Gay Gay Chastity Stories

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Progression Ch. 10: Prison

by klapperz on May 1, 2018
Gay Male

Nathan looked around the room for something to do, but it was empty. There was only the bed, which was just a mattress laid out on the floor and a door leading to the toilet. The was a dim light that allowed him to see, but no windows or view from the door as he was in the basement after all. He thought about what he could do to entertain himself, and quick...

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...

The Chaste Boy and the Locksmith

by fantaseeboy on Oct 31, 2018
Gay Male

A little bell tinkled softly as the door closed behind me. A shiver shot up my spine as I stood there in that little shop waiting to be helped. For a brief moment, I thought about running out the door and living with my current predicament. Just as I was about to act on that impulse, an older man stepped from behind a curtain. He looked to be older than my f...

The Visitor Ch. 04

by Leanne_sissy on Sep 26, 2017
Gay Male

This is the fourth part of my story, based on experience, I am afraid that this episode does contain enforced drugging, please don't read this if it offends and just think of it as a story, fiction, though in this case not. I apologise to those who want immediate sex, my chapters are quite short and this one particularly so, it is quite stressful trying to p...

Master Jakob and Seth Ch. 10

by and9993 on Aug 22, 2018
Gay Male

Chapter 10 - Dinner I brushed my teeth and got dressed, then took off my collar and put it in my pocket. It felt strange having clothes on over my plug and cage but I was eager to see where Master would take me. We got in the car and drove to a nearby restaurant. It turns out Master wanted just a night out with the two of us. We got seated and he began by...

Top Becomes a Daddy Bear's Boy Pt. 03

by DaddyBearChaser on Jul 6, 2020
Gay Male

Just as I opened the bathroom door, I heard Mike say, "Boy, make sure you sit down to take a piss. The last thing I need is you making a mess in there" before he began laughing to himself. "Fuck, I have to sit down like a girl to pee. At least Mike won't be watching the humiliating act," I thought to myself as I made my way to the toilet, bladder full of mo...

Converted to Gay

by bart_allen on Sep 14, 2017
Gay Male

This story is partly inspired by messages from fans, with slight adjustments. Thank you for reading. ***** I wanted to share with you one of my current projects. A twenty five year old male by the name of Eric. Nothing too special in the looks department, but not too shabby either. He was neither heavy or slim, perhaps a slight softness to him. His eyes we...

First Scene

by kinkfiction on Jan 15, 2019
Gay Male

It all depends on you in the end. You need to decide if you want to take pride in your submission or do you want to be humiliated by it. Would you like to be treated like a prized possession, to be placed in ways I find pleasing and, in exchange, have all your needs be met at my whims? Or do you want to be treated like a slut, to be taken as many times and b...

Liam's Submission Tested Pt. 02

by PupTracer on Sep 14, 2020
Gay Male

"Shower," Marcus pointed to the corner of the blue tiled bathroom. "And face the wall, I love the look of your reddened ass." I complied, setting the water to cold, both to stop my cock from getting hard under Marcus' gaze and to soothe the burn in my ass. He left and then returned with my bag and instructed me to change into gear. "I'll be waiting for you i...