I was sitting next to Angela in the back of our English class, completely ignoring the Romeo and Juliet movie that we were supposed to be watching. It was already late in the year and we were both pretty much done and ready for summer. Angela was a bit shy, but she had opened up to me a bit more as the school year wore on and I always enjoyed our little chats, especially because she was such a little cutie and had no idea how sexy I thought she was. Our whispering eventually made its way to a discussion about prom and what we were going to wear. I told Angela I had already bought this cute little royal blue satiny cocktail dress from Bebe with a bunch of cut-outs on the side and midriff. Angela then surprised me a bit by asking me what I was going to wear underneath, but I answered very matter of factly that I had this pretty little white satin and lace thong and that was all I was planning on wearing underneath. It was then that Angela looked a little concerned. I told her it was OK that I always just wore a thong and not much else under my dresses. A bra sometimes, but most of my dresses either had built-in cups or just fit well enough that I was OK without a bra. It was then that Angela told me she was worried she might be wearing too much under her dress, but she usually dressed pretty casually and was not sure at all what to wear underneath a prom dress. She said she had found this cute little watermelon and black lingerie set that she really liked but was worried it might look funny layered under her similar-colored satin flowy A-line dress. She said the dress covered everything OK, but was worried it might look a little bulky underneath because the top was very fitted. I told her I could come by her house and see it and tell her what I thought, but she immediately said that she was way too shy to let me see her in just a lingerie set. I laughed a little and told her it was up to her. It was then that she said that if I promised to delete it right away and never show anyone, she would put it on and send me a picture of her in the lingerie set and then a picture with the dress on top of it so I could tell her what I thought. Little does sweet innocent Angela know that sometimes when I am masturbating at night, I get my phone and look at this picture of her that I never actually deleted and imagine she was my prom date, holding my hand, laughing and gently kissing, dancing, and finally, later, making love in the limo on our way back to her house afterwards...
