friend,” I said. “Junior high. I had a huge crush on her when I first met
her in seventh grade, but she didn’t like me back and we remained friends for a
few years. At one point I realized that not only did I like her, but I wanted
to be her.”
Isabella
took in my answer and nodded slightly, offering me a very reassuring and
understanding smile. “Isabella was my grandmother on my father’s side. She
always supported me, even though my dad never did.”
I
just nodded, acknowledging to Isabella that I had heard and understood what she
said, though its congruence to my name story did not fully dawn on me in that moment. I wanted to say something to her in return about her having her
grandmother’s name, but my mind and my mouth just could not come together to
provide a response.
Isabella
smiled at me when I nodded, and then, she looked beyond me to my guy and asked,
“Do you mind if I borrow her?”
I
looked over my shoulder to my guy and I could totally tell he was also caught
in a trance by her sheer and commanding beauty. He brought my hand up to his
mouth and kissed it just like she had and then released my fingers from his.
“Of course not,” he said, sounding as if there was no other answer he could
give – as if he would have agreed to whatever she would have wanted.
Isabella
then started to lead me towards the long bay of windows as George then asked my
guy if he would like a drink while the girls talked. I heard my guy agree and
ask for a whiskey as Isabella and I were about half way to the panel of
windows. I watched Isabella move in front of me, watched her gait, watched her
dress flowing, watched her hair swaying, watched her cute little butt moving
underneath that beautiful dress. It was surreal. I was feeling like this had to
be a dream of some sort. The news I had just received at dinner about my affair
with my guy coming to an end seemed to just fade away – everything else in the
world just seemed to fade away – all of the usual thoughts that buzzed
continually in my head just disappeared into a fog and all I could think about
was this amazing beauty before me. I had been with some beautiful and sexy
girls in my day, but Isabella was in an entirely different world, at an
entirely different level.
Once
we reached the windows, Isabella stood facing the glass, her legs at shoulder
span. She then used her grip on my hand to pull me to the same position at her
right side. “Isn’t it so beautiful?” Isabella asked, still looking out the
window.
I
moved my glance from the view out the window to her side profile. “It is
amazing,” I responded. “Definitely beautiful. This room is amazing.” I paused a
second, then said, “You are amazing.”
Isabella
looked over at me and smiled. “No, you
are amazing,” she said. “Here in the hotel with your man, living your life as
you desire, regardless of what people say or think. You letting your man play
with you in the elevator like that with other people standing right there. I
saw his ring. You are not the wife, but I can see that he loves you.”
I
nodded. “I know that he does, but he needs the perfect marriage with the
perfect kids and that is not something I can give him.”
“I
understand the spot in which you find yourself. I was there, too. I was in love
with a guy who was never going to give me more than being the other woman and I
stayed for years. But then, I met George, and that changed everything. He
appreciates me for who I am and what I am, and he does not long for more like
your man does.You, my beauty, you deserve nothing less than the same.”
“But,
you are stunning. You are so beautiful. Any man would be crazy to not want you
to be his wife and the mother of his children.”
She
shook her head a little bit and smiled. “My God, girl,” Isabella said, “you
have no idea the compliment you are paying me right now. You don’t know, do
you?”
I
was puzzled. “Know what?” I asked.
In
answer to my question, Isabella turned and faced me and used her grip on my
hand to pull me close to her. Still holding my left hand, she gently reached up
and cupped her right hand behind my neck. She tilted her head slightly and
leaned in towards my face. I must have looked like a deer in the headlights at
seeing this gorgeous and amazing girl leaning in to kiss me. My thoughts were
awash with the fact that there would be no way my male self would ever be
receiving a kiss from a girl like this.
The
second our lips touched, it was absolute electricity. Her lips were so
amazingly soft and that matte lipstick clashing with my bright glossy fire
engine red lipstick created the perfect taste, feeling, and aroma. Isabella
gently closed her eyes as I then felt her mouth open slightly and felt her
amazing little tongue enter my mouth. She was so delicate, so feminine. Then,
as our tongues danced and I was still kissing with my eyes wide open, unable to
believe that this gorgeous angel was kissing me, she let go of my hand, brought
that newly freed hand up to my lower back and then pressed me against her.
In
that instant, I became so worried and nervous because, like a schoolboy making
out with a girl for the first time, I could feel that I was extremely excited.
My panties were holding things in place, but I knew for sure she was going to
feel it. I was so worried at how Isabella was going to react to feeling me like
that.
But
then, something amazing happened. Instead of feeling myself pressed against
Isabella’s flat pelvis through that beautiful dress and lovely lace thong I was
sure under there, I felt her excitement as well, just like mine, being held in
place by her panties.
Isabella
and I were still locked in our passionate kiss, our tongues dancing, and I
still maintained the kiss though I gasped when I realized what she had
underneath that beautiful long gown and my eyes were wide with surprise. When I
gasped, Isabella’s eyes opened and she looked right at me. All in an instant,
while we still maintained the kiss, her eyes let me know that she recognized my
surprise and was so very proud that I had mistaken her for not being trans and
I let her know from my wide eyes and then me closing my eyes and intensifying
my kiss even more that I was now even more attracted to her.
I
did not think there was a way for a kiss to ever be more passionate than we
were already enjoying, but somehow, after I felt her pressing against me, that
kiss got way more passionate. I wrapped my arms around her and pulled her even
closer and started to moan and whimper through the kiss, our mouths, tongues,
and pelvises grinding against each other like we were a couple teenagers about
to go all the way for the first time.
I
was so lost in the passion of that kiss and feeling Isabella rubbing against me
that I do not know how long we maintained that kiss. The fog in my mind was now
gone and it was ablaze in so many thoughts, and so many scenarios, that were now
running through my head about what this all was going to mean to her, what it
was all going to mean to me, and most importantly, whether or not this was a
one-time deal or I was going to be able to play like this with this beautiful
trans girl again. Finally, I thought to myself that I needed to just enjoy the
moment and stop planning for the next time already before the first time had
even ended.
Eventually,
I was the one that pulled away from the kiss, though I still was pressing
Isabella’s amazing body against me. She opened her eyes, almost as if she was
startled and surprised that I was the one to break the kiss. I was sure that
this beautiful creature was used to being the one to decide when the kissing
ended. I turned that look of surprise on her beautiful face into a smile when I
said, “I’m sorry I didn’t know, but, look at you. How could I have known?”
Isabella
was still laughing her cute little girly laugh when she responded by kissing me
on the lips quickly three times, each time after each kiss, saying, “Thank
you.”
The
view that George and my guy had of this scene must have been a thing of epic
beauty. Now that Isabella and I had stopped kissing, I could see out of the
corner of my eye that our guys, who had been facing each other before Isabella
and I started to kiss were both now turned and facing us directly.
Isabella
must have seen my eyes drift over to look that way because she turned and
looked the same way slightly, then returned her gaze in my direction.
“Seems
like we are putting on a bit of a show,” I smiled, looking back at her.
Isabella
gave me this little devilish grin as I could tell the gears in her head were
turning. “Should we give them an even better show?” she asked.
I
returned her little devilish grin and nodded, saying, “Yes, I definitely think
we should.”
Isabella
and I loosened our grip on each other and she took my hand into hers, once
again interlacing our fingers. “C’mon,” she said, soft enough just for me to
hear. She then started to walk towards the suite’s closed bedroom doors and
called over to the guys, “You boys want to join us?”
Neither
of them answered. They just looked at each other and smiled. George and my guy,
still with their drinks in their hands, took a few steps towards the bedroom doors, both watching
with such lustful contentment on their faces. I looked over at my guy as I was
following Isabella as she pulled me towards the closed double doors and just
smirked at him. I could tell by the look on his face, he was enjoying himself,
but at the same time, I could see what we had just discussed at dinner was also
weighing in on his thoughts as well.
When
Isabella reached the double doors, she used her free hand to turn the nob,
push one door completely open, and then the other door as well. I was quickly
following behind her as she pulled me into the large bedroom. It was just as
immaculate and beautiful as the rest of the suite had been. I was giddy,
laughing and giggling as I followed her, once again watching her gorgeous body
flowing underneath that amazing dress.
As I
figured she would, Isabella led me over to the huge king-size bed and plopped
herself down, sitting on the edge, facing towards the now-open double doors.
Without a word, she spread her legs apart and I caught just a glimpse of the
front of her beautiful, matching, mint green lacy thong as she pulled me into
the space between her legs, leaving me standing there, her legs gripping on to
me once I was in place where she wanted me.
Isabella
tilted her head up and smiled. “Kiss me, sweet angel,” she said.
I
leaned downward and resumed the amazing kiss that we had shared out in the
sitting area. Once again, I was so lost in the passion that it all seemed
timeless. My brain was rushing with so many thoughts and my body was filling
with so many desires for this amazing and beautiful creature.
Isabella’s
breath was swift and her moans were unbelievably sexy. This girl knew exactly
what she was doing and how to do it to me to get me completely engrossed in
every fiber of her being. I was in sheer and utter heaven, standing there,
kissing her, feeling her hands rubbing my back as my hands held on to her
tightly, feeling that lovely warmth of her beautiful gown on her body. I had
never, ever felt this good.
Isabella
broke our kiss with a loud and audible sigh, collapsing down on to the bed,
looking up at me with those beautiful eyes. “Wow, girl, you really know how to
kiss,” she said to me, smirking.
Seeing
Isabella lying there on the bed, her mint-green long chiffon gown all slumped
on her amazing body, her arm resting across her still heaving chest and her
beautiful, long, red hair a little worn but still framing her face perfectly, I
breathed out an audible sigh as well and said back to her, “So do you. Best
kiss ever!”
I
laughed a little as I carefully leaned forward, being sure not to put too much weight on Isabella’s left leg as I plopped down on the bed next to her and
wrapped my arms around her as best I could. Without a word, I started to kiss
her again and we quickly fell right back into that amazing and passionate kiss
that we had broken from to take a few breaths. This time, however, I felt
Isabella’s hands begin to explore my body through my little dress as well as up
underneath it, and I too, did the same with her body.
I
loved my guy and I still loved the evening we were having up until Isabella started
talking to us in the elevator, but every moment since then had been so amazing
and so exhilarating. Just being in Isabella’s presence was something words
could not describe, let alone now as I was sharing this sensual and loving
embrace and kiss with her.
I
could feel and hear my guy sit on the edge of the opposite side of the bed and lean
back against the bed’s headboard as he simply laid back and watched me make out
with Isabella. I could also hear and then feel George sit on the bed, also on
the opposite side of the mattress, but at the foot of the bed, also just
sitting and watching me and Isabella making out, our hands all over each other,
rolling slightly back and forth, kissing, laughing, and simply enjoying each
other completely now.
Our
guys both watched silently, and having been in their position before, I knew they
both would have loved to have joined in, but never would dare try to without
being invited. Unfortunately for them, I could tell by how into our kissing and
frolicking on the bed Isabella was, that this night, there was going to be no
invite for the guys to join us.
Our
kisses were turning into something more and I could feel it deep inside of me. Not
long before, I was wondering if I was ever going to see this girl again, but in
that instant, there on the bed, I felt she was planning on keeping me around
somehow.
I
was so lost in the long moments of kissing that were broken up with Isabella
and me taking a breath while we looked into each other’s eyes and giggled and
laughed and made cute little small talk that I have no idea how long we were
kissing, laughing, and exploring each other’s bodies there on the bed. All I knew
was that I was not wanting the night to end. But, alas, at one point there,
Isabella pulled back from our kiss, still breathing heavily, pushed my hair behind
my ear, and said as she gazed into my eyes, “You have me so excited, girl. I
want to do more, but let’s not rush this.”
