Gay Roleplay Stories

43 results
Orientation
Length
Source
Infinite Scroll

Remember Yahoo Chat? I Sure Do

by FinallyOpeningUp on May 22, 2019
Gay Male

The news was unexpected. I can't say it was devastating. In fact, it elicited no truly emotional response from me whatsoever. But just a few months ago I was scrolling through my Twitter feed and a headline jumped out: "Yahoo Chat to shut down permanently." I paused for a moment when I read that headline. Yahoo Chat. It had been probably ten years since I,...

Smoking Hot Ch. 08

by Kumquatqueen on Sep 14, 2020
Gay Male

A short chapter. What would have been the second half has been made into Chapter 9, as again that's not Gay Male, and should be available to read now. Chapters 10-12 will be back to Adrian and Dan again. ____________________________ A whole month off the smokes, over sixty scrambled eggs eaten, two fantastic nights with Laura, and a guy who seems to want t...

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...

Slutty Sleepover

by SluttyBisexualGuy on Nov 7, 2017
Gay Male

Jason and Jacob were drunk. And high. They were drunk and high and plopped down in front of the TV like they had been a hundred times before. College break had just begun and with finals finally over they were able to let loose and enjoy themselves. Both boys were in shape and played various co-ed sports on campus. Jason was a runner and Jacob spent...

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...

Teacher's Pet Pt. 04

by Bjsroxxs on Oct 3, 2018
Gay Male

After spending a good 2 weeks with Darwin, we got to know each other very well. Aside from passing by each other on the campus, we spent a lot of time together, mostly on the weekends, doing the usual: Sex, listening to Jazz albums, watching old movies. It turned out he was a fan of older films, Frank Capra, Hitchcock, and a few older movies like John Wayne...

The Hanky Code Pt. 16

by His_fag_wife on Sep 14, 2017
Gay Male

Melinda opened the door to a very large guy, not tall but fat almost round. He waddled in smiling and sweating profusely. He carried a large Gladstone bag giving him the air of an old fashioned Doctor. Mistress Caprice said "Welcome Mr Smotherer, I hope you're pleased with your pig." "Ohhhhh yes, she looks perfect, I really have worked up a sweat on the wa...

No Tofu

by ChicosTodos on Aug 18, 2017
Gay Male

When my dear friend Bok called me and said he had big news for our next coffee date, I had a pretty good guess at what it was. He would probably tell me that things were official with Corey, the guy he'd been seeing for the last couple of months. What I didn't expect was how the news would affect me. "Oh my God, Arnold, I can't get enough of his body. In th...

Italian Cops and the Gypsy Prince

by XTALES on Jan 16, 2019
Gay Male

(Gay, Twinks/Males, Submission/Domination, Fetish, Interracial) All characters are 18+ Years Old. This story contains sex between two Gypsy teenagers and two Cops. The teenagers dominates the Cops. There is also some mild fetish (The two Gypsies have a poor personal hygiene, so you do the maths), nothing too heavy though. But if you are squeamish and don't...

Just a Game Ch. 03

by tamgreen on Sep 14, 2017
Gay Male

Pete paced around the apartment for most of Sunday afternoon, unable to turn his mind to anything other than his roommate's imminent return. He was keyed up, nervous, and horny as hell, like a teenager planning on losing his virginity at prom. His manic movements occasionally agitated Dean's cats, and several times he tripped over one of them. He finally fil...