Gay Roleplay Stories

207 results
Orientation
Length
Source
Infinite Scroll

Roleplaying Games Ch. 01

by RabidTroll on Aug 18, 2017
Gay Male

Vic answered the door in his usual tight jeans and baggy t-shirt, his black hair a little longer and more unruly than he typically liked it. He was a little soft around the middle, but his height made it blend in to give him a powerful figure. "Hey. C'mon in," he said, gesturing as he stepped aside to allow Tim into the apartment. The weather was cold, so he...

The Insatiable Boy Ch. 03

by thealphamale on Jun 15, 2020
Gay Male

Hey Guys! Here's another chapter of The Insatiable Boy. Thanks for all your feedback on the previous chapters. This one has some continued roleplay incest as well as some bareback and raunchy sex. Let me know what you guys think! Chapter 3: Gavin gets an unexpected surprise The next morning, I wake up after what was probably the best sleep I've had in a w...

Poor Simon Ch. 04

by Cruel2BKind on Sep 14, 2017
Gay Male

*Hello one and all, this disclaimer is a little longer then usual and I apologize. Through some technical difficulties, I managed to lose almost my entire 60-page manuscript of Poor Simon and I am now writing from memory so it will take a little longer and I want to thank you all for bearing with me. In the following chapter, there is gay content, emotiona...

Submissive's First

by SilverShade on Aug 18, 2017
Gay Male

If reading gay porn is illegal where you live or if you dislike it try clicking the X in the upper right corner! I own the copyright to all my works. Disrespect that and my lawyer will do very horrible things to you while I watch... * I had agreed earlier to this little roleplay, but now I had butterflies going beserk deep inside my body. I didn't really...

Becoming Bi

by str8tobisub on Aug 18, 2017
Gay Male

This is my first post and all events are true. Hope you enjoy. It started off like any other Friday night. I was 18 and had been straight all my life but for some reason when I would watch porn I stopped thinking of being the Guy and wanting to be the woman. Being on my knees and sucking dick. I had messed around online numerous times before checking out...

Marlon Ch. 02

by whitebottom1000 on Sep 16, 2017
Gay Male

White Slut fun! It had been a few weeks since Marlon had turned Amanda & I's relationship upside down. We couldn't get enough of his big black cock dominating our relationship. Even when he was not around we played & teased each other talking about it or roleplayed like he would fuck with our big black dildo. He had started to regularly come over to fuck...

The Male Room

by WatchingAndWaiting on Aug 18, 2017
Gay Male

This is the story of my first time with a man. And my last time... So far. I was always curious, even when I was very young. Looking at men in magazines, especially if they were in revealing underwear and had big, well-defined bulges. I had messed around a little as a kid, but nothing more serious than 'you show me yours and I'll show you mine'. But as the y...

Girl of the Group

by leviathanic on May 15, 2019
Gay Male

I'm Noah, a fem 23 year old guy from New York. I'm kinky, an on and off crossdresser, and I think I'm obsessed with men. I love how they look, their mannerisms, the aura the exude, and the feeling of total contentment I get from submitting to them. A couple months ago, I met a handsome 26 year old dom guy on the internet. He was from Pakistan and I learned...

How You Seduced Me Ch. 04

by married_but_curious on Sep 14, 2017
Gay Male

I groggily wake in the dark to find someone spooning against me. At first I think it's my wife, but the skin feels so much hairier than any woman I've ever fucked, and underneath I feel lean hard muscles rather than her soft curves padded with feminine plumpness, and then you cuddle closer and your cock, semi-hard from the jolt of testosterone all men get in...

Kain

by SubjectiveJack on Aug 18, 2017
Gay Male

The following story is informed by real experience, but borrows liberally from long held fantasies and the promise of more. It is the first session of a D/s couple that will be followed by several more before their relationship reaches its peak. It wasn't the most gradual start to a relationship, Jack mused as he shook hands with the dark-eyed reception...