Gay Chastity School Stories

7,745 results
Orientation
Length
Source
Infinite Scroll

Deliver a Virgin

by sr71plt on Sep 14, 2017
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sexual situations. Most of the mounted escort riders gathered around their leader were watching the small band of infidels, led by Hugh d'Ibelin, as they rode out of the gate of the stronghold of Belvoir and moved to meet the forces of the Saracens and their allies on the hilltop overl...

Progression Ch. 05: Overnight

by klapperz on Mar 27, 2018
Gay Male

Nathan got showered, making sure to use his syringe only two times. He dried himself off and got changed into his leather locking pants. He put on some tracksuit pants and a t-shirt, before heading out the door almost running to Ryan and Jacks. Finally, he was standing outside their house knocking on the door. "Well aren't you eager?" said Ryan. Maybe it w...

Adam & Steve, Not Eve

by SEVERUSMAX on Sep 14, 2017
Gay Male

Eve Winters, known to her slaves and the BDSM community, as "Mistress Eve", was quite pleased with her success in controlling her slaves so far. She was especially satisfied with the power that she had over Adam, her husband. She married him to get legal title to half of his estate, which has considerable. She frequently fucked other men, and only allowed A...

Chase Becomes Chaste Ch. 04

by growing_interest on Aug 22, 2017
Gay Male

Chapter 4: Dogged Determination Synopsis: With his powers seemingly exhausted, our narrator recruits help to keep Chase in his place. **************** I awoke with a throbbing headache. I felt hungover. The sun shining in through the room's many windows strained my eyes. As much as I just wanted to stay in bed, eventually I pulled myself up so that I coul...

Guys' Retreat Pt. 05

by Cyanlot on Apr 21, 2020
Gay Male

Part 5: Brianna's Training "Vince had a terrific idea, Brianna," Kent said. "It's really going to make this easier for you." "Yeah," I said, noncommittally, knowing full well that whatever Vince had come up with wasn't going to be to my benefit, though I was sure it would benefit them. "Yeah. We've been downloading some videos for you to watch. You're goi...

Master Jakob and Seth Ch. 19

by and9993 on Dec 19, 2018
Gay Male

Chapter 19 - Rules for work It was hours before Master came back down and it gave me a lot of time to reflect on my actions today and the whole training period. The combination of their piss, spit, cum and Kyrin's ass mixed together left a bad scent on my face. My body felt dirty and sticky and I desperately wanted a shower or at least the chance to wash of...

The Master and Slaves Playtime

by LthrBndBy on Jun 9, 2020
Gay Male

As in every single one of my stories, all characters are over 18, and fully consenting adults. This story is purely fictional on all accounts. Enjoy. ————————————————————- Here I am, in all my "glory" so to speak, kneeling on the floor of the closet in our bedroom. My arms stretched out to either side to the walls, my mitts clipped to the rings discreetly...

My Cashfag Ch. 01-03

by MasterPhillipG on Sep 10, 2018
Gay Male

It was a Thursday night when I saw a post while browsing Facebook. Tom, that cute awkward little guy who was obsessed with me in highschool just became CEO in a real estate company. Back in the day, he would stare at me all day while we were in class, he would go just to the parties I also went. That poor guy did everything I told him to, and he didn't even...

Rory and Sebastian

by sebastiando on Sep 14, 2017
Gay Male

- Everyone in this story is over the age of eighteen at the time it begins - I wish I could say it was love at first sight. But it wasn't. And it wasn't one of those instant hatreds either. The kind where a weird tingle shoots straight to your balls and you want to pound the fuck out of the person -- whether it's with your fist or your dick, you don't quite...

Becoming Daddy's Girl Ch. 01

by Sungmehetu on Mar 6, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** It might have been the death of my mother and my only sister in the car accident. It might have been that I tried to drink away the depression while I was hundreds of miles away from home at college. What I do know is two things. My father would be furious I had failed out, in jus...