I have always been a very sexual person. Coming up, I had done a lot of solo sexual exploration, this led me to discovering tons of fantasies, fetishes and kinks in my head, but living at home, I never really had an outlet for them. Throughout high school I had the same girlfriend and we had a great sex life, basically humped like rabbits, but it was always pretty standard sex and at the time I was pretty ashamed of the abstract sexual thoughts I had concocted in my head and never broached the subject with her. One of the biggest ones was loving to wear women’s clothing, make up, shoes – which I later found was called Cross Dressing. For me Cross Dressing wasn’t really inherently sexual, but it was a way for me to transform from a boy to a girl, the thought of which just made me happy (more to come on this in another story).
Fast forward to college. I move into the dorms with my new roommate, who was openly gay, we’ll call him Dan. We were pretty close (just as friends) and soon made friends with several people from our floor, we’d all go out together, eat together, study together you name it, we were close.