It started around 2 months ago, i started watching shemale porn and it made me think about sucking a sexy ladies huge cock. About once a week i tell my girlfriend im going to the city to visit with friends but im actually going to hook up with trannies. I love a beautiful woman with a nice big cock.

My first time i reached out to a trans escort online who had a massive cock. It was like 8 inches and she was really hot. You couldnt even tell it was a dude unless you looked at her massive bulge. I sucked her cock until she came in my mouth and then i fucked her in the ass. It was really cool holding such a big cock while doing anal in missionary.

After i realized i enjoyed that very much i decided to seek out a club for men and trans women to meet and i found one in the city. My first few times i went i was just there to suck and fuck but a couple weeks ago i was made an offer by one of the less feminine trannies to be a bottom for her and her friends. When i told her i was still an anal virgin her eyes lit up and told me shed do anything to deflower my young ass. I told her it would be like $5,000 for me to bottom and she proposed that her and some friends split the amount equally and run a train. Just the thought of losing my anal virginity in a gangbang was really a turn on so i agreed and he sent me the etransfer on the spot. It was go time. I douched my ass in the bathroom and met them in one of the playrooms in the back. There were 7 not so good looking trannies already waiting in there for me with their cocks out. I got on my knees and took turns sucking and stroking all their cocks. I had never had more than one at a time before and i was loving it. They had me get up and bend over the leather spanking table and tied me to it so i couldnt move. They made sure i always had a cock in my mouth and promised me id get to swallow all 7 loads. They started lubing up and playing with my ass while i sucked cock and eventually i felt the first one start to push in. It hurt so bad it felt like my ass was ripping and my stomach felt sick but after a few minutes of struggling and definitley a few tears it started to feel good. When the first chick was close to finishing he pulled out and came around to make me suck him off. This was my first ass to mouth and it didnt taste as bad as i thought it would, just tasted like lube. She came in my mouth and i swallowed it. Same thing with every chick after that, theyd fuck me, and id suck them off to swallow their cum. I was probably used by them for a good 2 hours. My ass was so loose and gaped and my stomach had probably a gallon of cum in it but i went home happy that night with 5 grand in my pocket. Told my girlfriend i won it at the casino and shes upset that i gambled without asking her first, imagine how shed react to know i swallowed 7 loads of cum and got fucked in the ass for 2 hours without asking first. Dumb slut.

I imagine that I am a shemale letting a girl ride my fat cock. I feel my balls slapping her ass as she bounces on top. Then I would cum inside her pussy, getting her pregnant. Or better yet, I would fuck her ass, cum inside her, then finally piss inside her. Maybe I would do that to some dude's wife while he watched. Then I would fuck him as well & piss in his ass. Maybe they'll both piss on me.

When I get really horny I go into my bathroom and watch porn that has chicks with dicks, and I shove a plunger handle up my butt, and pretend I'm getting fucked my my mom's fat dick.