Gay Gay Chastity Stories

22,838 results
Orientation
Length
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Infinite Scroll

The New Order Pt. 03

by Iamkrazy4 on Dec 16, 2019
Gay Male

Part 3: My ass, my mouth, my job No, the guidance counselor didn't fuck me. Though, I would have let him. But, that says more about me than it does about him. What he did do was praise my on stage performance and say I the most enthusiastic "volunteer" so far. He complimented my dick taking abilities and described how my life would be from there on out. Th...

Hotel Whore

by Cumpup39 on Apr 17, 2019
Gay Male

I was in the city for a business trip, but wanted to spend some time serving cock while I was there! I am a married bi guy who is married to a great woman, but I have another side... I am a submissive, cocksucking whore for men! I love sucking and taking cock, cum, piss and spit. I love being dominated, humiliated and degraded. I am a genuine cum, piss and s...

Blink: One

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...

Intrusion Ch. 02

by Allivrain on Aug 31, 2017
Gay Male

Work lasted forever, every moment ticking by in frustrated torment. Taylor stewed with agitation and barely bothered to be polite to the many customers that approached him. His entire body ached, the turtleneck he wore rubbed against the bruise on his neck and the chastity device tugged around his cock in a way that made it impossible to ignore. It seemed to...

A Soldier's Journey Ch. 02

by FenFenScreeScree on Apr 13, 2020
Gay Male

When I woke up that Saturday morning, I made a bowl of cereal and opened up Grindr. The moment I did I was yet again bombarded with messages and taps from several different guys who were clearly all soldiers. Half of the guys that messaged me sent dick pics (of course), and the other half acted like they just wanted to chat. Yeah right. Well, I figured I'd...

Fucked Up Ch. 03

by ruggerjocklad on Sep 14, 2017
Gay Male

The first thing that occurred to me, as the door of the huge master bedroom was locked shut behind me, was how totally fucked I was. Followed shortly thereafter by the realisation that I was almost certainly going to have my arse fucked - for the first time in my entire 37 years on Earth - by some perverse, voyeuristic sadist, in about twenty minutes' time....

Outed and Married

by keptsissy on Sep 26, 2017
Gay Male

He always threatened me with being exposed to my coworkers, to the world as the sissy I am to him. Usually it was part of what I thought was his dirty talk, sex talk. He'd tease me with it. He'd be deep inside of me, slow fucking me, talking dirty into my ear. Or he'd have me restrained and be masturbating me as part of 'my reward', as he called it, and woul...

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...

My Journey with Daddy Ch. 03

by ninus on Aug 30, 2017
Gay Male

After spending the entire day with daddy. I became exhausted. So, as a result, I slept like a baby the entire night. I didn't notice how many hours have passed while I was sleeping. I woke up to a pleasant surprise. I felt the bed moving before waking up. As I was about to get up from the bed, my chest bumped into something soft but heavy. As I clearly...

Dad's Road to True Slavery Ch. 02

by PhillyFootSlave on Sep 14, 2017
Gay Male

Morning came for Jeff Hunter, the usual erection made impossible by the CB6000 firmly fastened to his dick and balls. He recalled last night's session with his young Master and realized how totally controlled his sexuality had become. His torment of feeling that 12-inch dildo deep inside him only spurred on his desire for release of his tormented testicles....