Gay Straight Bet Stories

13,269 results
Orientation
Length
Source
Infinite Scroll

Caught Fantasizing at Home Ch. 05

by NathanButler on Sep 18, 2017
Gay Male

Tommy pulled up his pants and tucked in his cock. He looked at me , shook his head and looked at Jake. "Where'd you find this one, man", nodding at me. "Fucking incredible. A natural. Best blowjob I ever had man. Seriously." Tommy spoke to Jake as if I wasn't there or as if Jake had let him borrow a nice car or some other object. Tommy looked at me, scof...

Can't Call Me Straight Anymore

by straighttobottom on Aug 24, 2020
Gay Male

This is a true account of my first gay experience last year. I was 34 years old at the time, I am happily married with a great sex life. Have always been a masculine guy 6' tall, 180 lbs with a shaved head, blue eyes, blonde beard, and in good shape that can honestly say had never once been interested or even curious about being with guys. As a consultant,...

Summer Sausages Ch. 01

by rae121452 on Nov 27, 2017
Gay Male

Bill and Lee were bored. The lifelong best friends, next door neighbors and occasional fuck buddies had just completed their first year of college and today was the first day of summer break. The two 19 year olds had spent the morning swimming in the pool behind Bill's house and now they were lying in the sun, working on their tans, dressed only in matchin...

Everybody Does It : Day Two

by timmywells on Sep 15, 2017
Gay Male

This is the second part of a story involving a boss and his subordinate. It would greatly help the reader to check out the first part before reading this. Please note that like the first part, this story involves coerced sex along with dominant and submissive characters. Those not interested in such situations would probably not enjoy this story. *** The...

The Super Bowl Bet

by smoothestone on Aug 18, 2017
Gay Male

It was the Friday night before the Super Bowl, and I was riding high. My favorite team was playing and I was certain they would win. What made it more interesting was my buddies favorite team was also playing and as you can imagine...we were trash talking all week long. That Friday night, we were out at a local bar pounding a few and getting loud and drunk...

Don't Look Back Ch. 13

by ShelleyRunyon on Sep 14, 2017
Gay Male

Lee broke into a broad grin at the sight of the newcomers. The man who'd greeted him was tall, dark, and angular, about Lee's age. His bronze skin wore the weathered look of someone who spent a great deal of time outdoors, while his bright blue eyes were bursting with good humor. "Hey Slim." Lee gained his feet as they approached the table, holding out his...

Girlfriend's Bro Takes Charge Pt. 01

by somebody123 on Apr 17, 2019
Gay Male

I couldn't believe what I'd heard. "Two months?! Your brother will be here for two months?!" My girlfriend and I had just bought an apartment together in Manhattan and we finally had a place to ourselves. For years, we'd lived with roommates in the close confines of New York City. Now that we finally had a studio apartment to ourselves, Stacy had invited he...

My Brother's Fuck Toy...Me

by silkstockingslover on Sep 14, 2017
Gay Male

SUMMARY: Mom's tits leads to me being a cocksucker and bottom. NOTE 1: Thanks to Andy for telling me his story of his incestuous cocksucking past. NOTE 2: Thanks to Robert, Wayne and goamz86 for editing this story. NOTE 3: This is an April Fool's Day Contest Story because of the irony of how the main character became an eager cocksucker. ***** MY B...

The Bet

by WhiskeyIsGood on Sep 14, 2017
Gay Male

It was a Friday night, early and nice out; just nice enough for a trip down South Street by' myself. I loved coming down here in general but it was almost' always so much better when I was alone. Sometimes, I would walk around for a bit, and then take a trip down to the river and sit there for a while. Instead, tonight I was thinking of stopping in a bar t...

Solicitous Service

by sr71plt on Sep 14, 2017
Gay Male

Goran saw the young man standing nervously at the reservations desk and liked what he saw. He was even happy that Serge, the maître d, was pretending not to see the young man, because that meant that Goran, the waiter, could see him to the table—and could make contact of some sort with him on the way there. Goran was one to make an immediate assessment of th...