Gay Chastity Bet Stories

4,406 results
Orientation
Length
Source
Infinite Scroll

Blink: Five

by KenjiDeSade on Aug 18, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

Blink: Four

by KenjiDeSade on Aug 18, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

Puppified

by catastropheofcats on Jan 13, 2018
Gay Male

Editor's note: this story contains scenes of non-consentual or reluctant sex. * I was lead into a room where I saw him - on all fours, panting, collared, chastised, and a dumb smile across his face. I bent over, and ruffled my hand through his hair as he pressed against my hand, eyes closed, panting increasing. "What's his breed?" I asked, examining hi...

Army Biker Owned

by LthrBndBy on Jun 15, 2020
Gay Male

I've been owned by my Army Biker guy for about two weeks now. We've been playing for a little longer than that, you can go see our other encounters if you want to. Anyway, it's been the best two weeks of my existence. I no longer have to worry about getting to cum, I no longer have to think about anything but his needs. During the work day, I wear a chai...

The Greatest Sin in the Book

by GGandG on Aug 30, 2017
Gay Male

I made the mistake of telling a my friend Mike that I had experimented with anal toys. Next thing I know I'm crouching my naked ass just above his thick, veiny, greased up pickle, wondering whether or not I could actually do it. It started about a month ago. My name is Patrick, Patty to my friends. Just your average slim, freckled, red headed Irish boy. St...

Guys' Retreat Pt. 02

by Cyanlot on Jan 20, 2020
Gay Male

Part 2: Friends or "Friends"? This whole thing of me being caged in a male chastity device in front of my two friends could have been laughed off. Sure, they'd humiliated me by stripping me naked and making me display my cock cage to them. But still, even after all that and the "pussy-whipped" comment, we could have laughed about this and moved on. There...

Power Trip Ch. 05

by Wally_West on Sep 26, 2017
Gay Male

Colin stood in front of the toilet relieving himself through the opening at the tip of his chastity cage. He was growing used to its weight and presence, finding less discomfort from the device every day. He was happy it was Saturday and he didn't have to go to school; Colin wondered what his step-mother had in store for him, as their sexual activities were...

Collateral Ch. 05

by laurasfox on May 1, 2018
Gay Male

Jake was getting restless. There was no TV or other means of entertainment he could use while waiting for that annoying bastard. He had a mind to just get out of the house, but he didn't want Klaus to chase him down from the first day. There was enough time to observe his surroundings later. For now, he had to admit he was very curious about this insanely ri...

March Madness Ch. 07

by watchdwag on Sep 14, 2017
Gay Male

It felt really weird waking up beside another man in my bed. My ass was pressed against Larry's cock as I woke with his arm gently draped across my waist. It was a position to which I was accustomed with my girlfriend Sandy as she would often cuddle close to me in a spoon position in the bed. I looked over and Larry appeared to be dead to the world as I pull...

Master Jakob and Seth Ch. 16

by and9993 on Oct 9, 2018
Gay Male

Chapter 16 - Date night After breakfast, Master went to the living room and got on his laptop to prepare a schedule for his crew at work. I picked a spot on the floor by his feet and sat down there. On occasion he'd reach down and run his hand through my hair but was mostly focused on getting the schedule done. At one point he stopped, looked down at me a...