Gay Tranny Stories

148 results
Orientation
Length
Source
Infinite Scroll

Make 'Em Scream Ch. 02

by oreolover13 on Sep 15, 2017
Gay Male

I knew what I was looking at. But I still couldn't believe it. Sweet little Bryan throwing his head back and spasaming on a tranny's cock. What the fuck to the situation and what the fuck to the hard-on in my pants!? Bryan had known I was there. And he wanted me to enter the room. I wanted to run and hide my throbbing shame but I couldn't seem to turn and g...

My First Time Taking a Man

by AlexanderMaximus2016 on Aug 18, 2017
Gay Male

**This is my first story and it happened to me real life. Sorry if there are too many mistakes** I can't remember when this curiosity started. Was it when I saw tranny porn by accident? Probably. The thing is over the years since I was 17 I occasionally watched tranny porn until it became a regular thing. By the time I was 19 I had a serious craving for dic...

Tom Cements Some Friendships

by THoward95th on Jun 5, 2019
Gay Male

"Dude, you're killing me," Aaron said. "You sucked a tranny dick in Vegas?" "No," I said. "I sucked three tranny dicks in Vegas and they were all hot." Aaron shook his head and took a drink from his beer. Frank came into the living room with two beers from the kitchen, handed one to Tom. "What'd I miss?" he asked. "Tom said he sucked and fucked a tranny i...

My First Big Black Cock

by babaca789 on Sep 14, 2017
Gay Male

This is my first submission, please let me know what you think! All comments are welcome :) ***** Well, I was about 18 years old and fresh out of high school. Horny as hell, constantly jerking my cock at porn, thinking about girls (I was actually pretty straight at this point) and trying to fuck as many girls as possible. I had hooked up with a few guys t...

Bi Big Cock Fantasy

by Oppswalla on Sep 14, 2017
Gay Male

This is a fictional story about some fantasies I've had. All characters and events are fictional. Frank was typically a down to earth guy. He was happy in his relationship, and his wife kept things interesting in bed to say the least, but it didn't mean certain ideas didn't start looping in his brain. At 5'8" 140 lbs with brown eyes and black hair, Frank wa...

How I Became a Sissy Slut

by DixeenormousToo on Sep 15, 2017
Gay Male

I wish I knew I had these sissy urges when I was younger. Who knows, instead of getting married, having kids, and living the "American Dream," I might have discovered hormones, worked my body into shape, and become a tranny porn star. After all, how often does the American Dream really work out anyway? I'm unhappily divorced, my oldest is on his 6th year of...

City of Angels

by Love_Brokers on Sep 19, 2017
Gay Male

Evan Malone liked the midnight shift. 12 am to 8 am along a stretch of Pacific Coast Highway right at the border of Malibu. It was never dull, and the arrests and citations were easy and built up his record. Most of the time he was pulling over rich drunk fucks in their BMWs, Porches, and Mercedes. Half the time they had hookers or call girls in the front se...

First Time Bisexual

by glockem_1099 on Aug 18, 2017
Gay Male

This is a true story of my first bi experience. It was the spring of 2010, I was living at the time with one of my best friends. I was 26 and he was 25. My room mate "Matt" was about 6'3" kinda dark and muscular. I am 5'9" light and thinner. I have always considered myself straight and had never been with a guy, however I did often check out gay and tranny...

The Blowbang

by dna27fog on Aug 18, 2017
Gay Male

'What am I doing here?' I thought as I looked around the room. Three middle aged men standing in front of me with their cocks hanging out were the least disgusting thing about this place. A seedy joint on the best of days, Bush River Adult Books And Video was a sleazy bookstore with an even sleazier theater in the back. Four rooms, two per side, connected by...

Low Inhibitions

by impact499 on Aug 18, 2017
Gay Male

When I'm horny even as much as a heterosexual male as I am the idea of having another man take me raises its ugly head. I remember it started so innocently. I don't know how old I was but I know even now that it started with pornography. I loved women and I loved looking at women. It didn't matter if they were white, black, Asian or Latin as long as they ha...