Gay Tranny Stories

107 results
Orientation
Length
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Infinite Scroll

Versatile - At Last

by london_james2010 on Sep 14, 2017
Gay Male

As curious as I had been about being fucked, I now became more so about fucking another man. Sam had taken my virginity beautifully, but insisted that he was totally a top and would not let me fuck him. That was fine, that was ok, it was his choice, his way, but it did not stop me wanting to find out just what it was like to fuck a guy. Of course I had come...

Never Been Attracted To Men

by DDJetson on Jul 10, 2019
Gay Male

A heterosexual man has his first homosexual experience. I consider myself a heterosexual man. I am very attracted to the female form. I'm 28, I go to the gym and at my physical peak. I came seven times one night with the girl I am presently dating. But there is one thing I have always wondered. From a woman's perspective. How does it feel to have a penis i...

My First (but not last) Cock

by DixeenormousToo on Sep 16, 2017
Gay Male

I started late in life on my journey to being a cocksucker, a year or so after my 50th birthday. I had spent years and years of fantasizing about being on my knees, a big, throbbing, boner down my throat and being rewarded with a hot, thick load of man cream. But I should slow down, my dick is already stiffening just typing those words and I need to get this...

More with Tom, Vegas and the T Girl

by THoward95th on May 22, 2019
Gay Male

************ Vegas baby! It had been a couple of weeks since I spoke with Frank about this Kelly K. Getting to Vegas wasn't a big deal, about a three hour drive from where I lived. Kelly K. was the tough one. Seems Kelly was in demand and after seeing her site I could see why; gorgeous. I could have tried other ones, but to tell you the truth, I wanted som...

Bob Handles Mark's Huge Tool Ch. 01

by scrotus on Aug 18, 2017
Gay Male

I had long fantasized about being involved in a sex situation with more than one guy. I had done several three ways with a woman (two guys and one girl) but they never involved the other guy and I performing on each other. In recent years, I've developed an insane desire to move beyond my several male-male encounters and add a third guy in. This is because o...

A New Summer Experience Ch. 06

by TxSmutWriter on Jan 16, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** Note: As this story grows, I'm finding myself in need of an editor or collaborator. Not as much for grammar and spelling, but rather for plot. If anyone is interested, please feel free to contact me via my author's page. ***** It had been almost week since Amanda and her mother...

Turning into a Bi Cuckold Ch. 01

by secondsamuel on Jan 20, 2020
Gay Male

Author's Note: I love writing. But due a medical condition, I often rely talk to text program that isn't always accurate to dictate much of my work. If you like a series, please consider volunteering as an editor to help me produce more stories faster. * I think every man feels at least a little insecure about the size of his penis. Okay - maybe not ever...

Losing Bets

by XxPrinceAnonomousxX on Dec 9, 2017
Gay Male

"I'll make you a bet," Giovanni said. I looked over at him hesitantly. "I bet you our team will win tonight," he said, and I thought about it, our team never wins, though. "But our team never wins." I said, and he smirked. "What are the terms of this bet?" I asked. "If you win you get a hundred dollars. If I win you have to do whatever I want for an enti...

Lexius Academy for Boys Ch. 02

by walterio on Sep 14, 2017
Gay Male

SHARING STORIES Brandy and Robbie were cuddled together in Brandy's bed on Saturday morning. They had had a successful start to the tennis season on Friday. The team won all five matches defeating the other school 5-0. Carl the number one singles handily won his match 6-2, 6-2. Jack the number two singles won 6-4, 6-3 and Kyle won his match 5-7, 6-4, 6-1. T...

A Teen Seduced and Hooked on Anal Ch. 03

by walterio on Jul 17, 2019
Gay Male

Thursday was a needed day of rest but on Friday, Eric was back at his neighbor's house. It was a cool overcast day so they stayed inside. They were in Scotty's bedroom in his bed. Eric looked down at his neighbor and watched as his big dick slid in and out of the shapely ass. It was a sight that Eric had come to love. His impressive cock would disappear into...