Isabella
paused, giving me a chance to answer. I was overjoyed in thinking at that
moment that what she was saying meant that there would be a next time that we
would be waiting for. I really got the feeling from the look in her eyes that
while she wanted to do more with me, she wanted to wait until we were alone.
And that in itself was something far more exciting for me in that moment – the
fact that it seemed like she was planning for me and her to see each other
again.
“You
have me excited, too,” I sighed. “You are so amazing, girl.” I then leaned in
and kissed her quickly, just lying there, smiling afterwards.
After
a few seconds, and I could tell very reluctantly, Isabella said, “Let’s go have
that nightcap.”
I
didn’t want to get up and I definitely did not want this amazing session of
making out with this beautiful girl to end, but I could tell it was time. I
felt like we both knew it was just a temporary pause.
Isabella
raised herself up from the bed and then reached her hand out to me. I took it
and she helped me up. Once I was upright again, Isabella gave me a quick little
kiss again and started to lead me back out the double doors.
I
really did not want to go back out through those doors, but I could feel that
it was definitely best in that moment for she and I to wait and see where this
led when it was just the two of us.
As
we reached the doorway, I could see from behind us that the guys were sitting
up from their positions on the bed and starting to make their way back out into
the sitting area as well.
Isabella
made quick work of leading me over to the couch and sitting me down. She
released my hand and then asked, “What do you want to drink, sweet Monica?”
“Just
some water, girl,” I said as I sighed out once more and settled into the big
comfy couch.
“Sure
thing, gorgeous,” Isabella said as she headed to the bar. I watched her, still
in awe of this beautiful and amazing girl that I had just met and whom I had
just had the pleasure of kissing so intensely.
Isabella
returned with the water, handed it to me, sat down next to me on the couch then
proceeded to take my free hand into hers, intertwining our fingers once again.
I drank the water, still marveling at how our evening had turned out.
By
then, my guy and George had exchanged a few words about watching Isabella and I
frolicking together on the bed and were standing over by the front door to the
suite. I definitely was getting the vibe that both of them were ready to end
this little encounter, though Isabella sure seemed that she wanted me to stay a
little longer by how tightly she was holding my hand.
“Are
you ready, babe?” my guy asked me.
I
looked at him through reluctant eyes and nodded yes.
“George,”
Isabella said, looking over towards him, “do you mind if I walk them to the
elevator?”
“Not
at all, my sweet,” George responded. He then looked to my guy and then to me
and said, “It was lovely meeting you both. Isabella handles our social calendar
so perhaps she can arrange an encore for us some time in the future.”
I
tried not to laugh at what George had said to conclude the evening, and the
very proper way in which he had said it. It was all very British, I thought.
My
guy nodded and said, “That would be lovely,” knowing full well that due to his
impending nuptials, that was never going to happen with him there.
Isabella
then brought my hand up to her lips and kissed it as she looked at me over our
intertwined hands and said, “Yes, sweet angel. I definitely need to see you
again.”
I
smiled ear to ear and said, my eyes looking deep into hers, “Oh, I would love
that.”
My
guy made his way over to the suite’s main door and opened it as Isabella stood
and led me towards the door. I was so very saddened to be leaving her, but also
knew that while it was time for us to part, she was going to find her way to me
again. I could feel it in how she was holding my hand.
By
the time Isabella and I reached the door, my guy was halfway towards the
elevator, moving ahead so he could push the button to call the car up to the
floor. By then, George had moved out of the living room area and back towards
the bedroom.
As
we reached the threshold to the suite, Isabella pulled me close to her and whispered
into my ear, “George will be asleep in a few minutes. Once your man is asleep,
come knock three times on the door. I will be waiting for you.”
I
cannot even imagine how big I must have been smiling as Isabella pulled back
from whispering in my ear and looked at me to receive my response. I leaned
forward and kissed her again. “Girl, I miss you already,” I said. Isabella then
returned my huge smile and kissed me back. “Hurry back,” she said.
I
then pulled her hand up to my lips and kissed it. “I will be back soon,” I
said. I then reluctantly released her hand and started to walk down the
hallway, leaving her standing in the doorway to the suite. I hurried to catch
up to my guy, but kept looking back over my shoulder at Isabella. She stood
fast there in the doorway, watching me until I disappeared into the elevator
with my guy so that I could quickly get him in bed and asleep then come back
and see what else the beautiful Isabella had in store for me.
Chapter
Seven: Isabella
Through
the quick, one-floor elevator ride and the slightly longer walk from the
elevator to our room door, my mind was on fire with all of the beautifully
clandestine ways in which I was going to sneak away and get back to talk to
Isabella. My guy held my hand in the elevator and looked at me and smiled. He
held my hand as we walked down the hallway, but he didn’t utter a word. Nothing
about Isabella, nothing about George, nothing about us, nothing about all of
this coming to an end in just a little bit over 24 hours from that moment when
we were going to board separate flights to return home.
I
found his silence so very curious, but at the same time, there really was
nothing left to say. Other than to figure out what we were going to do together
the next day, which was easily a conversation we could have in the morning, no
words would change anything.
As
we entered the room and he started to undo his shirt, I thought about just
telling him the truth – that Isabella had invited me back after he fell asleep
– but, ultimately, I decided against it.
“You
want to stay up for a bit?” I asked, more so trying not to have to get
undressed so that I would not have to get re-dressed once he fell asleep.
“No,”
he said, looking back at me as he continued to undress and moved down the
hallway towards the bedroom, “I am exhausted. You go ahead and stay up if you
want to.”
“OK,”
I said, honestly a little surprised that he did not want to mess around a
little bit after watching me with Isabella on the bed. But, then again, like I
said, I could tell he was already acting a little different after having told
me that his wedding was going to be upon us before we knew it. “I slept on the
plane,” I said, “so I am doing pretty good. You go ahead and go in and I will
come in a bit later.”
He
smiled and disappeared into the bedroom. I walked to the end of the hallway and
moved into the sitting room area. I figured I would just sit and watch TV for a
bit until he fell asleep. I could hear him rustling around in the bedroom,
getting in and out of his suitcase and his garment bag, going into the bathroom
to get cleaned up, brush his teeth, and so on, and then ultimately, I heard him
plop down on the bed.
I
gave it about five minutes and then quietly crept over to the bedroom doorway
and I could tell by his breathing that he was fast asleep. I reached into my
clutch and took out just the room key and then carefully and quietly made my
way back down the room’s hallway, carefully and quietly opened and closed the
door, and then hurried back towards the elevator.
I
was so excited to be heading back up to see Isabella again. I could only dream
of what she wanted to talk about so badly that she asked me back to the room
after our guys had fallen asleep. There was a very deep camaraderie among trans
girls. Being a trans girl was very different – all consuming – it made you a
pariah and a novelty. It was, quite frankly, exhausting just existing at times,
so when you ran across another trans girl, it was so exhilarating just to sit
and talk with her – share stories – commiserate and congregate, even if it was
just the two of you.
The
elevator ride was short going back and it was so late that the elevator and
hallways were completely empty. I quickly made my way down the hallway, back to
the door of the large suite, and as instructed by Isabella, I gently and
quietly knocked on the door three times. Within a few seconds, the door opened,
and there she stood.
Everything
about her still looked exactly the same, except now she was in nothing but a
white terry cloth hotel bath robe. No more heels, just her cute little bare
feet and toe nails that were still painted to match her cute little
white-tipped finger nails. I could tell, however, that she had straightened her
hair and her makeup and that spoke volumes. I could not believe that this
amazing creature took the time to freshen up for me. It was then that I
realized I had not done so and I honestly felt a little bad about it.
“Hi,”
she said, wide-eyed in a half-whisper, excited as if we were old friends that
had not seen each other for years.
“Hi,”
I giggled back, covering my mouth a bit after saying so, excitedly and quickly
moving inside as if we were trying not to get caught doing something we
shouldn’t.
Isabella
closed the door behind me, reached down and took me by the hand, interlacing
our fingers once again, and then led me over to the sitting area. We sat on one
of the couches that was facing that long wall of glass windows that provided
that amazing view of the city.
Isabella
sat to my right and kept my right hand in hers, resting our hands together on
her lap atop that very warm and comfy robe she was wearing. “Did your man conk
out?” she asked.
“Yeah,”
I said, smiling and shrugging my shoulders a bit, still feeling giddy at having
snuck away. “I thought he was going to want to play a bit after watching us
making out on the bed, but I think he was just too tired.”
“George
was out by the time I walked into the bedroom. He is a heavy sleeper, plus he
had a few too many, so don’t worry about making a little noise.”
I
nodded to let her know that I understood. I started to say, “So,” and she did
the very same at the very exact second. We both looked at each other and
laughed a bit. “No,” she said, “you go ahead.”
“OK,”
I nodded. I nestled a little closer to her. “So, what is the deal with you and
George?”
“Well,”
Isabella started, “we have been together for three years. Like I told you
before, when I met him I was in a relationship with a guy who had a girlfriend
and was seeing me on the side. Typical thing where he was attracted to girls
like us and wanted to play, but was never serious about actually having a
relationship with me. I was with him for about a year, and before that, I was
with a married guy for two years. It was the same thing – lots of sex and secret
dinner dates far from home, but no family events or holiday parties. And before
that, I was still living full-time as male.”
I
nodded again to let her know that I had heard her and understood.
“I
was going to ask you the same thing about you and your man. So, he is married?”
“Not
quite yet,” I said. “That is actually an engagement ring the fiancee is making
him wear.”
Isabella
pulled her neck back a bit and looked at me with wide, surprised eyes. “Really?
Wow!”
“Yeah,”
I continued, “sometimes I really think that she knows he is cheating on her,
but just doesn’t know who it is. I don’t think she suspects it is me because as
far as I know, she has no idea I am trans, but I cannot really be sure. He and
I were close friends up until a year ago. She threw him a costume party for his
birthday and it was the first time I went out actually dressed. I had been
dressing in secret since I was four years old. I did it with girlfriends here
and there, but his party was my first time out in public as me. I feel like I
did it to come out to him – to let him know that I had actually liked him for
quite some time. The second he saw me all dolled up, it was like he knew
everything without me even saying a word to him, you know?”
Isabella
nodded. “Yeah, I know exactly what you mean.”
“So,”
I continued, “We started seeing each other in secret that night. It was this
little romantic moment between me and him where I think we both realized that
we could be much more than just friends.”
I
almost paused, waiting for Isabella’s reaction to me saying that. “Do any of
your other friends know about the two of you?”
I
shook my head no. “I haven’t spoken to any of my other guy friends since that
night. I would only spend time with them through him and he is the only one I
have seen since then. I basically stopped hanging out with all of our mutual friends
that night and just became his mistress. I mean, I know he loves me and I know
he wants to continue to be with me, but there is just no way in his world for
that to happen.”
“Oh,
honey,” Isabella said, looking at me like a supportive friend, turning her head
and leaning in a bit to nestle for a second on my shoulder. “I have been
there.”
“We
dated hot and heavy, three nights a week since that night a year ago. Today is
his birthday again – exactly one year later.”
“Really?”
Isabella asked. “Tonight is his birthday and he is here with you instead of home
with the fiancee?”
I
nodded. “Yep. And I think that really threw her for a loop. Like I said, almost
as if somehow she really suspects he is stepping out because all of the sudden
tonight he tells me that she is moving in with him this weekend and they are
getting married much sooner than he thought. He didn’t even actually tell me
when the wedding was going to be because her moving in with him is what is
ending our time together. All the ways we had to sneak around are gone now. We
literally have one more day, tomorrow, and then that is it. Separate plane
rides home and I go back to being one of the guys in the wedding instead of his
secret girlfriend.”
