Gay Head Shave Stories

21,558 results
Orientation
Length
Source
Infinite Scroll

Losing Bets

by XxPrinceAnonomousxX on Dec 9, 2017
Gay Male

"I'll make you a bet," Giovanni said. I looked over at him hesitantly. "I bet you our team will win tonight," he said, and I thought about it, our team never wins, though. "But our team never wins." I said, and he smirked. "What are the terms of this bet?" I asked. "If you win you get a hundred dollars. If I win you have to do whatever I want for an enti...

No Substitute for Jasper

by alexcarr on Aug 18, 2017
Gay Male

Jasper has a handlebar moustache which was altogether off putting when I first met him after an arrangement on the online gay line. He never said he had one but then I don't suppose it is necessarily the sort of thing one would mention. He had sent me a picture. He didn't have a moustache in th3e picture, but I discovered that is because it was taken befor...

The Brownstone: Untold Stories Ch. 03

by jayjayk on Aug 30, 2017
Gay Male

Renny, life after college - 1979 Ronald woke up every morning grateful that he had taken the direction in his life he had chosen, not the one his family had wished for him. He had a best friend in Trevor and even though he never admitted it, he liked having Trevor's girlfriend around...even with their no-holds-barred sexual exploits. Beyond them he had an...

Daddy - My Two Dads Ch. 02

by Jnight30 on Jul 6, 2020
Gay Male

I slept through the night. It was the deepest I'd slept since Tracy had left me earlier in the summer. In my dreams, Tracy and I were married and spent our wedding night in a secluded cabin far out in the woods. She was dressed seductively in lingerie from head to toe. As I was slowly undressing her, I suddenly awoke before I could inch my cock into her awai...

My New Career in Modeling

by niplock on Sep 14, 2017
Gay Male

This story is about a time in my life when my financial situation had taken a severe turn for the worse. I was 35 years old and had just gone through a nasty divorce. My then wife was always looking for attention from other men. She needed them to tell how beautiful she was and was constantly searching for compliments. It got so bad that she started to give...

A Spring Tete-a-Tete Ch. 02

by Olive Hizklosoff on Aug 18, 2017
Gay Male

I don't think the movie ever stopped. I drove home with a smirk across my face as I kept rewinding the video going on in my head. When I got home, I poured myself some more of a delicious single malt and my ice water. I put a favorite adult DVD on and relaxed on the couch. It was one of the Voyeur series, #28, I think. There's one particular sequence that's...

The Quarterback and the Tutor Ch. 02

by perihelion on Sep 25, 2017
Gay Male

I usually go to the Student Center at ten every morning during the break before my eleven o'clock class. I get a midmorning snack and either study or talk with friends. Surprisingly, Tom and his girlfriend Sandy were there that morning. I'd seen them occasionally but they normally didn't frequent the center when I was there. I watched them as they walked th...

Nephew's Readjustment Pt. 02

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, chastity, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments are always really appreciated. ***** Nicholas' next day was filled with confusion. He had difficulty focusing on his classes beca...

The Brownstone: Michael Ch. 02

by jayjayk on Sep 14, 2017
Gay Male

A light knocking on the door the next morning woke me from my sleep. The king sized bed I was sleeping in was far more comfortable than the single at the Y or even my too short bed in the dorm. The last thing that Charles requested of me before he departed from the limo was that I not cum again until we saw each other. At first I didn't know if that was pos...

The Pirate and the General

by OregonDavid on Aug 18, 2017
Gay Male

I don't know how it started. I don't know when it started. I only know when I realized that I wasn't like all the other boys. This is the true story of my first sexual encounter. Before the budget cuts, my high school used to stage an elaborate outdoor theatrical production each spring. A professional set designer would be hired and long nights and weekends...