Gay Chastity Belt Stories

5,128 results
Orientation
Length
Source
Infinite Scroll

Forced Slutty Transformation Ch. 01

by beachboi_3 on Sep 14, 2017
Gay Male

Small towns are all the same. Racists, cows, and that one weird racist guy who sleeps with the cows. Personally, I just wanted to leave my town. My name is Carter, and this is how I went from promising high school student with a bright future, to a strung out slut, desperate for sex. I'm white, about 6 feet tall, and I'm built like a swimmer. That is, fairly...

The Making of a Master

by Littlepoppyhole on Oct 6, 2020
Gay Male

David lay on the dishevelled bed exhausted and still sweating after his recent sexual encounter with a man called Raymond. His hole was leaking semen onto the bed sheets. The sheets also gave off the aroma of anal mucus. This did not perturb David as he was deep in thought about the man he had served. He thought there was room for improvement in his sexual i...

Intrusion Ch. 03

by Allivrain on Aug 31, 2017
Gay Male

Taylor stepped into the apartment. Anticipation hurried his movements as he kicked off his shoes and slipped out of his jacket, then he paused and forced himself to take the time to put them in their proper place. He ran fingers through his blond hair, contemplating whether or not he had enough time to take a shower before Drey showed up. The thought of the...

Dad's Road to True Slavery

by PhillyFootSlave on Sep 14, 2017
Gay Male

Jeff stared at the workstation with curiosity, his heart beating rapidly with each new erotic discovery. He was traveling down a road that needed traveling; taking a trip long overdue. For years, he lived to convey the image into which so many had boxed him. A great husband, perfect Dad, loyal friend, competent co-worker. Totally masculine, adorable at 40,...

My Interracial Fantasies

by faggotloser on Sep 14, 2017
Gay Male

The following story isn't a story so much as a confession. I could have rewritten it in the form of a narrative with characters and plot, but I think I will save that for some other time. Instead, this story is more of a stream-of-consciousness confession of the fantasies I have. Being that this is all a true confession of sexual secretes I've been keeping I...

The Male Room

by WatchingAndWaiting on Aug 18, 2017
Gay Male

This is the story of my first time with a man. And my last time... So far. I was always curious, even when I was very young. Looking at men in magazines, especially if they were in revealing underwear and had big, well-defined bulges. I had messed around a little as a kid, but nothing more serious than 'you show me yours and I'll show you mine'. But as the y...

The Pictures Ch. 05

by Mike Cindy on Aug 17, 2017
Gay Male

I woke the next morning and checked the house before leaving for work. I made sure everything was in its place. I hoped my wife would be home tonight and I didn’t want any problems. Jack called me about 10:30 and said, “you’ve got e mail”, and hung up. I opened the mail and saw 2 pictures of me dressed in female clothes; the poses Jack had put me in last n...

Progression Ch. 03: The Show

by klapperz on Mar 6, 2018
Gay Male

Nathan turned and looked at his clock. It was barely 3am and he was just lying there looking at the ceiling. No matter how hard he tried he couldn't stop thinking about his session with Ryan and Jack. He put his hands under the blanket to feel his cocks prison and attempt to get some relief, but it was useless. When he tried to play with himself his cock jus...

Enslaved by Myself Ch. 03

by Lausunaht on Sep 14, 2020
Gay Male

I was dreading what was about to happen. My master was going to hurt me badly to ensure I would never rebel. I knew this for certain because I would do exactly the same if the roles were reversed. I could only hope that my affection for myself was strong enough to limit the pain. He left me tied up alone for hours, I was thirsty as I didn't drink the whole n...

Temporarily Dickless

by AssWhisperer on Sep 14, 2017
Gay Male

[Warning: This is a very sexually dark story. Fisting, watersports, medplay, implied body modification, chastity. My thanks to Kenji De Sade for his encouraging me to write this story after a series of conversations about chastity.] How had I come to be here? I wondered as I floated in orgasmic bliss. It had started with my impulsively writing a guy on...