“Oh
my God, girl,” Isabella said as she reached over and put her arms around me,
pulling me close to her, “I am so sorry to hear that. That really sucks, but
like I said, you deserve so much better than that, girl.”
“I
know,” I said, nodding. “I mean, it is what it is, and he and I both knew from
the start that it was just going to be a temporary thing, but he was honestly
the only guy I was ever really attracted to. I mean, he was the only one that I
could ever picture myself in a relationship with. Like I had one shot at that,
and now it is gone. I spent my whole life with girls and now I think I will be
going back to dating girls after this.”
Isabella
squeezed me again. “I completely understand, hun. You ended up in a very
difficult spot.”
“I
know,” I said, raising my hand up to put it on Isabella’s arm that was wrapped
around my chest. “and I still feel like I am losing something, even though it
was never actually mine to begin with.”
“It
is perfectly understandable for you to feel that way,” Isabella reassured me.
“Yeah,”
I said, “I know that is true, but it still stings. It still hurts. The wedding
is going to kill me. I am going to have to be there, all smiles, pretending
like none of these things between me and him ever happened.” I paused a moment
as it was all still sinking in. “Sorry to be such a downer,” I said to
Isabella.
She squeezed
me hard again. “Nonsense, girl. I invited you back so we could talk because I
knew you were in some kind of situation like this because I have been in that
exact spot in the past. You are right to feel down about all of this. I am just
so glad that we met tonight. I am going to tell you right now, your life is
going to get better without being tied down to this situation you have been in
for the past year. Yes, you will miss him, and yes, it is going to hurt, but
you will move on. You will love again.”
“I
know,” I said. “I know I will find love out there, but this one is going to
sting for a bit.”
At
that point, Isabella let go of me with her right arm and moved her right hand to
push my hair out of my face a bit. “Why don’t you get out of that dress and get
comfy. These robes are absolutely amazing. I will get you one.”
I
nodded a bit, still soaking in all of what I had said to Isabella about what
was coming for me now with my relationship with my guy ending and his wedding
that was coming right around the corner. “OK,” I said. “That sounds nice.”
Isabella
gave me one last hug and then stood up from the couch, I assumed to go and get
me a robe. I sat back and watched her walk towards the bedroom. Once she had
disappeared, I turned back and looked at the beautiful cityscape of lights
again. I spent a little bit thinking on what was all happening on that trip and
how my life that so drastically changed a year ago was about to so drastically
change again. It was then, in that instance that I thought to myself that it
was time to start moving forward. Yeah, I would have one more day the next day
with my guy – one last day – but right then, I needed to get off this sad sack
train and take advantage of the moment in which I found myself.
I
quickly stood up, hoping I would have the time to so do before she returned with
the robe, and quickly slid the shoulder straps of my dress off my shoulders and
let the dress fall to the floor. I quickly stepped out of the dress, picked it
up, and laid it down on the couch to my left, opposite of the side where
Isabella was sitting. I then positioned myself so that I was sitting a bit
towards where Isabella was sitting. I crossed my legs at the knee and let the
high heel on the foot on that leg dangle off a bit. I started to slightly kick
that leg, swaying the shoe back and forth. I then took a quick second to look
down at myself and straightened my little black lace strapless bra and my little
thong. I figured I would take the opportunity to try to look as sexy as
possible for Isabella when she returned.
I
finished getting settled in just in time. I heard Isabella returning, but did
not look back at her over the back of the couch. I wanted for her to turn the
corner on the side of the couch before I looked up. Right before she got
closer, Isabella started to say, “If you want to change in the bathroom”, but
then turned the corner and saw me sitting there in nothing but my bra, thong,
and heels. “Or, you could change right here,” she said, smiling and looking me
over.
I
sat there on the couch, holding my pose, bouncing my heel on my foot as I
looked right at Isabella and smiled. She handed me the robe and I stood up to
put it on as she sat back down on the couch. I took my time sliding the robe
on, ensuring that I turned just right so that my cute little butt in that little
black thong was right in front of her before I made it disappear under the
robe.
“You
are right,” I said, “this robe feels amazing.” Once I had it all the way on, I
turned and faced Isabella, basically giving myself a big hug in that robe. Her
eyes were still down, looking at my body that had now disappeared and she looked
back up at me, returning my smile.
Isabella
then tapped the couch seat next to her and I returned once more to where I was
sitting. “You look so cute in that robe,” she said.
“Thank
you,” I returned. “So do you.”
“And
you look amazing in that black lingerie.”
“Awww,”
I responded. “Thank you. It is just a bra and panty, nothing too fancy. And you
looked stunning in that dress earlier, girl.”
Isabella
smiled and said, “Thank you” back. “I love wearing that dress.”
“Geez,
girl, I can see why,” I said back to her. “It looked like it was made for you.”
Isabella
nodded and said, “Well....”
“Oh
my God, girl,” I said. “Seriously?!”
Isabella
laughed a bit. “I have a little place back home and the lady there makes
amazing things on the cheap.”
“Get
out! Seriously?!”
Isabella
laughed again. “Definitely. You will have to come there with me sometime.”
It
was then that I realized I had never even asked Isabella where they were from.
I thought maybe I had assumed England because of George’s accent. “Where are
you two from?” I asked. It felt out of the blue and I started to regret asking,
but Isabella simply smiled and said, “California, same as you. Well, north San
Diego county, but still not too far from you, I am sure.”
“Stop
it!” I said with wide eyes. “Really?!”
“Yeah,
George works in the city – well, George owns a business in the city – but
commutes up to our beach house in Solana Beach. Some nights he stays in the
city and some nights I join him.”
“And
how did you know we were from California?” I asked.
Isabella
laughed. “Girl? Really? Your man screams SoCal with that hair and that suit and
of course your SoCal accents.”
I
laughed. “You are too funny. And here I figured you were picking up on me
because you thought there was no chance we’d ever see each other again.”
Isabella
slid just a little closer again and said, “Actually, quite the opposite. I have
been looking for a new partner in crime since my last one up and got married
and moved away, so when I saw you, and then heard you talk, I decided I was
going to invite you and your man to join us for a drink, but once I realized
that you didn’t realize I was trans and were still so sweet on me, I just had
to kiss you.”
“Oh
my God, girl,” I said, starting to blush a bit.
“Are
you blushing?” Isabella asked, pushing my shoulder a bit. “You are too cute,
girl!”
Isabella
and I enjoyed a laugh together, moving closer and leaning in to each other a
bit at that point. Isabella reached over at took both my hands into hers this
time. We finished our laughing, sighing and breathing out a bit, ending in just
smiles, looking right at each other.
“I
am so glad I invited you back,” Isabella said, her smile slowly melting into a
much more serious look.
“And
I am glad I came back,” I said, myself moving from that smile into a more
serious expression.
With
that, Isabella looked down a bit and then back up at me. She slowly started to
advance and I mirrored her movements until our lips met, our eyes closed, and
we shared a kiss just as passionate as that very first one we shared earlier in
the evening. My mind was traveling a million miles a minute now. While I had a
feeling what was going on earlier between us was a little deeper than just
playing, in that moment, sitting on the couch in the robes, just the two of us,
I could definitely tell for sure. I got lost in that kiss, lost in the thought
of this perhaps being a new chapter in my life as this old chapter was ending.
When
Isabella pulled away from the kiss finally, her eyes met mine and I could see
in her expression that she was just as excited as she was that first time we
kissed. I was definitely feeling the same thing.
“I
want to make love to you,” she said.
“I
want to make love to you, too,” I responded.
“But?”
she asked.
“But...”
I said.
“But,
we should wait, right?” she asked. “Wait until next time.”
I
nodded. “Yeah,” I said. “Make it special. Not that tonight wasn’t amazing, and
not that this moment right here, right now, is even more amazing, but let’s
make it a special night. Just the two of us. A proper date.”
Isabella
smiled and nodded. “I really, really would like that a lot.”
It
was then that I realized I had left my phone back in the room and at that point
was really wishing I had brought it so I could ask Isabella for her phone
number so I could call and ensure our next time happened.
It
was as if Isabella read my mind. “You just realized you don’t have your phone,
didn’t you?”
I
smiled and laughed. “Oh my God, mind reader!”
Isabella
got up and quickly made her way over to the dining table where she had left her
clutch purse when we first walked into the suite earlier that night. She
reached in and pulled out her phone and quickly hurried back to me. She handed
me the phone. “Here,” she said. “Put your number in my phone and I will call
you so you have my number.”
I
nodded. That seemed so rationally simple. I made short work of adding myself to
Isabella’s phone and then she quickly called my phone and hung up. I pictured
it ringing in my little black clutch in the room downstairs while my guy was
asleep, unaware that it had even rung.
With
that completed, Isabella set the phone down on the couch next to her. “I wish
that we could stay the night together tonight,” she said. It definitely felt
genuine.
“I
do, too,” I said. “You are absolutely amazing.”
Isabella
then leaned in and kissed me gently on the lips once more. “No, girl,” she
said, “you are the one that is amazing. I cannot wait to see you again.”
I
thought about trying to linger, but then felt that if I stood up first, I would
feel better, so I started to do so and feeling that I was standing, Isabella,
still holding both of my hands, stood with me. I reluctantly let go of her
hands and reach up to take off the robe. “No, no,” Isabella said as she reached
up and stopped my hands. “I want you to keep that robe.” Isabella let go of my
hands and then reached down and picked up my dress off the couch. She gently
draped it over my arm. “I want you to walk back to your room wearing that robe
and carrying your dress, thinking about me.”
I
smiled at her. What she was saying she wanted me to do was kind of different,
but at the same time, I completely understood it. We were somehow completely on
the same wavelength. I somehow felt that given the same situation, I would have
suggested the same thing about her keeping the robe and carrying the dress.
“You
take that robe home,” she said, “so you have something to remember me by until
we see each other again. Don’t leave it in the room! Take it home! I am going
to make sure the hotel charges me for it, so you take it.”
I
shook my head a bit and nodded. “OK,” I said. “I promise.”
Reluctantly,
but still very excited with anticipation, I turned towards the door and
started to walk towards it. Isabella followed behind me closely. When we
reached the door, she reached passed me and opened the door for me. I crossed the
threshold out into the hallway, and then turned back to face her, just as we
had done about an hour or so before when my guy was walking towards the
elevator.
“I
am so happy we met,” she said.
“I
still can’t believe you are real,” I said. I honestly did not think about
saying that before it came out. It wasn’t a rehearsed line or something I had
ever actually really said to a girl before.
Isabella
smiled and shook her head a bit. “I promise you,” she said. “I am real.” She
then pointed her finger back and forth a few times between us. “I promise you.
This is real. There is something about you. Something about you and me. We are
going to do big things together.”
I
leaned forward and kissed her lips. “We are, aren’t we?” I asked. “Somehow, I
just know we are, too.”
“Go
spend tomorrow with your man,” Isabella said as she leaned against the doorway
a bit. “Enjoy it. Relish in it. Remember every second. And then, call me as
soon as you get home. No matter what time. I want to know that you are OK. And
I want you to feel that there is more after him. There is more life. There will
be more love.”
I
nodded. “I will. I promise.”
Isabella
then reached up and took my head in her hands, leaned forward and kissed me
once more. When she pulled back, she said, “Good night, sweet Monica. We will
see each other very soon.”
I
nodded. This was all still a surreal dream to me. It was as if that initial fog
from when I first was with her was coming rushing back. “Good night,” I said. I
moved in and kissed her on the lips once more and then backed away. I took my
first couple steps down the hallway walking backwards, still looking at her.
