Gay Straight Bet Stories

13,269 results
Orientation
Length
Source
Infinite Scroll

Rewriting Singularity Ch. 18

by el_wing on Sep 14, 2017
Gay Male

Magic filled the room when Isadora opened the music box: Hec stopped his rummaging through his dresser drawers looking for his magnifying glass, and I quit my searching through the closet. The tiny bells and the tiny drum sticks played the delicate melody. Everyone stood, silently listening. I'd never recognized the melody before, but Hec did. "Chopin," he...

I Had To Ask...

by TheOriginalAnonymous on Aug 18, 2017
Gay Male

Summary: White senior learns why his black teammate is so cocky. Notes: Somebody in the discussion board asked why all black guys were so convinced that everybody wanted their dick. I was inspired to answer. It's just a short story to rub one out to; no real character development. Maybe next time... * I remained slumped against my locker, marinating in m...

Straight with a Twist Ch. 01

by happytreefriend on Aug 18, 2017
Gay Male

I had always considered myself straight. While it was true that I hadn't had any sexual experience, the naked girls in the porn mags turned me on plenty, and I hadn't given any real thought to it. It was the end of summer in 1996, the beginning of my senior year of high school. My friend Jerry and I had both turned eighteen over the summer, and so one weeken...

The Bet

by LetsHaveFun on Sep 14, 2017
Gay Male

It's not every day that I get a call from a woman, asking me to fuck her heterosexual husband. So as you can imagine, this call was a surprise. My co-worker's husband Dave, desperately wanted to see her have sex with another woman. Suzie wasn't going to go along with it that easily, so she made him a bet. It ended up being decided with a simple coin toss. If...

Daddy, The Devil, and Me: Day 02

by DarkBroski on Mar 6, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. * Day 2 - Morning Location: Hospital Drake wakes, at first not sure where he is. Then flashes of last night. The car. Fire. The chest. The strange man. He looked at both of his hands. "That chest better have something wonderful inside of it." His hands were wrapped up in medicine tape...

The Cocky Coxswain Pt. 05

by somebody123 on Apr 14, 2020
Gay Male

After fucking my hot Italian teammate, I felt on top of the world. But since Dario was exhausted, I told him that it was fine to head back to the dorm and rest for a couple hours. I then joined my teammates for lunch before heading to our afternoon workouts. Today, everyone in the group was much nicer to me, and both Juan and Michael let me work out with th...

Stag Night

by exxxwriter on Aug 18, 2017
Gay Male

Sam hit the floor hard, the cheap carpet burning his knees and the palms of his outstretched hands. The office was small and stank of stale liquor and cigar smoke. Sam gathered himself into a crouch, instinctively covering his nakedness. At twenty-four, Sam still had the lithe body of teenager, but benefited from the gentle chiseling bought with hours in the...

The Professor and the Boys Ch. 04

by TAHammer on Mar 30, 2020
Gay Male

David had broken his black-stoned medallion that Charlie had given him. He always wore it, and he had taken it off to clean it and had dropped it. A little metal thing had broken apart and the stone wouldn't stay. Fortunately, one of the administrative assistants in his department told him about a place and a guy who could repair it. "There's this eclectic...

Sports Massage from Friend's Dad Ch. 02

by SluttyBisexualGuy on Feb 13, 2018
Gay Male

Braden couldn't believe he was actually going to the Fourth of July party. He was in his car on his way back over to his friend Nathan's house—the same house where only a day prior he had taken his first fucking from his father's sizable cock. He had fucked him in the ass on the massage table. And then he had cum in his mouth—even as Braden could taste h...

Pens 5, Rangers 4, Me 1

by bruce49 on Aug 18, 2017
Gay Male

Last night I went to a local bar to watch the Pittsburgh Penquins and NY Rangers game. I chose to go to the bar because everyone else I could watch a game with was either busy or gone away. My wife had gone to Toronto with two of her friends for the weekend, so I had the house all to myself. I am 66 years old, straight and very oral. Although I am really cu...