Pretty Pretty Dresses: Quite Possibly the BEST Humiliated Sissy Story Ever

A regular caller recently explained to us how he initially developed his fixation with wearing pretty dresses. Unlike the dresses, however, this particular humiliated sissy story wasn’t especially pretty. He had recently received a bid from his fraternity of choice, and like all handsome young men had secured a date. He had also agreed to pick up her dress from the dry cleaners, as she didn’t have a car of her own. When she came over to pick it up, they found themselves alone in the dorms and started fooling around. So far very normal, right?
This guy, being relatively inexperienced at the time, was easily manipulated by the eagerness of his young companion. So when she asked him to try on her dress, he assumed it was normal foreplay and agreed. Here he made two critical mistakes. 1. You don’t ever get into kinky shit you want kept secret in a house full of frat boys and 2. Going for a little fingering action with a new partner is a damn good way to make sure your latest conquest isn’t, in reality, a male. Now, what do you suppose happened next?
Obviously, a few of his drunken frat brothers burst into the room around the time he was admiring himself in the mirror. The first thing they noticed was their newest pledge in a dress – not good. The next thing was the fact that his now-naked date was sporting an erection and was not, in fact, a genuine female.
Being college kids, they naturally assumed the worst, and seconds later our man found himself standing in front of his entire fraternity. The other gentleman left the premises very quickly, leaving him to explain the circumstances to his gape-jawed contemporaries. He was still allowed to join the frat, but was given a nickname which reminded him of this particular encounter. He’s been working through the trauma of those years with one of our sissy phone sex mistresses ever since!

Tagged as: college boys, Forced Bisexuality, male cross dressing roleplay, tricked by tranny