Isabella
raised her hand and waved and I did the same. I expected her to close the door,
but she didn’t. I turned over my shoulder and continued to look at her, smiling
as I made my way to the elevator, wearing the big, comfy robe, my dress hung
neatly over my forearm. It just felt so right to be wearing that robe, looking
at her standing in the doorway, wearing the same robe. That girl knew how to
make a connection. She knew the symbolism I would feel wearing that robe while
I was walking way from her. I was convinced in that second that while she and
what was going on might have been real, there was still something cosmic and
angelic about all of it.
We
maintained eye contact and our mutual smiles the entire time I walked down that
hallway. I kept my eyes on her as I pushed the button for the elevator and
until the door opened. Finally, I waved once more, she waved back, and then she
disappeared from my line of sight as I entered the elevator. I heard the door
gently close so far away down the hallway, and then, the elevator doors closed.
I
rode that one floor down, thinking on how I was still anticipating having a
wonderful last day with my guy, but in all honesty, I was now anticipating
going home and calling Isabella much, much more.
Chapter
Eight: A Wedding and a Birthday Party
Their
wedding was four weeks after we returned from Chicago, and it was gut-wrenching
for me. I had to stand up there at the alter with them both, standing right next
to him, watching them holding hands, professing their love for each other, reading
the vows that she had written for them both, all the while knowing that he was
sacrificing so much of who he was – so much of his desires, his very being –
just so that he could conform to the perfect little husband and father that
everyone in his family and everyone in her family was expecting him to be.
I
was envious as shit of the bridesmaids in their pretty little lavender dresses,
knowing full well that I actually would have looked much hotter than all of
them, except for pretty little Joyce of course, in that very same dress. It was
absolute torture being there through the whole week of the wedding – the
rehearsal dinner, the parents’ dinner, the bridal party dinner, the actual
bachelor party, the ceremony, and the reception.
Three
nights a week for a year, he had been mine, and now, I was forced to watch him
spend every minute of every day with her, treating her almost – almost – as
lovingly as he had treated me. Having Jessica there with me at the parts of the
wedding week that she could make and I was allowed to bring a guest did help –
I mean, at least I was not alone, and at least there was one other person there
who knew my actual story and pain besides me – one other person that knew what
I was feeling about all of this because I had to keep the entirety of my
feelings a complete secret.
And
keeping it all a secret was actually why I was there with Jessica instead of
Isabella. Jessica required no explanation – she was my ex-girlfriend who I was
now seeing again. Isabella was going to require some lengthy explanations. She
was drop-dead gorgeous and everyone would have questioned her being there with
me. It would have called so much attention to me that it would have made the
week-long wedding festivities even worse. And then, to top it off, if anyone
had figured out she was trans, that could have opened up an entire separate can
of worms. Isabella and I had grown close in the month between our night in
Chicago and the quickly thrown-together wedding week, but I also did not want
her to see me like that, either – in male mode – with my tail between my legs,
sucking it up.
I
had to be chummy and friendly, and worst of all, guy-friendly with him. I had
to talk with and interact with all of our guy friends and I was completely
unsure if any of them had figured anything out about why I never saw them again
after the night of the birthday party, or worse, if my guy had actually told
them anything about me and him, even though he promised me that he had not.
I
had to interact with her, too, like none of it had ever happened. I was the
mistress who had to keep her mouth shut and somehow also still be so heavily
and happily involved in the week of pageantry that was going to take him away
from me forever.
It
was extremely difficult. There is no easier way to put it. But, if there was
one nice thing about the whole ordeal, it was that it ended. It was a long week
and it was a difficult time to say the least, but at one point, they drove off
from the reception in a limo to go to the airport for their honeymoon – her in
this supercute little flowy white dress that was cuter and sexier than anything
she had ever worn in public in her life – that would have looked just as hot on
me – and him, holding her hand, hugging on her, kissing her cheek, trying so
hard not to look at me the entire time.
It all
sucked so bad – the entire week – but, at one point, they were gone, they were
married, and there was nothing that I could do but simply move on.
I
made love to Jessica the night they left, and that really helped. Not so much
the actual sex, but just having her being there for me, with me, willingly and
knowingly allowing me to substitute her for him that first night after the
wedding stuff was finally over. She was an amazing friend and girlfriend
through the entire ordeal.
The
day after the wedding, I spent the day with Isabella and George in the city in
San Diego, and it really helped me take my mind off of it all. Isabella and I
had been seeing each other as girlfriends in that first four weeks after our
night in Chicago and we had made love many times. She said that she was honest
with George and that he was OK with all of it. She said that he told her that
he understood that she needed to have a girlfriend like me to be happy and he
did not want to take that away from her.
That
next day after the wedding, Isabella put together an amazing day for the three
of us that consisted of some sightseeing, an amazing boat ride, a spectacular
private rooftop dinner, and culminated in George watching Isabella and I making
love. It was all very cordial, and in fact, was also all very passionate. That
next day after the wedding was the first day that the three of us – me,
Isabella, and George – spent the day together. It ended up being the first of
many, actually, as George and I seemed to developed a non-verbal understanding
that I got Isabella as my girlfriend as long as he got to watch Isabella and me
play whenever she set up a day for the three of us. I was more than happy with
the arrangement.
Finally,
a week after the newlyweds left in that limo for their honeymoon, he texted me
when they got back home, just to let me know that they were having a dinner to
thank everyone in the wedding party. I replied that I was going to be out of
town that night. It was a lie. I was going to be home, but while I had pledged
to stay friends with him after the wedding, I just could not do it. I could not
stomach seeing them together now, knowing that my time with him had ended.
Weeks
turned into months and the months turned into years, and finally, his texts
stopped and he stopped inviting me to the dinners and get-togethers and
birthday parties. A few years later, I heard that she was pregnant and that
they were expecting a boy. Months after that, I heard that the baby had been
born and was healthy. A couple years after that, I heard they had a girl who
was also healthy. They had their perfect little nuclear family – one man, one
woman, one boy, one girl.
Over
the next two years, however, whenever I would run into anyone that knew him,
they would tell me how miserable he was. He loved his kids and was a great dad,
but at the same time, she had pushed all of his friends away and pretty much
never let him spend any time with them unless she was there and it was a family
affair. What was worse was that these same people always told me that if you
saw the two of them together, there was no love and no passion there between
them. I would always ask about Joyce and they would always tell me that she, of
course, was always around.
There
were many times over the course of that two years that I thought about reaching
out to him to check on him, but my bitterness at how things ended, even though
I knew that is exactly how things were going to end, kept me from contacting
him. And then, almost seven years after our little trip to Chicago where he
told me that they had picked a date and that our love affair was ending, I got
a text from her – the wife. You can imagine my surprise at that. When I saw
that I was getting a text from her, my mind immediately gravitated towards her
having found out and was wanting to confront me about it, even though she had
obviously won.
But,
the text was actually very normal. There was nothing in there that would have
led me to believe that she suspected a thing. She was throwing him a birthday
party and she was hoping that I could find it in my heart to show up because
she was inviting all of his old friends to come and see him, especially those
of us that had stopped coming around so much after they had moved in together
and gotten married.
It
was a long text, almost leading me to believe that I was not the only one that
had stopped spending time with him at this point. The text was also generic
enough that I felt she was not sending one personalized text to me, but that
she was copying and pasting a long text she had written and was sending it to
multiple people, just changing the name on the To: line.
She
sent the text about a month before the actual party, and the problem with that,
was that it gave me time to think about it – it gave me four weeks to decide
what to do – to cook up my reaction to it all. It gave me four weeks to stew on
how unhappy I had heard he was, and that made him ending it all with me sting
that much more. That four weeks let the pressure cooker build up. I had not
forgotten about our time together at all, but I had let the memories and the
sting of losing him to her fade away, but now, this text, and her throwing him
a birthday party again brought it all back in a really bad way. I guess, in the
end, the fact that he left our happy and joyous relationship for one that I
continually heard was miserable for him just left me feeling way worse than if
he and the wife had ended up happy and in love, but from everything I was
hearing, that was just not the case.
Seven
years later, I was still in the very same spot romantically. I was seeing
Jessica still and she and I were both seeing other people. We were close
girlfriends, but neither one of us wanted to give up our other interests to
become exclusive to each other. In fact, we had discussed many times the fact
that an exclusive relationship with just the two of us would just not have
worked out at all. So, we kept doing what we were doing.
Isabella
and George had actually gotten married about four years after I met them, but
our arrangement had not changed. I was her maid of honor at the wedding, and
she and I even had a solo slow dance together that day, which was amazing, and
also helped make up a little for my guy’s wedding where I was jealous of the
bridesmaids in the lavender dresses. And yes, I wore the same exact bridesmaid
dress that day as I would have worn at my guy’s wedding had I been the maid of
honor instead of the best man. And four years later, I looked way hotter than
Joyce did in that dress. Needless to say, Isabella and George’s wedding brought
some of those feelings about my guy and his wedding back up to the surface.
I
had moved out of my parents’ place about a year after that night in Chicago and
had my own little condo in a small town not too far from my parents’ house, and
not too far from where my guy and his wife were raising their family, though
luckily, I had never run into them. Being out on my own gave me the opportunity
to bring my pretty dresses, outfits, lingerie, and heels out from the back of
my closet and bottom of my drawers. It gave me the opportunity to no longer
have to sneak out of the house when I was all dolled up, or ever have to worry
about what the neighbors thought again. I was able to just be Monica whenever I
wanted to be.
Seven
years after that night in Chicago, I was still going to work as male and still
doing all of my family things as male because my career and family life just
warranted that, but pretty much every other moment of my life, every other
instance and event, I was living as Monica. I had let my hair grow out and was
no longer wearing a long black, wig. The long black hair was mine now. I had
spent seven years working on my figure, working on my mannerisms, voice, and
basically just utterly perfecting my feminine look. Isabella had been an
amazing teacher and mentor for me, and while I never considered it to be a key
part of who I was as Monica, I was definitely much, much more feminine and
much, much more passable seven years later.
Given
my current circumstances, I thought a lot about that invitation to his birthday
party. I thought a lot about not going, but I thought way more about actually
showing up. And, I thought about going in a way that would be self-fulfillingly
destructive, yet at the same time, at least give myself a little vindication
perhaps. Perhaps give me the closure to the whole situation for which I was
looking. It might have been rash, and it might have been short-sighted, but I
decided that I was going to go to his birthday party, but this time, I was not
going as his guy friend dressed as Monica, I was simply going to go as Monica.
After
stewing on it for about three weeks, I texted her back and told her that I was
coming. She replied with a simple. “Great. We will see you then!” The
simplicity and brevity of her reply after seven years of not hearing from me at
all should have raised a much bigger feeling of caution for me, but I guess I
just didn’t read too much into it at the time.
I
thought about taking Jessica with me. I also thought about taking Isabella with
me instead. But, in the end, I decided that I would go solo just for the sake
of owning it all – owning what it was that I was doing by showing up at his
birthday party as Monica.
Once
I decided for sure that I was going, I spent the next week deciding on an
outfit, though it was really only a matter of deciding which of the outfits I
knew he would remember from the time when we were lovers that I was going to
wear. The cheer uniform from the first night again? The little purple dress I
wore to dinner with him the next night on our first date? One of the two outfits
I bought when we were shopping that following day? The dirndl from our first
night with Jessica? They all still fit, and I still had them all. I ultimately
decided, however, on the little black silky dress he bought for me to wear for
him to my birthday dinner that I then wore again for him to dinner that first
night in Chicago – the night we met Isabella and George – the night my guy told
me that our romance was coming to a quick end. I really felt that little black
silky dress was the perfect thing to wear to close out the circle.
And,
of course, I still had the same heels and the same little black strapless bra
and thong I wore that night, even though seven years had passed. I still had
the same jewelry set, which was also that same jewelry set I wore that first
night for the birthday party with the cheer uniform, that I wore again on that
first night in Chicago. It all fit and looked the same, and in fact, it all
actually looked even better now that I was even more feminine.
