Gay Bet Stories

4,201 results
Orientation
Length
Source
Infinite Scroll

A Bet's A Bet

by Trudes on Sep 14, 2017
Gay Male

"It's time to wake up now." With just those six words, I regained the ability to open my eyes. Regained? I guess that's not the right word. I'd only just dozed off—nothing more. "Well, how do you feel?" The hypnotist grinned at me. I didn't see why he was grinning, though. He was a friend of mine. His name was Kyle and he liked to think he was a master whe...

A Sunday Bet

by Othersyde on Aug 17, 2017
Gay Male

The weekend was approaching fast, and Sean couldn't wait for Sunday. Sunday meant football all day and night, and that was a slice of heaven. The thought made Sean smile because this weekend was the start of the NFL season. Finally! It felt like it took forever to come around. Sean Adams was content to watch to watch the games at home, but the best times we...

Virgin Asian Dominated

by primalenergies on May 12, 2020
Gay Male

Disclaimer: I might not be the best storyteller, but I'll try at least. This story also involves racism, cheating and a top putting his bottom in panties, so if that's not your thing you shouldn't read. To understand this story, you need to know I've always been a bit gay, though I've tried to hide it and I've been insecure over the effeminate behaviour tha...

The Cocky Coxswain Pt. 03

by somebody123 on Apr 1, 2020
Gay Male

As I walked across campus back to my dorm, I tried unsuccessfully to make my erection go fully down. I was thankfully wearing a lot of clothes at this point, so at least my bulge didn't look too obscene. Once I got back to my room, Charles was finishing up getting ready for dinner, now fully clothed in jeans and a t-shirt. "Hey, wait up for me," I told him...

Living with an Exhibitionist Ch. 08

by jakeonthebox on Mar 26, 2019
Gay Male

I thought my roommate Terry's curiosity about my friend Will had been fleeting, but a few days later, he brought it up again, probably not coincidentally while we were working out. "So your friend Will's a pretty serious lifter, huh?" "He was. I don't think his wife lets him have the time or the room to do much with it now." "Wow, he must miss it. I'd go...

The Bet

by mikec1010 on Aug 18, 2017
Gay Male

Lisa and Mike had been married for over seventeen years. Lisa was thirty-nine, blonde, with blue eyes, and a very nice figure, even after having three children. Mike was forty-one, with black hair, brown eyes and in pretty good shape. The two had a very good marriage and a very good sex life. They enjoyed sex and made it fun with role play, toys, and some...

A Wager

by drmweaver705 on Dec 25, 2019
Gay Male

John barely heard the notification on his phone above the music and the noisy crowd in the bar. He flipped the phone over and cursed as he read the message. Hi John, something's come up, sorry gotta cancel tonight. Great, John thought. He was used to Steve being late, so he'd grabbed a booth and made himself comfortable with a beer... followed by another b...

Workout Buddies, Ch. 01: The Bet

by 60031Guy on Nov 19, 2018
Gay Male

(C) 2018. All rights reserved. ______________________________ Author's note Hi there, thanks for taking the time to read this story. Please let me know what you think. It is my first story submitted anywhere. If folks are interest, I have a couple of additional chapters I might write that continue the story of Larry and Dave. This story contains scenes o...

Our Bet Ch. 01

by Elected on Apr 24, 2019
Gay Male

Lee grinned. "Won again." I grit my teeth in anger. What the fuck? This was my game. I'd barely even shown him how to play but somehow he'd gotten the hang of it in a few hours—and now he was beating me? This was such bullshit. Lee flipped my controller away carelessly and climbed to his feet, stretching with a groan of satisfaction. "I guess all that talk...

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...