Gay Jockstrap Stories

534 results
Orientation
Length
Source
Infinite Scroll

Justin's Jock

by Ken Nitsua on Aug 30, 2017
Gay Male

All senior year I was in love with Justin Belisario. He was the class president, quarterback of the football team, and one of the best-looking guys in school. Me, I was a nobody--a skinny wimp. I ran cross-country, the refuge for boys who couldn't get on the cool sports teams. It was just my luck that we were in the same gym class. Back then after working...

Keon Ch. 02

by bjmichaels on Sep 14, 2017
Gay Male

The first chapter of this story is in the "NonConsent/Reluctance" section of Literotica. "Kiss me first," he said."I want some romance before you blow me." I sat there lost and alone; unable to move. What he wanted from me was repugnant; unthinkable. It was totally against my upbringing and beliefs. My logical mind said I had to do it though—I had no...

Chase Becomes Chaste Ch. 01

by growing_interest on Aug 22, 2017
Gay Male

Chapter 1 - A Good Deed Is Its Own Reward Disclaimer: This is fantasy. Chapter synopsis: Chase, a narcissistic cheater and sadistic rapist, has a life-changing run-in with a man who has a penchant for mind control, fitting punishments, and long-term chastity. A smartly-dressed, middle-aged woman walked into my office. She seemed familiar, although I did...

Shawn's Punishment

by Guy521 on May 15, 2019
Gay Male

Shawn stood in fear as his master examined his body. Master had shown up unannounced at his dorm room for an impromptu inspection of his boy. They didn't see each other much anymore, as both their lives had become so incredibly busy but Master would always show up at some point to keep Shawn in check. Master ran his calloused fingers over Shawn's rippling ab...

Vampires!

by theilluminaughty on Aug 18, 2017
Gay Male

Hey Guys! So I decided to do a cliche. I had an idea and I just liked it. So here goes. Warning: All the characters in this chapter are men. The Illuminaughty --------------------------------------------- Michael walked into the bar. He was young, ripped, and in a very sheen white tee, so naturally guys were all over him right away. He had dark hair, a s...

Bred for This Ch. 01

by guinan on Nov 18, 2019
Gay Male

Seven days ago, I started being able to record my time here. I don't know where it is that I am, but I know that I'm away from whatever it is I feel I remember. I don't know who I am or what I look like, I know what animals are and I know what social media is. I know I am male, about six feet and bigger than most women. All my needs are met, but I do not kno...

The Vegas Dom

by comehungryfun on Jun 8, 2020
Gay Male

*This happened in October of 2019* We had spoken for a few weeks. I'd told him about my planned trip to Las Vegas, what hotel I was staying in and for how long. He was a local, said he lived 20-25 minutes from the strip. We had exchanged several pictures to see if there was a physical attraction: there was. I'm 5'11, 250, big butt, thick thighs, shortish b...

Sex Wrestling Challenge

by ksbf1234 on Aug 18, 2017
Gay Male

"Fuuu... uhhh... ...Fuuucckkkk!" Alex moaned as I pumped his ass wheelbarrow style at top speed. "You like that?" I asked hoarsely, my member pushed deep into his tight hole. "Fuck yes!..." he responded. I laughed and climbed onto the mattress so that I could fuck him like a pony. The mattress was creaking almost as loud as Alex was moaning. If there was...

Auditioning for the Harem

by Coxswain on Aug 18, 2017
Gay Male

A pocket-palladium, the Monde Elegante nightclub was the premier show club in the city. Also one of the oldest. The neighborhood when it was built was a genteel part of town occupied by the comfortably well off. Passing years had changed the demographics and the median income of the area, and the Monde Elegante had deteriorated, too. The building could use a...

Coach Abraham

by jphanck74 on Apr 3, 2018
Gay Male

My first sexual experience of any kind was with the coach of the wrestling team, Mr Abraham, that I had secretly lusted after for some time. In my last year of high school, I found myself being kept behind so often after class that it was becoming second nature. It wasn't that I was disruptive or a trouble-maker; I just had a quick temper and wasn't good at...