Gay Bet Stories

4,201 results
Orientation
Length
Source
Infinite Scroll

Grandma's Got a Boyfriend Ch. 01

by timmywells on Sep 14, 2017
Gay Male

This story ran a little long so I've broken it up into parts. *** This was a whole new experience in this summer of 1993, because while I had been sent to spend the summer with my Grandma every year since Grandpa died four years ago, things had changed around the old farmhouse. Grandma had a boyfriend, and I know that the term sounds funny when you atta...

TJ Ch. 03

by jt_hooks on Mar 6, 2018
Gay Male

"Hey there, Little Buddy. How are you?" Those seven words broke my heart. No, that's not it, it wasn't the words. It was the look on Josh's face that made my heart shatter into a million tiny pieces. How fucking stupid could I have been? There were signs everywhere, written with big, bold, red letters, warning me to proceed with caution. He played football...

Old Ties Ch. 01

by Aoi350 on Aug 18, 2017
Gay Male

I will apologize in advance for any typos, spelling errors, punctuation errors, grammar errors, or any other mistakes I might make in this story. Please bear with me, because I have no editor. I will also state that this is only the first chapter of the story and I will not guarantee erotic scenes in every post. And remember: The characters and events in thi...

Hot Chat with Daddy Top

by BartSavagewood on Aug 31, 2017
Gay Male

Transcript of a hot IM chat I had with a top describing to him my first time: *************************** Dad: tell me about your first time.. with David the doctor Boi: well this was about what 10 years ago Boi: I was 22 Boi: and living with my gf at the time Boi: things were not going well Dad: okay Boi: so we were breaking up and needed to sublet...

Chasing Fate Ch. 06

by watchdwag on Apr 3, 2019
Gay Male

If anyone would have told me last summer how much my life would have changed in a year, I would have thought them mad. To my immediate family and coworkers, little has changed. Whether at home, at our in-laws, or at the office, I still act no differently than I ever have. But that's pretty much what it is -- an act! In a short span of time, I have found out...

The Professor and the Boys Ch. 04

by TAHammer on Mar 30, 2020
Gay Male

David had broken his black-stoned medallion that Charlie had given him. He always wore it, and he had taken it off to clean it and had dropped it. A little metal thing had broken apart and the stone wouldn't stay. Fortunately, one of the administrative assistants in his department told him about a place and a guy who could repair it. "There's this eclectic...

Apparently Word had Gotten Out...

by funandbold on Apr 24, 2018
Gay Male

Apparently, word on me had gotten out very quickly! I moved with my mom to a much smaller town than where I had grown up. Dad had been gone for years, but mom had a great job and we lived in a nice home. She came home from work one day and told me that her company was transferring her to a different unit and that we would have to move. I didn't want to, bu...

Tricked

by LateNightWriter on Aug 18, 2017
Gay Male

I awoke to the creaking of Nathan's steps as two tall, beautiful boys made their way downstairs. I sat up on his couch and licked my lips, the bitterness of our previous concoction still lingering on my tongue. They both entered the room already shirtless and pulling at their belts. I got to my knees excitedly, eager to continue my fulfillment of the bet. Na...

Straight Boy Gets Turned

by Newlybisub on Sep 14, 2017
Gay Male

This is the story of how I sucked my first cock. It was 7pm, just beginning to get dark, I knelt down and pulled the knot on my laces tight. Standing up I looked left then right before starting my evening jog. I kept up a leisurely pace towards the park where I liked to jog each evening. These days it's the only thing that keeps me in shape. Let me tell...

Three Best Friends

by jaymich7 on Aug 18, 2017
Gay Male

This story is true. I am 19 years old as I write this. It all happened around a year ago. I have tan skin, brown hair and green eyes and am pretty well built. My name is Jay. My height is 5"11. My neighbor. He is white, paler, really well built, brown eyes, handsome, a true Jock and he was 6"4. His name is Jimmy. Our best friend Matt was white, skinny and ha...