Gay Chastity Cuckold Stories

356 results
Orientation
Length
Source
Infinite Scroll

The Apocalypse

by realizingworlds on Jun 17, 2015
Gay

Your name is Lexus Halpas and you are one of the last men born from a woman after a strange disease wiped them out. Your father didn't take her death well and he became even more distraught when he learned that you would never know your grandmothers, your aunts, or many of your cousins. As his only child, he's hidden you from most of the world and tried to k...

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Training My Unwanted Roommate

by asdvPenguine on Sep 14, 2020
Gay Male

I applied for a single dorm room even before I was accepted to the college. Not that I was anti-social, quite the opposite, but I was appalled by the idea of sharing a bedroom with a stranger. Still, it seemed I was out of luck. With only days left before the semester started, I had to accept a double. To make matters worse, neither of my parents had the t...

Slave to Love Ch. 04

by sachiaiko on Sep 14, 2017
Gay Male

Disclaimer: Welcome to my world! As always, here comes the disclaimer. You just can't live without those, can you? My stories are almost always fantasy based, (vampires and werewolves and angels, Oh my!) and this one is no different. This story holds strong BDSM themes as well as Slavery, polyamoury and romance. Mind you, my depiction of Slavery is *not* rea...

Becoming a bitch

by Testytesterton on Nov 28, 2019
Gay

(Skip this if you don't like boring behind the scenes stuff. Wow! Over 3000 likes and story of the week for my first story here! Thanks to everyone who has liked, bookmarked or commented. The feedback lets me know what works and what might need work. I would love for this to be the most popular story in its category, so if you like the story, "like&quot...

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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...

Comfortably Numb

by Nils Huim on Jun 19, 2018
Gay Male

The humiliation was now complete, and Sean was loving it. He was down on his knees on the kitchen tiles wearing nothing but a pair of lace panties, and his wife's lover's cock was in his mouth. It was a beautiful thing to behold (and taste). Long and proportionately thick, from behind its bulbous pink head until it disappeared, at a slight curve, into Gary'...

Nephew's Readjustment Pt. 14

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. ***** Nicholas week began with a morning session with his new plastic lover. While the bathroom made things easiest if he was willing to work, morning wood wasn'...

The Beginning of a Weekend

by LthrBndBy on Jul 13, 2020
Gay Male

This is pure fantasy, fiction, but a little bit of hope embedded. It's Friday, I'm leaving work, and I drive straight to his house. It's about 2 hours and I spend every weekend up there, serving him, pleasing him, attending to his needs, and in return, he takes care of me. I pull into the driveway a little later than normal, traffic was a nightmare, as i...