Gay Gay Bet Stories

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Orientation
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Straight Chris Makes a Bet

by dunnohowtosex on Aug 18, 2017
Gay Male

Chris chortled and said "No way that's true! I've had sex with women multiple times in one day but I've needed a couple hours in between 'sessions'." I rolled my eyes and just face palmed. He had been talking about how unfair it was for women to have multiple orgasms when he was pretty much just one and done. I had just said, "You know what foreplay is? Wel...

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...

Blissfully Hooked Ch. 01

by adjoaq on Sep 25, 2017
Gay Male

Comments, critiques and tips are welcome. Kyle Parker vs. Aaron Hunter The Contract! *** Kyle Dylan Parker was what most people would call enthralling. He was at least six -feet-three, good-looking and extraordinarily sexy. With his captivating soft hazel eyes, long dark eyelashes, dark blonde hair cropped very short, and his heart-stopping smile, Kyle...

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,...

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...

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...

All the Tricks were Treats

by BothWorld on Apr 3, 2019
Gay Male

"Gay for a Day" Max had just gotten off the phone with Cindy Margolis, who with very little finesse, dumped him. He had been dumped before although it had been a while. The problem was tomorrow was Halloween. The best parties of the year would be all over campus and now he didn't have a date. Thankfully finding ladies had never been that difficult given h...

Fuck the Police (But In A Good Way!)

by JayLikestoRead on Sep 14, 2017
Gay Male

My name's Javier, but people call me Javy. I've been a beat cop for seven years. My service record is clean but unremarkable. I'd rather not say what city we serve, but it's progressive, at least on paper. That means people of color, like me, are only slightly underrepresented on the force, and the occasional bad cop doesn't embarrass the department by using...

Str8 Guy Loses Bet to Gay Roommate

by Str8SensitiveGuy on Jul 27, 2020
Gay Male

For my junior year of college I had to move to the dorm for upper classmen. This meant that I had a new roommate. His name was Max and I met him the day I moved in. He had arrived before me and had already picked a side of the room. He was mostly done unpacking and settling in as I barged in with all of my things. We chatted and got to know each other a litt...

My Wife's Twin Brother Ch. 01

by imnsocal5 on Sep 14, 2017
Gay Male

My pregnant wife has been away visiting her mom for the past week. She just let me know today she was going to stay a few more days. Today was Friday, which meant she wouldn't be home until at least Tuesday. My wife and I are both 27 years old and only being married just under a year we are still newlyweds. So as much as I enjoy being home by myself, I still...