So,
the night of the party, I almost backed out a few times. I almost texted her that
I was not going to make it after all. I almost just didn’t show up without
texting, too. I drove around the block three times and almost left each time. I
got to the door and almost turned and left twice. But, in the end, I took a
deep breath and opened the front door and walked in. It wasn’t that I still
felt comfortable enough to just walk into his house, it was more so that I did
not want to end up in a scenario where I knocked or rang the door bell and the
wife answered. I did not want to give her the chance to turn me away at the
door without ever seeing him.
The
house was the same house, though the inside had changed pretty much completely.
The furniture was all different. The artwork on the walls was all different.
Most notably, it was no longer his place. All of the items in the house that
had projected him and his signature style were gone. The last time I set foot
in the house, it was his bachelor pad, and now, clearly, it was her family
home.
As
luck would have it, as soon as I stepped inside and closed the door behind me, the
only person I saw was Marcus who appeared to be walking from the kitchen to the
front of the house, I assumed heading to use the bathroom – the very same
bathroom where all of this had started all those years ago.
Marcus
saw me and smiled from ear to ear as he looked me up and down. “Holy fuck,” he
said. “You actually showed up!”
I
smiled and breathed out heavily. “I did,” I said.
“You
look fucking hot,” he said, smiling, raising his eyebrows and nodding his head
like there was some music going on up there in his head that only he could
hear. “I heard that you had...uh...changed. You look way more like an actual girl now.”
I
shook my head. I should have known that after all of these years, Marcus was
still going to be Marcus. “Thank you,” I said, deciding to just let his comment
go. “Where is he?” I asked.
“I
don’t know,” Marcus said, “but he is going to have a heart attack when he sees
you.”
I
nodded and smiled a bit. “No worries,” I said as I started to walk passed Marcus
and into the living room where Jessica and I had put on that little show after
our night at the little Bavarian-style village that December all those years
ago. As I passed Marcus, he asked, “Are you still wearing sexy satin panties?”
I
decided to play along a bit and smirked, then said as I passed him, “Of course.
Tiny little black satin and lace thong tonight.” Once I was a couple paces
passed Marcus, I called back, “It is tight up in my little ass crack, of
course.”
Marcus
laughed and shook his head, then watched me walk away from him and into the
living room. I was sure to give him that runway strut to watch once again.
I was
thinking it was most likely going to be her that had the heart attack when she
saw me. Much like I said to myself that first night I went out dressed as
Monica to his birthday party, I wasn’t really sure why I was doing this, but it
just felt like something I needed to do.
The
next person I saw was the wife’s sister. She was sitting on the couch in the
living room with some people I didn’t know. I always felt lucky that she was
not at the surprise costume birthday party that night because I think her being
there would have made me lose my nerve, and perhaps, that entire year’s long
affair with him might not have happened.
The
look on the wife’s sister’s face and the open-mouth jaw drop I put on it when
she saw me in my little black silky dress and heels, strutting passed her, made
the entire rejection from her all those years ago completely worthwhile. She
looked like she wanted to say something, but she simply could not utter a word.
I just smiled at her and nodded, acknowledging her presence, but then quickly
moved my eyes away from her, continuing to walk deeper into the living room.
The
kitchen was also empty, so I assumed at that point that everyone was in the
back of the house in that large den-style room that lead out to the backyard,
and most likely, all in the backyard as well. I looked at that spot in the
kitchen where he had put his hand on my lower back and then on my butt cheek that
first night. That was the moment that started it all. My heels clicking on the stone
floor, which had replaced his tile floor at some point since I had been in the
house last, echoed through the kitchen so loudly. That echoing clicking gave me
strength. It gave me even more confidence.
After
about five long strides, I was through the kitchen and into that den at the
back of the house. All eyes in the room immediately looked towards me. This was
a far different crowd than that birthday party eight years ago. His parents
were there. Her parents were there. His sister and her husband were there. The
last time all of them had seen me was at the wedding reception during which I
was wearing a suit. There were a number of people that I did not know in that
back room as well. Looking back, I am not sure why, but for some reason, I had expected
it to be the same people that were at that party all those years ago, but it
was just not the case.
Neither
he nor the wife were in that room, and that meant they had to have been out in
the backyard. I wondered at that moment if they still had that hot tub that he and
I spent so much time together in, beginning with that first night right after
the original birthday party. At that instant, I heard the back sliding screen
door open and I looked towards it. There, standing in a cute little royal blue skater
dress – the same exact color as that bikini Jessica wore that night – and cute
matching heels, was Joyce – the wife’s little special friend – looking a little
older, but pretty much the same – absolutely gorgeous. I was not surprised in
the least bit to see her there. According to everyone I talked to over the past
seven years that knew them said that while his friends distanced themselves
from him after the wedding, Joyce, of course, was around even far more the she
was before the wedding.
Joyce
shook her head when she saw me, her bright red lips parting, her tongue curling
up over her top front right teeth. She made a snickering sound three times,
clucking her tongue. I was about to smile at her when she shouted behind her, in a long and drug out tone, “Lynn!”
A
couple seconds later, I heard the wife’s voice. It was definitely way too calm
and collected for what she was about to see. “Yeah?” she asked. It was that
same, cute little voice. And then, there she was, having stepped up that last
step, standing right next to Joyce, so inappropriately close to her, which was always
how she stood next to Joyce. She looked exactly the same – had not aged a day,
even after having two kids. She was wearing a cute little white sundress with a
red floral print and some cute white heels. I quickly took note that they were
the same exact heels Joyce was wearing, just in a different color. The wife’s
eyes met mine and the little smile disappeared. She moved right into that same
open-mouth, jaw-dropped gape that her sister had when she saw me just seconds ago
in the living room.
The
wife reached up and put her hand on Joyce’s shoulder as she shook her head from
side to side. “I knew it,” she said, sternly and loudly like a mother who had
just seen her son dressed as a girl for the first time, even though she knew he
had been dressing as a girl for years. “I knew it!” she yelled now, even
louder. “Joyce, you were so right,” she now said with disgust.
At
this point, on the last step, just to her right, he appeared. His little
inquisitive look, which was undoubtedly wondering what it was his wife was
hollering about, quickly morphed into a look of utter shock at seeing me
standing there. Seeing me there in pants and a polo shirt would have still shocked
him after all that time, but seeing me there in that little silky black dress
he had bought me for my birthday all those years ago put a look on his face
that words could not describe. I believe the old expression people once used
would have been to say that he looked white like a ghost, or looked like he had
just seen a ghost.
His
wife slapped his shoulder hard and she said once more, looking over at him,
shaking her head, starting to smile at the satisfaction of knowing all these
years later that what she apparently had been suspecting was true. “I...knew...it!”
she hollered once more, looking right at him.
At
that point, she pushed him hard on his shoulder, sending him stammering a bit
and she then pushed past Joyce and into the house, walking straight for me. I
wasn’t sure what to expect at that point, but she moved quickly right up to me,
stopped about a foot from me and then raised her hand to my face with a pointed
index finger, looking me right in the eye, smiling ear to ear. She said it once
more, just for me, this time, at a normal speaking tempo and a normal speaking
volume, “I knew it.”
She
then walked passed me and into the kitchen. At that point, Joyce came rushing
towards me even faster and I half prepared for some type of physical contact
from Joyce, but she simply looked me right in the eye as she stormed passed me,
half shaking her head with an angry look on her face. I looked right at Joyce’s
eyes and turned my head, keeping my eyes on her until she was in the kitchen
and then out of sight. I could hear the wife storming down the hallway and into
the bedroom and I could hear Joyce storming after her.
I
then returned my gaze to him. He had recovered from the wife’s shove and was
now standing straight up, one hand on the side of the door sill and the other
hand on the edge of the open sliding screen door. His eyes were wide and he was
shocked, yet somehow, he wasn’t mad. He actually looked more relieved than
anything. He still had the same clean-cut look, same little face and smile, yet
he looked so tired – so exhausted and beat down.
I
wasn’t really sure what to do next, but he solved that dilemma for me. Just as
quickly as his wife and Joyce had stormed towards me, he came towards me as
well. His expression did not change at all as he grew closer, so I was not sure
what was coming. When he reached me, he reached down and grabbed my hand and
walked passed me, the force of his grip on my hand spinning me around towards
him, then quickly pulling me after him. Most notably, instinctively, our
fingers interlaced with each other when our hands met. “C’mon,” was all he said
as he then proceeded to drag me behind him into the kitchen, over to the
hallway, down the hallway, and into the bedroom.
The
wife was sitting on the bed. I expected her to be crying, but instead, she was
more angry than anything. Her light-skinned face was flush with red. Joyce was
sitting on the bed next to her, one arm around her back, holding one shoulder
and the other arm bent with the other hand on the closer shoulder. Joyce’s face
was right next to the wife’s, their cheeks touching. I could not make out what
she was saying, but Joyce was saying something softly to console her.
The
wife then looked up to me, shaking her head. “I knew it,” she said. “Joyce told
me and I didn’t believe her.”
“Yeah,”
Joyce said, looking up at me. “I told her you two” – Joyce pointed her finger
back and forth between me and him – “were together that whole time between the
birthday party and the wedding, and she just did not believe me.”
I
wasn’t sure what to say. I wasn’t sure if I should defend it, confess it, perhaps
even bring up what I knew about her and Joyce, but he answered that question
for me.
“You’re
one to talk,” he said, a lot sterner and louder than I was expecting. “You two
have been together the whole time we have been married.”
I
turned my head in shock and looked at him with wide eyes. “Yeah,” he said.
“Joyce isn’t the only one that was right. You and Jessica were right about the
two of them” – this time, he did the finger wagging between the wife and Joyce.
“How
did...?” I started to ask.
He
raised his hand up to his forehead as he shook his head from side to side. “I caught
them in the shower when I came home early from a work trip the week after we
got back from the honeymoon,” he said. “They both lied to me and told me it was
a one-time thing and that they would stop. Time and time again, year after
year, they would tell me they would stop, but they never have.”
I
looked back over at the two of them on the bed, and now I was the one smiling
ear to ear. “I knew...” I said, “I knew you were girlfriends.”
“And
you?” the wife asked me, now being the one doing the finger-wag from her
husband to me, “What were you two that whole time?”
I
looked at him and shrugged my shoulders a bit, half-expecting him to answer,
but it seemed like he was going to let me answer. “We were in love,” I said.
“We made love. We played with other people. He wanted to do all of that with
you, but you never wanted to do any of those things with him.”
“Oh,
screw you,” she said, shaking her head at me.
“No!”
he then stepped in. “She is right. I wanted to do all of those things that I
did with her with you, but you would never even listen to me even talk about
it. I asked you to open up to me sexually for years before that birthday party.”
“She?!
Her?!” the wife asked him, looking at me and gesturing her hand towards me.
“Yes!”
he retorted. “She! Her! Monica!”
“Monica?!”
she asked, shaking her head. “Holy shit, his name is Monica now.”
“Yes,
Monica,” he said. “And she and I were lovers for a year before you and I got
married because the whole time we were dating, you snickered at anything sexual
I wanted to try or experiment with, and every single time you shut me down, and
meanwhile, the whole time, you were with Joyce behind my back!”
I
expected either her or Joyce to retort, but neither one of them did. Again, I
wasn’t sure what in the world to say or do at this point, so I just stood
there, and at that moment, I realized that he and I were still holding hands.
And
then, as if we were not even standing there, Joyce moved her arms from his
wife’s shoulders and up to her face. She pulled his wife closer to her and then
kissed her softly on the lips. It was one of those kisses that was short, but
you could tell was happening between two people who were deeply in love.
