Gay Wager Stories

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Infinite Scroll

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...

A Friendly Wager

by binroe on Aug 18, 2017
Gay Male

I stared blankly at the television. It was a chip shot. A gimme. My favorite football team had just missed a 22 yard field goal that would of won the game. Hell my 14 year old neighbor could of made that kick. What rubbed salt into the mental wound was my girlfriend, who was dancing around the living room with glee. We had made a little wager on the game a...

I Lose a Sex Wrestling Match

by steve6729 on Oct 8, 2018
Gay Male

I met Bill through a wrestling website and we sent emails for weeks. We outlined our preferences for rules and wagers. We got to know each other and we exchanged stories of our favorite matches. I have gotten bigger and am now 6'1" 270 pounds with a 6 inch cut and thick cock. I have a short beard and salt and pepper hair. I am 58 years old. Bill is 6'4" 275...

Saturnalia

by jon.hayworth on Aug 31, 2017
Gay Male

The Greek domestic slaves, Demonethes the scriba and Ganethes the curator were charged by their master Agricollus Antonius to organise the food and entertainment for the celebration of the annual Feast of Saturnalia. Whilst affecting to despise these revels, which both their inferiors and betters enjoyed, they non-the-less diligently discharged their duty....

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...

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...

Living with an Exhibitionist Ch. 13

by jakeonthebox on Dec 3, 2019
Gay Male

The next week or so was really nice. Terry was even more affectionate than ever, constantly finding excuses to grab me into a hug, mess up my hair or slap my ass. Of course he was right about Will, who came over twice to lift weights but remembered shorts this time and made no move to start anything sexual. Terry was naked as usual, but respected whatever u...

Turned Out on a Bet Ch. 01

by Coxswain on Sep 19, 2017
Gay Male

First Sergeant succumbs to horny corporal [A true story as told to me by a contributor. Names, places, etc. have been changed] Dedicated to LUCMAN85 The Wager At Ford Ord, California, in 1989 (five years before they closed "the most beautiful Army fort in the USA"), I sat in a Jeep drinking coffee from a Thermos with a gay soldier, one Private O'Connell....

A Cumbuck's Tale Ch. 03

by talismania on Aug 30, 2017
Gay Male

A Cumbuck's Tale, Ch. 03 Please be forewarned that in addition to heavy male/male erotic content, this chapter contains nonconsensual sex. Chapter 3 -- Gonners No, Mother, please. Cam pleaded silently, his mind seizing upon prayers as the only help that remained to him. Lord Penargos is too big! That thing'll kill me for sure! Ralen had restored the drop...

Fore Anyone?

by rjohnson on Aug 30, 2017
Gay Male

The starter told me, when I checked in, that I would be playing with a new member, this morning. He told me his name was Jenkins, Sam and he would meet me on the first tee. I nodded and went into the clubhouse to change. I noticed a man in the locker room that I had never seen before but didn’t pay too much attention to him as I tied my shoes and headed o...