MY STORY: Chapter 2

I think crossdressers are so hot. For a bi guy like me, they really are the best of both worlds. Can’t wait to share some of my favorite stories with you.

College was done and I was living in a small apartment in Brooklyn with my girlfriend. When she wasn’t around, usually late at night after she’d gone to sleep, I’d be online, looking at m4m Craigslist ads, fantasizing about a gay hookup. Finally, for whatever reason, I decided to go through with it. I met a guy on Craigslist who was willing to drive to my place, pick me up, and then suck me off in the car. We never even exchanged pictures. I think I was just horny and tired of fantasizing. So I told my girl I needed to run an errand and waited outside. He showed up right on time. A 30’s mixed race looking guy was behind the wheel. Where we lived was a very private secluded neighborhood so I told him to pull up right alongside my building. Right there, in the car, he sucked me off. It was quick and it was weird and when I came, he swallowed it, wiped his mouth and said thanks. I got out of the car, confused and awkward I went home. I told myself that I wouldn’t do it again. That I just needed to get it out of my system. I even stopped looking at ads.

A year or so passed and during this time I found a new fascination, transexuals. I’ll cover this time period in future posts but I’ll say that during this time of hooking up with them I didn’t think about guys at all. I was totally into tgirls and crossdressers. But a new curiosity was starting to set in. In one hot encounter with this spanish crossdresser, she whipped her dick out and pushed my head down. In the heat of the moment I wrapped my lips around this smooth, 7 inch cock. In the large mirror beside the bed I watched this extremely hot scene of this gorgeous crossdresser standing on the bed in sexy high heels, holding my head down as I deepthroated her cock. It was the 1st time I’d ever sucked a dick and I loved it. Something about how a penis feels in your mouth is so amazing. For a split second I felt the extremely hot, submissive feeling you get from being between someone’s legs and worshiping their throbbing manhood. I left that apartment that night knowing that wouldn’t be the last time I gave a blowjob and I was right…..