“Look,” Joyce said, “you know I love you, but how much longer are the two of
you going to do this? How much longer are you and I going to do this?”
“But,”
the wife asked, herself reaching up and putting her hands on Joyce’s face,
“what about the kids? What about our families?”
“You
have amazing kids, Lynn. They know you are not happy. Your kids are so smart
and they will understand. The two of you staying together for those kids and projecting
this happy family image while being miserable the whole time – putting on this
charade for everyone – is just crazy!”
The
wife then began to really break down and sob. I was beginning to feel a bit
uncomfortable watching it all.
Joyce
once again circled her arms around his wife and then kissed her on the cheek. “You
and the kids come and stay with me, just like we have talked about. You share
custody with him and we will give them a good home. They will have a good life
– a better life than they have now.”
At
that point I looked over my shoulder at him, waiting for some type of reaction
– some type of response to this woman basically begging his wife to leave him
and go be with her instead. Again, I was not really certain why I had planned
to go there to the birthday party that night – as myself – as Monica – but
apparently, me showing up was the final weight that tipped the scale.
I
shook his hand that was holding mine and he looked away from his wife and Joyce
in their obviously love-filled moment and over to me. “You’ve got nothing to
say to all of this?” I asked him.
He
let go of my hand and I was honestly a little nervous that what I had just said
had angered him, but, instead, he looked at me and smiled. He then walked over to
the bed and sat next to his wife. “Joyce is right,” he said as he reached up, took
her hand, and then the wife turned away from Joyce to face him. “You were in
love with Joyce when you married me. And I was in love with Monica when I
married you. We were both so concerned about what our families and what the
world would think of us that we forced ourselves into this marriage. We tried
hard to make it work, but neither one of us has truly been happy at any point.”
The
wife looked up at him through her tears and nodded. “I know,” she said. “I am
so sorry.”
He
then put his right arm around her, still allowing Joyce to embrace her as well
as the three of them sat there on the bed. “I am sorry, too. So very sorry. I
should have told you about Monica and you should have told me about Joyce. We
should have been honest with each other, and we should have been honest with
everyone else in our lives. We were so obsessed with having what they all
considered to be the perfect life and the perfect family that we refused to see
who we really were inside and what we really wanted.”
The
wife then moved towards him and kissed him on the cheek. “I still loved you,
though,” she said. “I really did.”
“I
know you did,” he said, “and I loved you, too. We will always love each other
and we will always love our two amazing kids, but you and I both know it is
time. We both know it has been time for a long time. You and the kids spend
more time with Joyce than you do with me, and we live together!”
He
said that last part with a raised tone of voice and she reacted by laughing a
bit through her tears. “Yeah, you are right. You are always working to take
good care of us.”
“I
do work to take care of us, and so do you, but I bury myself in work to hide
from the truth. The truth that you love Joyce in a way that you just don’t love
me. And I am OK with that. I do not blame you for that. I wanted to project
that perfect family image as much as you did. I hid how I truly felt for a year
before our wedding, and honestly, long after. You know I am right. You know
Joyce is right. I see it in your eyes when you look at her.”
Joyce
leaned in and kissed the wife on the cheek. “You know I love you, Lynn,” she
said. “I will respect and support you whatever you decide, but you must know
that I want to be with you. I want us to go and build a life together. We have
wasted far too many years waiting to be together.”
His
wife nodded her head and finally capitulated to what she had obviously been
feeling in her heart for so long. “I want that too,” she said. “But...but what
do we do now?” she asked, looking at Joyce.
Before
Joyce could answer, my guy said, simply, matter-of-factly, “The two of you get
up off this bed and you walk out that front door. You go and get the kids and
you all stay at Joyce’s house tonight and you come back over here tomorrow and
we figure everything out.”
“But
what about my family?” she asked. “What about your family? What do we tell
them?”
“We
worry about that tomorrow,” he said, reassuringly. “I will tell everyone the
kids aren’t feeling well so you and Joyce are going to pick them up and I will
stay here. Everyone leaves here tonight without knowing anything and we tell
them all when we are ready.”
“But
what I said out there about me knowing -
what are you going to say about that?”
“I
will tell them that you were mad at Monica for not telling you about her being
transgender, but that you are OK now that you know. Like I said, we will deal
with all of this and we will tell everyone in our own time at our own pace,
including the kids. What is most important right now is that we do what is best
for us – and what is best for the kids – and that is to stop fighting all of
this that we know to be true – what the kids know to be true – that you love
their Aunt Joyce, and that we love each other, but that we simply cannot be
married any longer. Joyce is right. They are amazing kids and they will understand.
You and I both know they will thrive even more in two happy homes than in one
broken one.”
I
was still standing there, just inside the bedroom door, completely blown away
by what had just transpired in the past few minutes. I literally saw seven
years of marriage unravel simply because I showed up to a birthday party. I
mean, I completely understood that there was far more to the story of these
three people’s lives than just that, but apparently, me showing up was the
catalyst that was needed to bring about this change that was apparently so
sorely needed by all of them, even though I had been completely absent from
their story the entire time.
Joyce
then leaned in and kissed the wife again on the cheek and said, “C’mon, let’s
go and we can sort this all out tomorrow.” It was if she knew this was the
moment – this was the moment that she had to get the love of her life up and
out of this house before this opportunity for them to be together faded away –
before the love of her life reconsidered all of this and changed her mind.
With
that, the wife stood up from the bed and reached her hand down to Joyce. Joyce
reached up, took her hand, and then stood as well. The wife bent down, kissed
her husband on the cheek and then said, “Thank you for this,” to which he
replied, “No, there is nothing for you to thank me for. We both got here
together. We both know this is what we need.”
She
then kissed him on the cheek again and started to walk towards the door with
Joyce walking behind her, their hands together with their fingers interlaced. I
then realized that they were both going to have to pass me to get out of the
room. I wasn’t sure what to do at that point. I was still digesting seven years
of what must have been an amazingly painful love triangle in just a matter of
minutes. Do I apologize? Do I tell them that I am happy for them? Do I just
stand there and try to blend in with the wall behind me?
When
she reached me, the wife reached up with her free hand and put it on my
shoulder. She looked right into my eyes and smiled a bit, nodding. She didn’t
say anything, but she tapped my shoulder three times and then walked passed me. Passing
me right behind her, Joyce looked at me with kind of a blank stare. And then,
they were gone.
Once
they had left, I looked to my guy as he was sitting there on the bed. He looked
at me and smiled. I then raised my hands up to cover my mouth and looked at him
with wide eyes. “Holy shit,” I said through my hands, “I just destroyed your
family.”
He
quickly jumped up off the bed and moved over towards me. “No, no, no,” he said
putting a hand on each of my shoulders and looking me right in the face. “You
definitely did not do that to my family, or to my marriage. She and I did that
by lying to ourselves for so many years. You saw her and Joyce. You saw them
today, and you saw them ten years ago. Those two have been in love since before
I ever even met them. I just refused to see it, and she refused to admit it. We
were both so caught up in having everyone else’s vision of a perfect life that we
built a house of cards.”
“I
still feel so bad,” I said. “I don’t know what I was thinking coming here
tonight. She is going to regret inviting me so much.”
“I
don’t know about that,” he said. “She never told me at any point that she
invited you and she never told me at any point that you were coming. I feel
like she knew you were going to show up here tonight as Monica. I feel like she
knew it was what she needed to have happen in order for her to get the courage
to go and be with Joyce. Even after I saw her and Joyce together with my own
eyes for the first time – even after I caught them together time and time again
– I never told her about us, but it’s obvious she knew about me and you all
along. She just needed to know for sure before she could make the decision that
she had been putting off for years, which was to leave me for the person she
actually loved. We loved each other as an idea, but never for, or as, the
people we actually are.”
I
listened to his words and let them soak in. Perhaps he was just trying to
justify to himself everything that just happened, but it all made a lot of
sense. “OK,” I said, thinking very much upon how this had all happened so
quickly and there were really no words that I could think of to utter at this
point that could address the gravity of the situation into which I had just
walked. Before him, Jessica was my most serious relationship and to this day I
was never involved with anyone that I might have even remotely considered
marrying. This whole situation in which he found himself was so beyond anything
I had ever experienced.
“I
hear what you are saying, and I understand what you mean,” I said, the words
feeling so inadequate to address it all. We had not seen each other in seven
years and my words seemed like they needed to have so much more gravity and
finesse than they were actually providing. “I can see how you might say that
none of this had anything to do with me, but really, me showing up tonight is
why she left you.” I really felt like there had to have been something better
that I could be saying to him at this point.
“No,”
he said, shaking his head. “If it had not been you showing up tonight, at some
point soon, it would have been something else. We fight all the time – fight
about Joyce being around so much – fight about not having sex – fight about
things that don’t even piss us off about each other just so we fight about
something. It has not been a viable marriage for years. Trust me, you did
nothing wrong by coming here tonight. She invited you, I think, knowing all of
this was going to happen because it needed to happen.”
I
nodded a bit and let those words sink in. In my silence, he reached down and
took my hand again. “I’m happy to see you,” he said.
“I’m
happy to see you, too,” I said back, my mind still lost in the whirlwind of
what had just transpired.
“I
don’t know how it is possible,” he said, “but you look even more beautiful now
than you did in that dress that night in Chicago.”
Somehow,
the fog was starting to fade and I could feel myself returning to normal a bit.
It took a second or so for what he said to register, and then I responded how I
would have responded had he and I still been in contact all this time. “Seven
years of practice,” I said, smiling.
He
was about to say something, when suddenly, the sound of the bathroom door behind us opening
broke his train of thought. We both looked back and there, coming out of the
bathroom was Marcus. He looked at my guy and said, “Sorry! Sorry! Sorry! I was
just about to walk out when you all stormed in here!”
My
guy burst into his signature laugh that had not changed since I heard it last.
“Holy shit, bro,” he said, “I am sorry you had to hear all of that.”
Marcus
raised his hands up as he walked towards us. “No, no, no, that shit is on me
for not coming out of the bathroom.” Marcus took a couple more paces until he
was standing right next to us. He then put his hand on my guy’s shoulder.
“Bro,” he said, “I am sorry we did not insist on you paying more attention to
it at the time, but we all knew they were lesbian for each other. We totally
thought you knew back then, but were just letting it go, or that maybe you
thought she was going to stop after you married her.”
“No,”
my guy said back to him, “I did know, but I just refused to see it because
everyone was expecting me to marry a girl like that, and I never should have.”
My guy then shook my hand as he held it and looked towards me, then said, “I
should have married the girl I was in love with, not the girl that everyone
else was in love with.”
The
words hit me like a wonderful ton of bricks. I just looked back at him and
smiled and while I could not find the words to respond, I responded by bringing
his hand up to my lips and kissing it.
Marcus
nodded with an understanding expression. “Well,” he said, pointing towards me,
“now that you have the girl you love, don’t fuck this one up.”
My
guy chuckled a bit, nodding. Marcus then moved his hand from my guy’s shoulder
and put it on mine. I looked at his hand on my shoulder and then looked at him.
Marcus smirked a little shit-eating grin and then asked, “So, threesome in the
bathroom later?”
Before I could respond, Marcus burst into laughter and
quickly left the bedroom. I looked to my guy and he reached down and took my
other hand in his then turned me towards him so that we were facing each other.
“I know this is going to be a bit messy at first,” he said, “and that is
entirely my fault. I know that you deserve better than this, and that you
deserved better than I gave you the first time around, but if you’ll let me,
I’d love another chance. I know it will sound cliche, but I have thought about
you and missed you every single day since I got on that plane in Chicago. God,
I never should have let us split up and get on those separate planes to come
back home.”
