Permanent Chastity Gay Stories

42,065 results
Orientation
Length
Source
Infinite Scroll

End Scene

by felicia_rene on Sep 28, 2020
Transgender & Crossdressers

This is fiction so literary license allows for the omission of condoms, but our reality doesn't. Enjoy Description: When a rich wife discovers that her husband married her for her money and to add insult he turned out to be gay. ROLL CAMERA My rich wife had me over a barrel after finding out about my affair with my handsome boy toy assistant. She took a...

Black Babies Matter

by JoyGrrlSyn on Sep 13, 2017
Fetish

(Magdelyn K. Bordeaux) 01/03/2017 "Welcome. Welcome. If everyone will just settle down and find a seat. Find a seat. Thank you. For those who don't know me, I am Anita Seamen, President of SFLRC. I'd like to thank everyone who make it out tonight. It's a very large turn out. The Society for Female Led Relationships and Cuckoldry is celebrating five years a...

Living Large in Buttermilk Falls!

by justincbenedict on Sep 17, 2017
BDSM

Driving home, Darrell Plunkett certainly hoped that Bootsie had changed her mind. He knew that Bootsie was jealous of Thelma; Darrell's secretary was quite a dish, and sweet and charming in a way that his wife wasn't though of course Bootsie served Darrell's needs well. "You know it depends on you, Darrell." Bootsie had said, smiling the night before. "If y...

A Tale of Slavery

by gunnarsub on Sep 17, 2017
BDSM

Once upon a time there was a straight guy who was known by everybody as a well respected fellow. But he had a secret life. Nobody knew that he dreamt to become a feminized slaveslut, seeking an infinite and irrevocable blackmail relationship with a pitiless Mistress who would be prepared to break him with no way out. He wanted the Mistress to torment him n...

Truly permanent chastity

by LockUpTheWolf on Apr 14, 2020
BDSM

Sometimes things happen - things you'd never expect. So let me tell you a story about one such a thing. I (my name is Christopher, but everybody calls me Chris) moved to Texas from Europe about 10 years ago, just a few years after I finished my University. A month after I migrated I met Jane - she was wonderful, a thin but very feminine and "rounded" woman....

My Master was a Matchmaker

by justincbenedict on Aug 8, 2018
BDSM

SAID THE SPIDER TO THE FLY JULY 2018 STORIES THE MAN FROM MOUNT EIDERDOWN Cheverus Glass knelt before Specs, looking a little ill at ease out of his gray suit from Rogers Peet. Cheverus began stroking his penis slowly, biting his tongue as he did it. "Haven't touched this in a long time." Cheverus said, looking up at Specs, who was a little bored. Chever...

One Glass of Wine

by sublocked on Sep 11, 2017
BDSM

David heard the TV faintly in the background of his breathing and his heartbeat. He sat awkwardly on the leather sofa, arms restrained in leather arm splints, frustrating devices of restraint that allowed the use of his hands for long distance manipulation, but allowed no close-in usage for scratching, eating or drinking. All his nutritional sustenance was c...

The Perfect Pair Pt. 07

by ChangeYourPassword on Sep 14, 2020
Fetish

The Perfect Pair, Part 7 (fetish, chastity, consensual, cross dressing) By ChangeYourPassword Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story and...

The Support Group

by justincbenedict on Sep 17, 2017
BDSM

"Victrola can be loving but she is also quite overbearing at times," Roger said wistfully, "And when I complain, she whips me and adds days on my chastity. I can't Galahaden ask her to go to counseling with me!" The members of the Men's Chastity group muttered sympathetically, but Rusk could tell it was all bullshit. Men didn't need to be in therapy tog...

The House of Chastity Ch. 01 Pt. 02

by thehouseofchastity on Aug 26, 2019
BDSM

In Amstel District of Amsterdam, it lies the traditionally gay neighborhood of the city. Coffee Houses, Cafe, Clubs are what attracts locals and visitors. Sitting at a table, Simon is sipping his breakfast. He wants to have it light today, or the cleansing later would be literally a pain in the ass. The plug in his hole is giving him a right stretch, he can...