Gay Jock Strap Stories

2,543 results
Orientation
Length
Source
Infinite Scroll

Private Tanner

by TightWhiteHole on Aug 18, 2017
Gay Male

"Okay, okay Gabby I promise I won't jack off for 6 months," Tanner said regretting is words as soon as the left his mouth. Tanner was a young 18 year old, with brown hair and a nice build. Tanner and Gabby had started dating almost 6 Months ago and Tanner was getting tired of waiting for sex. Gabby agreed to have sex with Tanner if he could go six months wi...

The Office Jock

by Radames on Aug 30, 2017
Gay Male

Author's note: the characters in this story do not practice safe sex. They cannot get sexually transmitted diseases unless the author says so. You can. Practice safe sex! * As companies cut back on employee benefits, you have to find your perks where you can. My perk was having a desk across from the photocopier. When I wasn't focused on my computer screen...

Fuerteventura

by Pissdrinker on Jan 6, 2018
Gay Male

Although essentially a true story, I'm a firm believer in safe sex with strangers and condoms were used although for the purpose of fantasy I have omitted this. ***** I'd decided on the Canary Islands to get some winter sun and an all over tan- we'd been before- and I'd carefully chosen an apartment only 20 minutes walk from the beach, supposedly a gay bea...

Dear Diary Ch. 04

by carsonshepherd on Sep 16, 2017
Gay Male

Tuesday September 14, 1988 10:55 pm Here I Go Again. Oh God oh fuck oh God. The locker room. Today. I still can't fucking believe it, my hands are shaking so bad I almost can't write this. Coach was really pissed because we had such a bad practice. Mostly he was pissed at Travis and me because we kept screwing up the snaps. I was too distracted knowing h...

Chore Bitch Pt. 02

by travelsforfunxxx on May 12, 2020
Gay Male

Quick note: This story includes CMNM, humiliation, domination, submission, and objectification. But it doesn't have any oral or anal sex - - - If you're looking for oral/anal, then this may not be the story for you. Late in the afternoon, I got dressed as instructed -- in a jock strap, tight jeans, plain white t-shirt and boots. The jeans were super tight...

House on Park Ch. 04

by sr71plt on Aug 17, 2017
Gay Male

Sometime later, I was awakened by Eric pressing on my shoulder. I raised my arms to bring him into bed with me, but he shushed me and said in a low voice, "No, not that. We hear something downstairs. Claude's gone ahead to check it out. He wants us to follow him down. When we got to the first floor, we could see Claude at the back of the house, near a door t...

Roommate Seduction

by 5054060958T on Mar 3, 2020
Gay Male

It was the third day of a new school year at Fort Lewis College. As I went to the Reed library, where I was talking to Marj Gomez the library administrative assistant on whats new. Afterwards I went to the restroom. On the stall wall of the restroom was some graffiti and one that read, "A happy camper is a guy who has a cock up his ass and a smile on his f...

AAA Service

by sr71plt on Aug 28, 2017
Gay Male

The pickup basketball game at the dorm ran late and I had to get out to the polo field lickety-split or I'd miss the start of practice. So, I stripped off my T and used it to dry off my chest and pits, tossed it in the backseat of the trusty vintage T-Bird convertible, and roared off toward the mountains, toward the practice field at the Moss Grove winery in...

Blackmailed Day 02

by hasnoalias on Sep 26, 2017
Gay Male

The next day I report to his house as I was ordered to do. I notice the other motorcycle in the driveway, which I saw when this whole thing began. I knock on the door, and my neighbor opens it. "Here's my little cock bitch. I was wondering if you were going to come over as I told you." he says guiding me inside. He grabs my crotch through my shorts and sque...

Michael Found His Discipline

by stud28 on Aug 21, 2019
Gay Male

Michael was a 40 yo man who stumbled across an app designed especially for those with kinky interests. He located a profile that peaked his interests. Mr. S was 71, 6'5, stocky, hairy chest, hairy back which was silver/white. In his profile pic, he wore a leather harness, leather jock strap, and leather hood and held a paddle in one hand and flogger in the o...