Gay Tranny Stories

107 results
Orientation
Length
Source
Infinite Scroll

Glory Hole Gives Me what I Want

by bidavy on Oct 8, 2019
Gay Male

This was my second visit to the ABS. My first one had gone off the rails. I got very drunk to get the courage and ended up in the scuzzy part of downtown at "Kitty Cat Video." I stumbled down the dark hallway very wasted and this Asian guy coaxed me into his booth and asked me bum fuck him. At 21, this was my first visit to an adult book store and I was in...

Yes Sir - Lecturer and Student

by boxerj on Oct 11, 2017
Gay Male

My names Joe and I'm a student at university that always thought I was straight. I've had sex with several women and even had serious long term relationships, so I never thought that I was interested in men at all. I didn't think there was anything different about me. I was always a keen masturbator, sometimes spending whole evenings wanking myself off. It...

An Old Friend Ch. 02

by jjdtx on Sep 14, 2017
Gay Male

Chapter 2 – The Next Day The next morning, Joe left early for work and I didn't have an appointment until late in the day. So, I lounged around, looking at his DVD collection. In a small box, I found his porn stash. It was a nice selection of compilation DVD's. About twenty in all, most were straight cum shot movies, but there were four bi movies. All were...

Never Mentioned Again

by sr71plt on Sep 14, 2017
Gay Male

"Shit, the way this snow is falling, I'm not getting my rocks off tonight." "Steady as she goes, Chuck. Lucky for us there are bars close to the ship. Let's try this one." Naval Petty Officer Three Ryan Stevens pushed open the door of the bar and ushered Naval Petty Officer Two Chuck Adams into a dimly lit bar, filled with smoke and with muted and fuzzy Co...

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...

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...

Becoming an Anal Sex Whore

by Patrick2380 on Sep 14, 2017
Gay Male

"So, what made you decide to post your ad online tonight?" he asked as I we walked down the hall of my apartment building. "I don't know," I replied. "I guess I am just really horny and wanted to try something new." I knew, though, why I decided to post the ad that read "28 year old male looking to have sex with a man for the first time. Please, be open to...

I Thought I Wanted It Rough...

by LonelyVirgin on Sep 14, 2017
Gay Male

Let me start off by saying I'm straight. I'm very attracted to women, but feel absolutely no attraction to men. When I was younger, I always had a fascination with anal sex. I don't know why, but from when I first started looking at porn on the internet, I was always looking for anal sex. The odd thing was, I wasn't so focused in on the penetration of all...

Tom Answers Aaron's Questions

by THoward95th on May 12, 2020
Gay Male

Tom Answers Aaron's Questions This is part of an ongoing story over multiple Categories with common characters. About two days later Aaron texted me. Ding! Aaron -- Have some free time today? For Aaron, I thought. I love sucking his cock and he has a nice tight ass. Hell yeah, I'd have time for Aaron. Me -- Sure. What works for you? Him -- How about 5,...

Read it and Name It

by AnotherDay on Oct 6, 2020
Gay Male

I'd been having sex with another guy for about 6 months, I guess. We'd been friends for years, introduced by our wives. Our wives were both flight attendants for the same airline and tended to be away from home for days or weeks at a time. My wife and I had been drifting apart for a while up to this point and when Mark told me about him and his wife, I under...