Gay Tricked Into Chastity Stories

22,332 results
Orientation
Length
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Infinite Scroll

The Master and Slaves Playtime

by LthrBndBy on Jun 9, 2020
Gay Male

As in every single one of my stories, all characters are over 18, and fully consenting adults. This story is purely fictional on all accounts. Enjoy. ————————————————————- Here I am, in all my "glory" so to speak, kneeling on the floor of the closet in our bedroom. My arms stretched out to either side to the walls, my mitts clipped to the rings discreetly...

A Weekend of Servitude

by HerLittlePiggy on Sep 14, 2017
Gay Male

Thank you Susurrus for the help editing this monster. ***** Richard Michael Quail, Rich to his family and friends, Mr. Quail to his associates and adversaries, sat quietly at the round high top table beside his sexy, buxom wife and sipped on a fine 18 year old single malt scotch. They were both well dressed: she in an expensive blue designer dress which d...

Intrusion Ch. 01

by Allivrain on Aug 31, 2017
Gay Male

The alarm clock on the nightstand blinked, 4:15am. It was a warm night, the blankets had been kicked away into a tangled mess sometime earlier and the young man that lay on the bed wore only a threadbare pair of sweatpants. Taylor was on his side, asleep and facing the wall with a peaceful expression. He was exhausted, college and his job barely left him any...

Nephew's Readjustment Pt. 02

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, chastity, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments are always really appreciated. ***** Nicholas' next day was filled with confusion. He had difficulty focusing on his classes beca...

Robert Louis Who?

by BennyBlank on Aug 18, 2017
Gay Male

Sometimes, things just fall into place. It always seems that the harder I look the less I find. But this is an occasion where I didn't have to look very hard. It is a situation where technique met fantasy. I had a session last evening with a college lad I met at the book store. I go there sometimes just to check. He was in the classics section. He look...

The Trio Ch. 01

by Fafantasiz3 on Feb 25, 2019
Gay Male

When The Man returned from work the boys were at play, David thrusting deeply and powerfully into Sasha's perfect round bubble butt, enjoying the sight of his lover's sore ass. He had been whipping it again, and he could see the blonde 20-something who was currently arched and getting thoroughly fucked by his other 20-something lover had been crying, and moa...

Influencer to Sex Slave Ch. 02

by dreamymark9 on May 15, 2019
Gay Male

Author's note: This is erotic fantasy and completely fictional. The main character, Jack, is a fictional, generic social media star / influencer, and is not a real person. As always, would love to get feedback in comments and messages. ***** Jack wakes up naked in bed, being spooned by his master, in his Airbnb in LA. Recent events still kind of feel like...

Viking's Pledge Ch. 01

by Arisan_Maru on Aug 18, 2017
Gay Male

hi, this is my first story that i will be posting on lit so i would really love your feedback. hope you all enjoy! -ARI ~~~~~~~~~~ .:CHAPTER 1:. They walked their way back to the village from the raid they had successful accomplished, but Vikings were always successful. His men followed behind him carrying their looted prizes, smiles on their faces and...

Oliver's Balls Ch. 03

by newbitime on Sep 15, 2017
Gay Male

It had been just over a year since Oliver had taken control over my life. And control it he did. I went from being a promising young salesman, to an assistant, who handled all of my boss' accounts, and also served as his cock slave. Oliver had moved into a much larger penthouse apartment, while I was struggling to feed myself on a weekly basis. Not only was...

Progression Ch. 11: Goodbye

by klapperz on Jun 18, 2018
Gay Male

"Welcome home," said Kevin as Nathan pulled the car into the driveway of his home. "It feels like I've been away longer than a week," said Nathan. Nathan opened the door and let Kevin into the house. "Welcome back, how was the holiday?" said Jeff calling out from the living room. "Oh yeah, I told Jeff we went away for a week holiday. Just play along. Or...