I nodded and was honestly moved by the fact that he did
not assume he was entitled to another chance, but was, in fact, asking for it.
“I don’t think you will ever know how difficult that wedding was for me,” I
said, breathing out and doing my best not to let my eyes tear up. “I don’t know
if I can ever come back from that.”
He nodded, taking in what I was saying. “I really screwed
up big time with you,” he said. “Losing you as a friend was devastating, but
losing you as the love of my life was far worse than I ever could have
imagined.” He then looked away a bit as his own eyes seemed to be tearing up.
He took a moment to think on what to say next, then followed with, “Will you
please give me five minutes to get everyone out of here so that we can talk
about this? I don’t want to let you walk out that door again without telling
you exactly how I feel about you.”
I thought on it a minute, and while I honestly was not
about to leave at this point, I nodded to let him know that I was going to let
him do so.
“OK,” he smiled. “Please, just wait right here and I will
be right back. I promise.”
“OK,” I said, smiling a bit. “But you better hurry,” I
smirked.
He smirked back and said, “Five minutes. Promise!” He
then let go of my hands, turned, and disappeared out the door and down the
hallway.
I turned around and looked about the room for the first
time since my focus when I first entered it was on his wife and her girlfriend.
The very first thing I noticed was that while all of the furniture in the room
was different, the bed frame was the same. Curious, I walked over to the corner
of the bed and took up the corner of the sheet and the mattress protector.
Somehow it looked like the same mattress. That really struck me as odd, of
course, that they would be sleeping on the same mattress all those years later.
I left the corner of the bed sheet and mattress protector
up so he could see it when he walked back in the room. I then started to slowly
walk about the room, taking in a few things. While the rest of the house was
littered with family pictures, there were none in the bedroom. I then made my
way over to the bathroom and reached my hand in to turn on the light. I was
taken aback to see that while all of the floors and cabinetry in the rest of
the house had changed, the bathroom looked exactly the same as it did the last
time I had seen it, down to the same clothes hamper. The rugs were actually a
bit faded, but were the same rugs, completely in contrast to all of the rest of
the house which was painstakingly in brand-new, mint condition.
I stepped into the bathroom, first to just hear the sound
of my heels clicking on that tile floor. The click echoed and I smiled because
it sounded exactly the same as I remembered. My mind was awash with the memory
of that first night in the bathroom during the birthday party, changing in
there into my purple satiny bikini the next night, all of the times I had
changed and showered in there, all of the times we had made love in the shower,
the time Jessica and I changed into those bikinis in there, too.
I ran my hand over the countertops, the fixtures, and
watched myself do it all in the mirror. I walked over and looked into the
shower and placed my hands on the door, thinking back on how much being in this
bathroom as Monica meant to me all those years ago. As I was standing in there,
I heard the front door to the house open and could hear my guy talking with the
other voices of the people who were undoubtedly now leaving. I heard his
parents telling him that they hoped the kids felt better, his sister telling
him to call her if he needed anything, the wife’s sister and her husband saying
goodbye in an obviously very curious manner, and the wife’s parents trying to
dig deeper into what was going on as he reassured them that he would have their
daughter reach out to them in the morning to let them know how she and the kids
were doing.
I continued to mosey around the bathroom, listening to my
heels echoing as I thought on that. Other than him being gone from it, and
ancillary things like where I lived being different and my job being different,
so much of my life was still the same as it had been all those years ago. He
was married, he was apparently on the road to a divorce, and he had two kids.
He had in-laws and an entire additional family that he had been a part of for a
long time. I had none of those things. I thought about how it was almost like
my romantic life had been on hold since that night in Chicago. My sex life had
thrived and my female life had excelled, but my love life was right where he
had left it.
I then thought on the fact that I had never met his kids.
We had known each other since we were kids and I never met his little ones. I
was not around for their birth, their birthday parties, or anything like that
at all. His kids had no idea who I was, yet, he was about to walk back into
this bedroom and tell me how I was the love of his life. It all seemed to be so
incongruent when I thought about it.
Finally, I heard the front door close and there was
nothing but silence. I started to walk out of the bathroom so that I could
greet him, assuming he was going to be reemerging into the bedroom very soon. I
moved slowly, still listening to the clicking of my heels echoing, turning the
light off as I left the bathroom and returned to the bedroom.
He was taking longer than I would have thought, but then,
I heard the refrigerator door close in the kitchen and assumed that he was
getting us a drink for our little impending chat.
With the extra few seconds, I slowly made my way over to
the side of the bed and sat down, facing the doorway to the bedroom. Not long
after, he appeared, carrying a beer bottle and what looked like a strawberry
margarita with a little straw in it. That was the first drink he ever handed me
as Monica and much how so many things in my own life were exactly so, that was
very deliberate on his part.
He walked into the bedroom, smiling, reaching towards me
with the strawberry margarita. I took it from him and took a sip through the
straw as he took a sip of his beer and sat down on the bed next to me. He then
looked to his left, seeing that I had taken up that corner of the bed sheet and
the mattress protector.
“So, you never replaced the mattress?” I asked.
“I couldn’t,” he said looking right into my eyes. “She
wanted to, but I just couldn’t let it go. On the nights I was here alone, I
would lay in it and remember you.”
I nodded. “No pictures?” I asked, seeing if he was going
to understand what I was asking.
“We never put pictures in the bedroom. We never talked
about that, either. I think it was so when her and Joyce were in here, there
was no reminder of me or the kids. I think I did the same for when I was alone
in here, remembering you.”
In nodded again. “The bathroom?”
“We fought about that quite a bit, but I never let her
change that. I just could not see that bathroom change.”
I nodded again and took another sip of the strawberry
margarita before putting it down on the bedside table. He took my cue and put
his beer bottle down on the floor. I moved a little closer to him and took his
hand into mine, once again interlacing our fingers.
“You thought about me every day?” I asked.
“Every day,” he said shaking his head.
“You never reached out,” I said. “You invited me to
stuff, but you never reached out to me.”
He nodded, understanding what it was that I was saying.
“I was really trying to be a good husband. I was really trying to make it work.
I was really trying to have this life that everyone was insistant that I have.
Even when I caught her with Joyce, I kept trying. Even when I realized that
losing you was the biggest mistake of my life, I kept trying. I feel like it is
why we had the kids. I mean, everyone wanted us to have kids, but why we
ultimately decided to go ahead with it was to try to convince ourselves that we
were in love with each other and we were this happy little family.”
He paused a moment and looked down towards the floor.
“Those poor kids. They are absolutely amazing and they are great little people
despite growing up in this weird situation she and I put them in. That was so
wrong of us. I love them more than anything, but at the same time, I have
always felt so bad that I brought them into this.”
I wasn’t really sure what to say to that. I didn’t
really have any experience at all with kids at this point in my life. “I want
you to know,” I said, reaching over and putting my finger tip on his chin and
moving his glance back up to me, “that I honestly felt bad that I could not be
your friend again after the wedding like I had promised, but I just couldn’t do
it. I couldn’t come and see you with her like that. Seeing you with her like
that at the wedding destroyed me.”
He shook his head and I could see his eyes starting to well
up again. “I am so sorry that I put you through that,” he said. “I will spend
the rest of my life trying to make that up to you. I was so concerned with you
being there the week of the wedding so that it didn’t raise any questions. I am
not going to lie and say that I didn’t consider your feelings that week,
because I really did, but what is the most messed up thing was that I did
consider your feelings and I let you go through that pain anyway. I will never
forgive myself for that.”
I nodded. I had known him for practically two-thirds of
my life at this point and realistically, I had spent more time with him than
anyone else. I knew he was a smooth-talker, and I knew that he always knew the
right things to say, and while I definitely could tell he was using that skill
in talking with me in that moment, I could also tell that it was all very
sincere and genuine.
“I already know how you are going to answer this, but I
feel like I still need to ask it so I can hear you say it,” I said. “Do you
still love me?” He started to answer and I raised my finger up to his lips.
“Let me finish,” I said, smiling in a reassuring manner. “And by that, I mean,
no more secret love. No more girl on the side. I mean telling your family that
you love me and we are going to be together. I mean me, in a dress, sitting at
the dinner table with you at your parents house on Thanksgiving. I mean,
everything that you did with her, you do with me.”
He waited just a second to ensure I was done and then
said, “No more secrets. No more girl on the side. Thanksgiving, Christmas, the
kids’ birthday parties, every family event, every work event, literally
everything. And honestly, she and I have not been doing those things together
for years.”
“Oh no?” I asked with a little smirk.
He raised his hand and said, “Scout’s honor.”
I chuckled a bit. “OK,” I said, “because you are starting
over at the beginning, mister. In fact, you are starting further back than you
did last time.”
“Oh
yeah?” he asked. “I guess I deserve that. I guess I have a lot to make up to
you.”
“You
definitely do,” I smirked. “No first date make-out session on the hood of the
car for you this time around.”
He
chuckled and then said, “Oh my God, no more driving ninety minutes to dinner.
We can go to all of our favorite places again.”
“Yeah,”
I smiled, “if they are still around.” I then thought about the little
Bavarian-style village that I had actually not been to again since that night
with Jessica. “Is Greta’s still there?”
He
breathed out and looked at me with wide eyes. “I honestly don’t know. I haven’t
been there since the week of the wedding. I just couldn’t bring myself to go
back there again without you. It just didn’t feel right.”
I
nodded, taking in what he said. He really loved going there and the fact that
he stopped once he couldn’t go there with me anymore said a lot. “Well,” I said,
“we are going to have to go and see. I cannot wait to make Greta jealous when
she sees me there with you.”
He
laughed at that and I finally, for the first time that night, saw that little
glimmer of happiness in his eyes and on his face that I had not yet seen. “Oh
my God,” he said, “us making Greta think that you and Jessica were girlfriends
and I was just tagging along!”
I
laughed at that, finally starting to feel a little less tense about what had
transpired there between him and his wife that night.
He
seemed to think on something for a second and then asked, “And Jessica?”
I
smiled at his question. “Still single. Still just being Jessica. We still hang
out a couple times a month. We talked about dating each other seriously, but it
never worked out at all. We’re still just girlfriends with benefits.”
He
nodded. “And Isabella?”
I
looked at him, surprised. “Wow, you remember her, huh?”
He
nodded. “I cyberstalked you every once in a while,” he smirked.
“Oh
yeah?” I asked. “You did? Then you know how Isabella is doing.”
He
chuckled. “Well, I guess you’re partly correct, but the pictures and posts
don’t show how your relationship with her ended up.”
“Yeah,”
I said, “I guess that is true. Isabella is good. I still see her and George,
but I see them a little less these days because of work and everything.”
“And
you still go to work as male?” he asked, seeming a bit nervous after the words
left his mouth.
“I
do,” I said. “Work pays more and it is a male-dominated field, so it is what it
is. I put on slacks and a polo shirt. I have made my peace with it. Same for
family things, but, if you and I start actually dating, I might need to make a
bit of a change to how I appear at family gatherings.”
“However
you choose,” he said, “I am onboard and I am with you.”
I nodded.
“That is nice to hear,” I said.
He
then looked up at my hair and asked, “You go as male, but your hair?”
I
laughed a bit and reached up, taking a little handful of my hair into my hands
and tugging on it. “It’s my real hair now instead of a wig. I wear it up in a
ponytail or inside a hat,” I said, smiling. “I just tell everyone I always
wanted to have long hair and no one says anything. I kind of think some of my
family knows a bit more about Monica than they let on.”
He
nodded and I could tell he wanted to say something but was holding back. I
moved a little closer, feeling much more at ease after our little discussion.
