Transexual Confessions

I'm a 18 year old guy and my first handjob was from a transexual,I feel ashamed of it,it felt good at the moment but I'm only filled with regret

#transexual   #sex  

I’ve always fantasized about transexuals but don’t really act on it often. The last one I met was an escort I found online. Her ad said with condom.

She was really feminine and beautiful. We talked a bit when she showed up at my place. We then moved to the bedroom and played around. She first tried to top me with a condom but I was too tight. It hurt quite a bit since I had not done this in a long time. We just laid there for me to recover and talked more. She told me she fantasized about Asian guys but never been with one before.

After some time, I went down on her for a bit. She then pulled me up and forward toward her. I thought she was going to suck me off, but she just positioned her dick and pushed in bareback. I was shocked and really turned on. I had never done that before. She then just fucked me raw in all kinds of positions and praising how tight and sweet my ass was.

I was so worried but also extremely turned on at the same time. I came riding her. After I recovered, she asked me to fuck her raw and creampie her. I hesitated but gave into my desires. It was wonderful and worrisome at the same time. She told me she was only 21 and not to worry. I hope she’s right.

#barebck   #escort   #transexual   #unplanned   #husband  

I've always strongly considered myself a straight male, I've never been into men, and I don't find the appearance of men attractive. But in the last few months I find myself watching "shemale" or "ladyboy" porn videos. Essentially transexual porn videos.

As I said, I'm not into men at all, I love women. For some reason though, I love looking at women with cocks. It's very strange, I know. I basically only get off to videos of "women" jerking off now. I guess all those years of watching porn with real women wasn't satisfying enough any more.

In the past, me and a friend swore that if we took a trip to Thailand and ended up bringing a girl back to the hotel only to find out she had a cock, that we'd outright refuse to have sex with them. But to tell you the truth, I'd just as much have sex with her as I would a real woman. Perhaps more so, even.

#strange   #ladyboy   #transexual   #sex   #masturbation   #cock   #shemale   #porn