Is It Wrong I Bummed a Transexual Then Ghosted Them?
by Xard
Copyright© 2025 by Xard
True Story Sex Story: This is my encounter with a tranny at a local gay pride event
Caution: This True Story Sex Story contains strong sexual content, including Ma/Ma Consensual TransGender True Story Anal Sex Oral Sex .
Even though I’m not gay, I recently went to a pride event near where I live. It was a good event, the music and food were both good and the people would really nice. Towards the end of the event, I got talking to “Tilly” Not his/her real name but it will do for this post. We spent a good hour or so chatting and just being friendly, they hugged me and put their arm around me, which I did not mind.
Towards the end of the event, Tilly asked me if I wanted to have some more fun, and when I replied I did as I was enjoying the event, they took me by the hand and took me behind the car-park and kissed me. When I asked what she was doing, she said she was showing me how to have even more fun. I don’t tell you that I was not gay or bisexual so which they told me that they don’t mind.
I am not gay/bisexual/confused in any way, shape or form but I actually found myself enjoying the kiss. When they saw I was hesitant, Tilly asked me what was wrong to which I once again said I’m not gay/bisexual/confused. They told me that I don’t need to be gay/bisexual/confused to have a good time with someone. We kissed for a few more moments before they asked me if I wanted to go beyond just kissing.
I knew exactly what that mean; sex. They told me that what we’d be doing is gay or bisexual. And that I am not confused for sharing a moment of intimacy with someone; albeit a moment of intimacy that was taking place outdoors behind a car park. hoping that I did not sound as nervous as I really was, I asked what they wanted to do, to which they replied that they wanted me to “Do them”.
This meant that they wanted me to fuck them. I told Tilly that I’d never done anything like this before, that this would be my first time having sex with a transsexual. They told me it’s like taking a regular girl up the ass, only that this girl is a pre-op transsexual. Despite my nerves about doing what is essentially a guy up the ass, I agreed. Tilly smiled and said that it will be fun for both of us.
We moved slightly further behind the car-park to a spot behind the dumpsters. We kissed for a few more moments before Tilly asked me if I was still nervous, I told them that I was but I wanted to do this. They smiled and undid my jeans and slipped their hand inside my boxershorts. My cock was hard despite my nerves, and with a smile, Tilly pulled my jeans and boxershorts down.
They positioned themselves between be and a dumpster, then they bent over and pulled their panties down over their bum. They told me to do what I would do if I was taking a regular girl up the bum. I did so and held their waist firmly as I pushed into them. This was the first time I’d ever fucked anyone up the bum, though I did not tell Tilly that; though looking back I think they knew.
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