Oddly enough, nothing he said was news to me or was anything that I had not
expected to hear. While I was not sure what was going to transpire when I
walked into his house earlier that night, at the same time, while some things
were a bit surprising at the time, for the most part, now that I was on the
other side of it, nothing really seemed to shock me or felt like it had not
transpired in a manner in which I guess I somehow thought it was going to play
out.
I
reached over at that point and took his hand into mine, interlacing our
fingers. “Looks like you want to say something else,” I said.
He
nodded. “I don’t want you to think this is how it is going to sound, but will
you stay?” He paused a second and I was not sure yet how to answer. “I mean, I
will sleep out on the couch. I just don’t want you to go home tonight. I want
you here. I don’t want us to part until we talk all of this out.”
I
smiled at his suggestion and thought on it. I honestly did not feel like
leaving. In a way, I had been waiting for this moment for seven years and I
wasn’t about to let it end prematurely. I still wasn’t sure where all of this
was going and how I felt about it, but I nodded and said, “I would like that.”
The thought then popped in my head, and I wasn’t really sure why it did right
at that moment, nor was I sure why I wanted to know so badly, but I still
decided to ask. “When was the last time that you and your wife had sex?”
He
took in the question. He seemed surprised at it, but answered in a manner that
seemed truthful. “My birthday last year,” he said. “I know that seems cliche,
but it’s the truth.”
“So,
it’s been a year?” I asked, feeling so bad for this guy that could not keep his
hands off me for longer than a few hours back when we were dating.
He
nodded. “Yeah,” he said, “it was this weird obligatory birthday gift that she
gave me every birthday since my son was born.” He seemed to pause and think on
that for a second.
“You
don’t have to tell me the details if you don’t want to,” I said. I already had
the answer I was looking for and I honestly was happy to hear it. I mean, I
genuinely felt bad for him, but the two of them not having sex in a year spoke
volumes to the validity of his claim that their marriage had already been over
for quite some time.
“No,”
he responded. “I want to tell you. She and I actually had sex pretty regularly
that first two years or so after we got married because she kept trying to
convince me that she was going to stop having sex with Joyce. Every time after
I caught her, she would get all sexual with me for a few weeks and then it
would trail off again, of course, until the next time I caught her or suspected
it. Then, when she got pregnant with my son, she told me her doctor said she
was a high-risk pregnancy and that we shouldn’t have sex, so we didn’t. And then,
we didn’t really have sex at all after he was born until we decided to have our
second child about a year later. And then, once she was pregnant again, no more
sex. After my daughter was born, the next time was on a little trip we took for
my birthday, and then, we did it the birthday after that, and I was honestly
assuming it was going to happen again tonight.” He paused a moment. “Maybe that
is another reason she invited you tonight – to keep from having to do that.”
I
initially thought he said that to be funny, but I could immediately tell that
he was being sincere in thinking that. He would know if them having sex had
gotten to be such a chore for her that she was willing to end it all with him
instead of having to have sex with him again.
Seeing
that he was thinking on that pretty hard, I brought his hand up to my lips and
kissed it. “Well,” I said, matter-of-factly, “now you don’t have to think about
that any longer. That part of your life ended tonight.”
He
nodded and pursed his lips a bit, appearing to really think on what I had just
said. “You know what?” he asked, rhetorically. “You’re right! I don’t ever have
to think about that again.” He paused again, thinking, then said, “Oh my God,
it really is over. The only way this
ends is with me and her getting a divorce.” He then moved a bit closer and took
my other hand in his. “You have no idea how hard all of that was.” He then
looked at me a bit startled and released both of my hands, moving away from me
a bit. “Oh my God,” he said again. “I am sorry. I am sorry. I am so sorry.
After what I put you through, the last thing I should be doing is complaining
about what I am going through.”
I
reacted instinctively, moving back close to him and taking his hands back into
mine. “No,” I said, “it is perfectly fine. You tell me anything that you want
to tell me. I am here for you. There is a lot to talk through and we might as
well start talking about it all right now.”
He
leaned closer and put his forehead against mine. “OK,” he said while our eyes
looked right at each other. “Thank you for being so understanding.”
It
was in that moment that I began to wonder why I was being so ginger with the
situation. His wife was gone and out of his life. She literally had walked out
the door with the person that she loved, and that person was not him, even
though she had been married to him for seven years.
I then thought on the fact that I knew deep
down in my heart that once her kids were asleep at Joyce’s house, her and Joyce
were going to be celebrating and making love to each other with absolutely no
regard whatsoever for what he was going to be going through all alone in his house.
The
entire time he and I were together, I dealt with the fact and understood that
he actually did love her, too. I mean, I knew that he loved me and he loved
being with me, but at the same time, he still had genuine feelings of love for
her. But now, it was painfully obvious that he had not loved her in a very long
time and the same was true for her loving him.
I was honestly a little surprised that I was
thinking it, but it definitely was what was on my mind in that moment when I
was thinking on what he had just said and how relieved he was that his tortuous
marriage to her was now over. I was thinking that she walked out that door with
her new life with Joyce already lined up. While they never acted on it, it was
as if his wife and Joyce had been planning their next steps for years, so why
in the world should he and I have any less?
I
mean, I was going to still make him work on our relationship right from the
start. I was going to make sure that he fulfilled his commitment to make me the
primary person this time around and keep it that way, but for some reason, the
fact that his wife was going to have the chance to freely and openly enjoy
being with Joyce while as far as they both knew, he was going to be all alone
in this empty house without his wife and his kids, sleeping all alone – it just
really bothered me. It bothered me immensely.
I
retroactively thought back on the situation in just those moments while I was
sitting there on the bed with him, our foreheads pressed together and our eyes
locked on each other’s. She was in love with Joyce when she met him. She dated
him, she married him, she took him from his friends, she had kids with him, all
the while not actually ever being in love with him at any point, but actually
was in love with Joyce the entire time, yet there, in front of all of their
family and friends, she was the one who made the scene. She was the one who
blamed him. Yes, she capitulated in the end that it was not his fault for being
with me, but at the same time, I really felt, knowing now for sure that I was
right about her and Joyce all along that this was not a 50/50 situation where
they each shared the blame equally. She knew she never loved him as much as she
loved Joyce, yet, she is the one that moved up the wedding date and made sure
the wedding happened sooner rather than later because she was worried he was
going to wise up and stop the wedding.
It
was thinking on all of this in just that instant while sitting with him there
on the bed that my next move became apparently clear. I was not going to let
her run off and have the time of her life while he sulked and slept alone out
there on the couch. I let my cute little smile morph into a devious little
smirk and I said to him, “Papi?”
Without
even thinking about it, instinctively, he answered, “Yes, babygirl?”
I
then said in that cute little Hispanic girl accent. “I will stay with you
tonight, but you have to sleep in here with me on this big comfy bed tonight –
our bed.”
I
could tell the words were hitting his ears with a little bit of confusion
despite this wonderful moment we were sharing. “Are you sure you are ready for
that?”
I
gave him the most sarcastically menacing little look that I could muster. “Oh,
you are not off the hook, believe me, but yeah, I want that right now. I want,
with all of my heart, for you to know that this is the beginning of something
wonderful for you – for us.” I then moved my lips to his and kissed him gently.
I pulled back, looked at him again, and then kissed him a second time.
“Can
we...” he started to ask and then paused. “Can we lie here for a moment and
just keep talking.”
“Of
course,” I said, smiling at him. I them kissed him again. I let go of his hands
and reached down, taking my heels off and setting them in the floor by the bed.
I then moved back on the mattress and put my legs behind him as he was still
sitting there on the bed. He watched me with a smile. “C’mon,” I then said.
“Come cuddle behind me.” I patted the space on the bed right behind my butt.
He
stood up and moved around to the other side of the bed. He took his shoes off
and then climbed up, laying down and sliding his body right behind me. He
gently kissed the back of my head and then just nestled his face on the side of
my head with his nose and mouth just below my ear. He put his right arm over me
and I reached up with both of my hands and held it.
“Thank
you,” he said softly into my ear. “I cannot tell you how much I missed this.”
“I
missed this, too,” I send, genuinely. “This is nice.” I thought on it a second
and then said, “Maybe this is how our first night together should have been –
that first night when we kissed.”
“Without
her,” he said, “I think this is how that first night would have gone. Once
everyone had either left or passed out, I would have brought you here, laid you
down, and this is exactly what we would have done.”
“That
would have been so nice,” I said. I then chuckled a bit and continued, “Not
that I am not still completely OK with how that first night ended up playing
out instead. We had an amazing year and I don’t know that we would have ended
up here tonight without that first night going how it did, and without the last
seven years playing out how they did.”
He
nestled into me a bit more, kissed my ear lobe, and said, “As long as we end up
together in the end, I think it will all have been worth it.”
“You
do?” I asked.
“Yes,
I do,” he reassured me. “All of that led us here to this moment right now. It
has been a long and challenging road, but in this moment, I am happy, and I
have not been happy in a long, long time.”
With
that, I turned my head towards him and he pulled his face back far enough so
that we could look at each other. We stared into each other’s eyes for a bit,
both of us smiling. I then leaned forward and kissed him. I kissed him hard and
with passion like I did for the last time right before I boarded that plane in
Chicago to come home for that horrible wedding when I was trying to show him
what he was going to be missing.
As
we kissed, I turned first onto my back and then on to my other side, facing
him. I had my right arm tucked between us and I started to caress his arm
with my left hand. He cupped his right hand on my hand that was between us and
he gently used his left hand to caress my cheek and chin as we kissed.
This
kiss lingered for so long as I thought on all that had happened since we parted
ways in Chicago – the week of the wedding and all that pain – the first few
months when I realized that there was no going back and that my life had
changed forever – the time I spent with Jessica and the time I spent with
Isabella – enjoying being with them, but never, never one time, actually going
out there into the world to find love – to find a relationship. Did I somehow
know that eventually one day I was going to end up with him again? Is that what I was hoping for? Is that what I was actually saving myself for? I realized in
those minutes spent kissing him on the bed right then and there that I now had
the rest of my life to answer all of those questions.
When we stopped kissing, I
once again gave him that little devilish grin and asked, “So, you are going to
do right by me this time, papi?”
“I
promise babygirl,” he said.
He
placed his forehead against mine again and looked deep into my eyes. “I love
you,” he said. “I have always loved you. Even before I knew you were a girl, I
loved you.”
“We
did love each other back then, didn’t we?” I asked.
“We
didn’t know it at the time, but we really did,” he responded. “And now, I am
never letting you out of my sight again. I’m never letting you get away again.”
“Oh,
I’m not going anywhere,” I said. “You’re stuck with me now.”
“I
wouldn’t want it any other way.”
With
that, I kissed him gently on the lips and I made short work of returning back
to our original cuddling position with him behind me. He put his right arm over
me and his nose and mouth went right back by my ear again. “It’s almost like we
were never apart,” he said.
“That
is the thing about a love like ours,” I said. “It spans time. That is how we
know it was meant to be.”
“I
really like that,” he said. “Did you just think of that?”
“No,”
I said coyly. “I have been rehearsing that one for about four weeks now, ever
since I got the invitation to your party.”
He
laughed softly in my ear. “Well, I love it,” he said. “I would like to believe
it’s true.”
“Oh,
it’s true,” I said. “I know it is.”
He
was silent for a bit and I think we were both thinking on what I had said. As
we started to drift off to sleep a bit, he broke the silence and said, “You
want French toast for breakfast?”
“Of
course I do,” I immediately responded. “You can bring it to me in bed in the
morning.”
“And
then what do you want to do after we eat?” he asked.
I
didn’t miss a beat. “We go shopping, of course,” I said back to him. “I didn’t bring
anything to wear tomorrow.”
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