Gay Cheat Stories

449 results
Orientation
Length
Source
Infinite Scroll

Experimental

by Lotus2660 on Aug 18, 2017
Gay Male

Re-up of previous fic. It wasn't the first time that week that Riley was bored. He lolled about in his chair at his workspace, looking around for something to get on with. Time was ticking by so slowly. For a Thursday it was dragging, and even though a lot of work had to get done, the unit was up to a full team -- where the term 'many hands make light wor...

Blaine and Trey - Week 01

by gizm4c on Aug 30, 2017
Gay Male

Weeks run Thursday thru Wednesday, as Thursdays are the days the group meets for their weekly updates. This is not a sex story, but rather a story of two individuals meeting and falling in love. Week 1 Thursday "I will work on the expenses incurred during start up of a new business," Blaine volunteered. "I am a mathematical and statistical major, so wor...

Crab Soup

by Woody_the_Cowboy on Sep 14, 2017
Gay Male

It was an odd place, tucked round the back of a pretty busy road, but it was well dressed up - a restaurant, fancy enough for me to take my girlfriend on a date, but not so fancy that it broke the bank. My brother had recommended it to me, the owner being a close friend of his. The menus were cheaply laminated but the food was apparently excellent and the se...

Married Man's First Time

by ridedenver on Mar 25, 2019
Gay Male

I'm nervous writing this, but I want to get it off my chest. My wife of 15 years isn't into sex much anymore and I've expanded my horizons. I was on travel for work, and I had done anal with women before, but never a guy. Was horny and posted online for a woman. A guy responded and convinced me to let him give me a BJ, said it would be better than any woman'...

Confessions of a Married Guy Pt. 03

by StephanieSeymour93 on Apr 13, 2020
Gay Male

Prelude: I was watching a video of Samantha Bentley stripping off a black bikini top and tattered jean shorts when the question popped in my mind: How many times had I cheated on my wife? I knew it was a lot, and it was all with guys. But putting a number on it was harder. I thought back starting with the year I got married. Back then, I worked a swing s...

Her Suggestion, His Pleasure

by Thwiq1 on Sep 14, 2017
Gay Male

"Tell me more." Mike said. "How big was his cock?" Tara moaned as he went down on her. Earlier in the evening the subject of past lovers had come up, and as reluctant as she was to share details, Mike had pressed, wanting to hear all about her past exploits. They had been going out for about a year now and she supposed the conversation was bound to happen...

Gloryhole Employee

by Just4Fun83 on Sep 14, 2017
Gay Male

It had been about a month before the holidays when I lost my job. I had a family to take care of and a wife to answer to. I knew we'd be okay, but I was still trying to figure out what to do. The job market was extremely thin and I wasn't sure where to turn. After packing up my desk and loading up my car, I decided to stop at a bar for a drink. I needed some...

First Time Fucked in a Park Ch. 01

by married_but_curious on Dec 24, 2017
Gay Male

I was horny and browsing the Craigslist "casual encounters" section, when this ad caught my eye: Married woman seeks discreet meeting in a local park. I don't quite want to cheat on my husband, but I'd like a guilt free way to spice up a love life that's gone a bit stale. So, I want to talk dirty to you and masturbate you until you cum. That's it. No sex, n...

My Dark Angel Ch. 04

by Prettyrock on Sep 14, 2017
Gay Male

Ethan My life hasn't been easy. I've always been afraid. Of everything. Afraid to take a risk. Afraid of relationships and of failure. And God did I fail. I admit it. I didn't fail to save those people. Yet. I remembered my dad told me "real men don't cry". Maybe I'm not a real man after all. Have you ever felt so empty, so broken that no matter if you wa...

James and the Giant Cock

by Talon_86 on Aug 28, 2017
Gay Male

"Mmm James..." moaned the soft, seductive voice of eighteen-year-old Susan Yang. Her boyfriend, James lay beside her on his queen bed, their arms and legs intertwined. He, nearly 6 feet tall with a slender build, towered over his girlfriend who was a petite half Japanese girl. His lips pressed to her neck with the little experience he could muster. She didn'...