Gay Tranny Stories

107 results
Orientation
Length
Source
Infinite Scroll

Sex with an Old Man

by johnthome7690 on Sep 14, 2017
Gay Male

Before I start I should give you some background on myself. I also want it to be known that this story is 100% non fiction. If you like the story, contact me via contact tab. I am a mostly straight man. I never have, and still after, the incident I am about to tell you about, am not attracted to men. I never walk past a guy on the streets and want him sexual...

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...

Bishop Takes the Queen Ch. 01

by PDreadful on Oct 19, 2020
Gay Male

***Hey all. Every now and again characters from my stories will demand their own stories be told. This is a side story to Ben Loves a Challenge and involves Dean's friend D'metrius Matthews, also known by his drag queen name Zion. This should be a relatively short story, probably five chapters. Thank you for reading, I hope you enjoy it. -Penny*** ***...

Beach Cruise

by nathanstales on Aug 18, 2017
Gay Male

I was becoming quite a regular visitor to Brighton. Well it was only a few hours travel by train and there were always cheap fares on offer, more so during the Winter, but also during the Summer. I had finished a tough month at work. The office politics were becoming tiresome and the workload excessive. I needed a break and booked a couple of days holiday mi...

Car Sex

by JBancrofts99 on Aug 31, 2017
Gay Male

Most people who explore their bisexual side will have different reasons for doing it and why they decided to try it. I cannot even begin to explain why I tried it and to this day, many years later I am still unable give a reasonable explanation of why I started. I think it was the need to explore and try new things, but then it might just be nature or the wa...

Putting Myself Through College Ch. 08

by RobXXX on Aug 31, 2017
Gay Male

Spring Break is a huge time for all college students, with may flying off to hedonistic spots in Florida, California and Mexico. I believe it or not had money to do something, but had no friends or desire to travel to one of these spots. My school work was all caught up, as most professors made sure that all assignments were due before this week, and were ki...

Quarantine Queers Pt. 02

by secondsamuel on May 11, 2020
Gay Male

Author's Note: This is not to make light or minimize the clusterfuck that's going on right now. It's just my creative way of coping. If you like it, please let me know in the comments sections, there will be at least one more. ***** It became routine. Ok, so it was weird. But whenever one of us was ready, we would invite each other to what quickly became...

This Thing Called Life Ch. 02

by noodneighbor on Sep 14, 2017
Gay Male

I woke up thinking last night had to have been a dream since I'd started my day pining for my runaway girlfriend, and somehow ended the day not even thinking about her but instead thinking about the huge black cock from a guy aptly named Tree. Yep dream for sure, except as I struggled to wake from it I heard moaning that could wake up my Grandpa Ebert and he...

Should Not Have Stopped

by pampersub on Aug 18, 2017
Gay Male

I had gotten a job in South New Jersey, not bad, right after law school. It took me awhile to clean out my old apartment so I did not get to leave on the road until Saturday morning. I was a little angry at myself for waiting so long, my plan was to get to a hotel on Friday night then check out the bar scene all Saturday and Sunday, pick a new place based...

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...