That time I got used by a trans woman
So, I used to live in Tijuana for about five years, and they have their own red light district, as well as another street where the ladyboys hang out. Well, I had gotten too faded and for some reason pussy seemed kinda played out. I do want to mention though, that the old saying of the drunk you being the real you kind of alarms me, because I kinda just like to fantasize about trans women or just dicks in general. I have some pretty wild fantasies but it’s my own private world, my family and friends would never suspect that I want to be used. Long story short, fantasies weren’t enough to satiate my hunger. I got the forbidden taste at an early age after being introduced by a couple of relatives, and I often think if I hadn’t had those experiences, I wouldn’t have trouble getting it up or staying hard for women.
I connected with a trans on grindr, who lived on that street, so I just threw caution to the wind and just headed over. I had to be let in through a gate, where an old man smoking a cigarette was taking some kind of toll for people entering. I paid him, then the lady at the desk before heading to the room they said she was in and knocked.
inside, she was with a guy about my age. Betwen me being drunk and the language barrier, they both appeared confused. She had me get naked for them, then decided that I wouldn’t fuck her, she would do the fucking. I said ok, sat on the bed and waited. Eventually, after a few smokes, the guy left and it was just us. She went for the condoms, offered me a drink and a smoke to ease me into it. Then I kinda just, went wild. I slobbered on her dick, choking and gagging, struggling to breathe as she gripped the back of my head and thrusted against my face. As specified, I told her to be rough, to manhandle me, so eventually the sucking only fueled her true hunger and she stood me up and shoved me into the bet, reminding me that despite her appearance, she was older and stronger than me. She spat on me, slapped me, pulled my hair as she mounted my prone form and, after a bit of lube, entered me with out ceremony or warning. It was then that I remember thinking that this requires training, that me being horny shouldn’t have made me skip the vital step of training my asshole with toys or even her cock over several sessions. I was essentially a virgin, at least anally. She was rough. It hurt, a lot. I struggled, trying to push myself up to get free from her relentless assault, she pinned my arms behind my back, making my head fall. She used one hand to keep them pinned and the other to keep my head in the pillows, her knees on mine and using her body to keep me curled at the perfect angle for her. It wasn‘t just the pounding, it was the deep mess. Every single stroke touched something way up inside me, and she made sure to go balls deep each time, long slow and repetitive. With all the moaning, screaming, and begging I was doing (she had ignored my safeword) I’m sure the guy outside had raised eyebrows.
Here is the fucked up part. At some point, the pain turned into something I looked forward to. I wanted more. I thought about my dad, my friends. What everyone would think if they saw me at the mercy of a ruthless trans woman and I absolutely loved the thought. I was always an undercover cocksucker but this had changed me for good. Unless a woman can peg me to that level, I don’t think I can be straight anymore. I can keep up appearances, but being at the absolute mercy of that trans woman kinda changed me. Easily the hottest moment of my entire life and I have been mentally chasing that dragon ever since. If I could move to a different country and be a trans woman’s little slut for the rest of my life, I would do it with out a heartbeat and never look back. Lmfao I got turned out
Posted Sep 5, 2026, 3:58 PM UTC