Lost Bet Gay Stories

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Orientation
Length
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Infinite Scroll

The Bet Ch. 03

by MutableMalachi on Sep 15, 2017
BDSM

Allan released me from the bonds connecting me to the Cross, supporting me as I stepped free. I tried to shake him off, insisting I was fine - the whole scene had only lasted a few minutes, and I hadn't done anything - but he held firm. Once we started to walk, I realized to my embarrassment that I was not fine. My knees felt like jelly and my head swam. Cha...

Lakeside View Pt. 02

by CaseyBea on Nov 18, 2019
Erotic Couplings

[Author's Note: All characters in this story are 18 years or older.] ***** Saturday night finally arrived, and Bob and Jill took their pontoon boat around the cove to Harry and Betty's lakefront home. The couple was on their patio, and came down to the dock to help them tie up. A small spread of cheese and crackers was set out on the patio table when t...

Allison

by chloevargas on Jul 15, 2020
Transgender & Crossdressers

I'm out. Out of the closet. Now everyone knows. Perhaps a bit of background... While going to college I found a job as an intern at a small business. As my course of study was technical, the job was technical, doing the mechanical drawing and parts lists for the products that we made. The pay wasn't great but it was more than I'd made at traditional teenage...

Aaralon's Discoveries

by Sixth on Apr 18, 2002
Fantasy

Aaralon was nervous; he was not only disobeying conventional wisdom by attempting a summons but he was flaunting the strict rules of the boarding school by doing so. He was twenty years old and had been in College of Light Shadow for the last fifteen of them, he couldn't really remember what his parents looked like and all that really seemed to matter about...

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Getting Lucky?

by Ebenezer1 on Sep 13, 2017
Group Sex

John entered the dark movie house with the sounds of a woman gasping on the screen. He could see she was kneeling before a huge cock and smiling. Then she leaned her head forward and began to suck on it. John froze momentarily. This is what he had come to see. Two days in the big city and one night to live the life of a swinging single. He would start with...

My Stud

by Sissyhalo1 on Dec 2, 2019
Anal

All characters are 18+ *** I pride myself on being a pretty open guy. I try not to be sexist or racist or prejudiced unlike a lot of folks from home. So I know lots of people, including Betty. Betty is hot, she's also Bisexual and kinda like one of those pin up girls from the old posters with some muscle girl in there and the singer Pink. And we're usu...

The Girl with the Freckles Pt. 05

by FreckleLover on Sep 19, 2017
Erotic Couplings

"Can't you just try doing a slap bass? We need that percussive snap, more funk feel," I pleaded with Danny. "What the fuck do you want from me? I told you a million times," he growled, half angry, half frustrated. "I can't slap! YOU fucking play bass if you think you can do it!" "Shit," I muttered under my breath. "Alright, alright. I'll try'n work out an...

Topped from the Bottom Ch. 02

by cutebabysadie on Sep 14, 2017
Fetish

There I was one my knees licking the nastiest, yet most delicious creampie out of my girlfriend and it wasn't even mine. My odd, skinny, nerdy, gay looking, vocal music major roommate had somehow tricked me into letting him try out my girlfriend and ended up fucking her better than I ever had. Thats right me, captain and quarterback of the football team, ult...

Stevie's Journey Ch. 02

by gbr2004 on Oct 7, 2019
Fetish

I sleep soundly but finally wake up and realize it's almost nine o'clock. I get up and take a shower. The hot water feels so good. I get dried off and go over to the dresser and open the top drawer and there are several pairs of panties in the drawer. I pick out a red pair and slip them up my legs. They feel so soft as I pull them up. I reach in and tuck my...

Butch's Bar Slut

by sissymissyct on Jan 7, 2020
BDSM

(A bit darker than most of my tales. It would fit in gay or nonconsent as well. Gay sex, sissy sex, chastity and punishment.) *** I love this bar, Butch thought to himself as he finished another beer. And why shouldn't he. It had everything a Leather Bear could want. Plenty of hot men in leather, and some women as well. A bunch of trans girls and some siss...