Gay Chastity Bondage Stories

772 results
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Infinite Scroll

Eternal Oils

by Sigil4258 on Apr 3, 2018
Gay Male

My name is Levi. I'm 22 years old and I live alone in a tiny apartment. I keep to myself because it's easier. I've never really been with a guy before and I've definitely never been with a girl. As you can imagine, this has always been a source of frustration for me. Up until a few days ago, I'd been involved with a much older man over the internet. I met...

The Black Rose Ecstasy Ch. 03

by twohot4words on Sep 15, 2017
Gay Male

Preparations have to be made first. The sling is up, the bondage table cleared and cleaned, the various toys and equipment assembled and checked out. The gear is the first and, for me, one of the most important considerations -- leather is BY FAR the preferred choice. Maybe it's the act of putting on clothing that is so overtly sexual, or the fact that I am...

Confessions of a Chastity Slave

by deviator on Aug 31, 2017
Gay Male

It's hard to believe it all started with some talk on a chat room. I was in college then, and always straight in real life, although not very successful with the ladies. But my dirty little secret was that I liked to go online and indulge my fantasy: being enslaved, feminized, and kept in chastity by a man. At first, I'd wander through chat rooms and find a...

How I Found a Keyholder Ch. 03

by 1077ad on May 12, 2020
Gay Male

3.a: The treadmill Wednesday had come around again. I had gotten a message from Sir to be at his place for one p.m. and I was achingly horny. Besides the fact that I had been locked for a month now, far longer than I ever had been before, I was still feeling the residual excitement from shooting that video in the parking garage on the weekend. So, after doi...

The New Slave Ch. 05

by martin_x59 on Sep 14, 2017
Gay Male

I would like to start by saying I am new to writing so I hope you don't judge me too hard on my literary naivety. Nor am I experienced in Bondage or Master Slave relationships. This story is pure fantasy from my part and is about what I find erotic and stimulating. Please bear this in mind when reading the story. I hope you find it as stimulating reading as...

Caged Heat

by HerLittlePiggy on Sep 14, 2017
Gay Male

He looked at me with a sharp menacing stare and a shiver ran down my spine. I wasn't sure what I was doing or what I'd gotten myself into but I feared that I may have made a terrible mistake. He stepped closer with his intelligent eyes affixed with mine and my stomach started to churn. My eyes traveled down his half naked body on their way to their rightfu...

Master Comes on Sunday

by Cap_N_PieSissy on Dec 9, 2019
Gay Male

My Master is much younger than I am, and it would be entirely accurate to describe him as a twink. Small, lithe without an ounce of body fat in him apart from a certain softness of his facial features, and packaged in soft, smooth hairless skin. He fully enjoys all the greatest blessings of youth, but there is a devil in him. He found me on the internet. I...

Pretty Boy

by today_i_am26 on Jul 13, 2020
Gay Male

"Aren't you a pretty boy?" He said with a leering grin. I was on my second day of my new job and I had been tasked to drive the van to an industrial estate in the rougher end of town to collect some items and drop them off to the customer. I had walked through into the warehouse where I was confronted by a man in his late 40's with a strong accent, tattoos,...

The Highland Festival - The Hotel

by BareBearsFan on May 15, 2019
Gay Male

Chapter 7 -- The Hotel ***Hello Readers Quick note, my stories tend to progress a bit slower, if you're looking for quick paced sex scenes try another story. Also some past people have nitpicked about small consistency details in my stories. I'm not writing a classic novel, I'm not going to take time to explain every little change in a scene. If you're...

From Gay Husband to Slave Pt. 01

by assguzzler on Apr 3, 2019
Gay Male

My husband Winston and I were married when I was twenty two and he was thirty. I told him of my submissive fantasies and he role-played with me some at the beginning of our marriage but for the most part he showed little interest in D&S or Domination. We had a good marriage but we often fought as we both tried to dominate the other when it came to who would...