Gay Chastity Progression Stories

435 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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How He Became A Gay Male Urinal Ch. 01

by maleservant999 on Sep 14, 2017
Gay Male

The Cast of Participants Elliott -a submissive male in his 50's who is always exploring roles and trying to find one that he would fit into. He resides in Arizona and loves serving men. Is open to exploring new roles Uncle Richard-- is a dominant male in his mid to late 60's and he resides in California. He has corresponded with Elliott for years as a ment...

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...

Her Suggestion, His Pleasure

by Thwiq1 on Sep 14, 2017
Gay Male

"Tell me more." Mike said. "How big was his cock?" Tara moaned as he went down on her. Earlier in the evening the subject of past lovers had come up, and as reluctant as she was to share details, Mike had pressed, wanting to hear all about her past exploits. They had been going out for about a year now and she supposed the conversation was bound to happen...

Country Cop Ch. 02

by 2ndAlias on Sep 14, 2017
Gay Male

I spent the early part of Saturday hiking through the woods near my cousin's property, before heading back to the house for lunch and a short afternoon nap. Officer Harley occupied my thoughts throughout the day. Our encounter in the woods had left me restless, and the memory of it kept me in a constant state of arousal. I cooked dinner when evening fell,...

Underneath Erupting Lights

by LoveIsUniversal on Aug 18, 2017
Gay Male

On the streets of Buena Park, California, people with a fondness for customary patriotism expressed gratitude with some undisruptive detonations. As a lifelong tradition, the Fourth of July was alive and well in the city. The street lights didn't become the only ones that provided manmade luminosity. Men, women, and children set their fireworks alight, illum...

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...