Gay Bet Stories

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Get on Your Knees

by SlaveToCock on Aug 18, 2017
Gay Male

I know you've waited a long time for this. Take off my shirt. Slowly. Do the buttons one by one. Fuck, your hands are shaking. I turn you on that bad, huh? Yeah, take it off. Look at my body. You like what you see? You like my muscles? Watch me flex this here.....oh fuck yeah. Fuckin' get your FUCKIN hands off my crotch, motherfucker slut. You fuckin touch...

Bet Upon Pool

by FadeEstates on Aug 18, 2017
Gay Male

The story starts out, one late afternoon, of course. The sun was shining, the birds were chirping, and I was planning to play a game of pool with my friend James. James is a good friend of mine, I have known him since he was 13 years old. James was smaller then I, height wise that is. When I was about 17 I always imagined what he was packing in-between his l...

The Bet

by noodneighbor on Aug 31, 2017
Gay Male

I had an experience when I was nineteen and in college that I’ll never forget. My college was not a “commuter college”. Most of us lived on or near campus and there weren’t any restrictions on overnight guests so hooking up with coeds was my favorite pastime. I had more than my share of luck my first semester because word quickly got out that I sported a sol...

Indulging a Senior Counselor

by RubberDickie on Oct 15, 2017
Gay Male

My first experience was with a much older guy named Richard. He was a senior counselor at a camp where I worked summers while in college. During my second summer working at the camp, Richard and I ended up having to share a cabin. I had met him the year prior, but because I was just a rookie that year, we had minimal contact. Now, in my second summer, I was...

It all Started with a Bet

by kinkygay87 on Sep 19, 2017
Gay Male

My best friend lived in London. He moved down there around two years ago, with his girlfriend. We have been friends since we were kids. We knew everything about each other, including my being gay. I was sat at home when he called me out of the blue. "Hello." I said. "Hi mate." Steve replied. "What do you want?" I ask, laughing. "I was thinking of comin...

A Backfiring Bet

by REINER BENT on Sep 14, 2017
Gay Male

It was a cold winter night. A few friends had gathered at my place to watch a ball game. We had drunk a couple of beers each and we were looking for something to do. The game was due to start in an hour or so. Suddenly, an idea came to my mind. "Let's play truth or dare," I said triumphantly. "Good idea!" Chris said and the other two guys, Pete and Paul, a...

Defeated Jock Ch. 01

by maxpotter on Mar 12, 2019
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** "Stop it Taylor!" Pam slapped Taylor's face. Not hard enough to do anything but give him a little sting, only to register her supposed displeasure. "Stop what?" Taylor moved his hand further up her skirt. They were on the patio of a bar in their college town, but in the d...

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...

Poker with Mr. Harris

by matanda on Jul 13, 2020
Gay Male

There was a knock on the door, and I got up to let in my best friend Tony and his dad, Mr. Harris, with a six pack in hand. We had a poker night almost every week with our friend Dave but he cancelled last minute. We usually play at Tony's but I had invited everyone over because I just got my first solo apartment. I had a nice little set up and was finally l...

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...