Gay Chastity Anal Stories

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Ultimate Losers: Billy

by hasnoalias on Aug 17, 2017
Gay Male

*All characters in this story are above the age of 18 years old* *This story was inspired by and written with the permission of redbeardedsf. The characters and situations involved are from his story "The Ultimate American Boy Contest." He is a writer of excellent slave boy erotic fiction. If you are Nifty enough you can read his stories, and get a better u...

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...

Hell slave

by Pantherking on Mar 4, 2019
Gay

You are a slave in hell. A lowly toy for Master Asmodeus to use. Your pathetic cock locked forever in Chastity, and constantly edged. You'll never know release. You'll live your eternal existence serving your master, and loving every second. Right now we will decide what species of slave you are.What's next? Rat What's next? Rat...

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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...

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...

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...

Versatility on the Court

by puzziboi on Mar 18, 2020
Gay Male

Matt Wenzel was awakened by the sound of his live-in girlfriend rustling through her drawer. "Babe," he yawned. "Just turn on the light." He rolled back over and pulled the covers over his head. He desperately wanted a couple more hours of sleep. The 32 year-old corporate budget analyst had stayed up later than he'd intended last night fucking the petite chi...

The Possession of Jesse

by Domina_Jen on Aug 18, 2017
Gay Male

Note to Readers: This story contains nonconsensual sex between men. If this isn't your thing, please move on. ***** Jesse was in a rush to get home. Eight full hours with his amazingly hot coworker always brought that old, familiar ache back. Ashley was tall, lithe, and graceful, and just being in the same room with her made him squirm. Even now, in the ca...

Deviants in Chaste

by IsleyOfTheNorth on Jan 17, 2019
Gay

Author's Note: I've been working on another project. This story will be on hiatus for the time being. The monk was shivering. It was a bright summer's day outside the small council room with the heat of mid-July scorching through its wide balcony. Beams of harsh light lit all corners of the room yet still the novice appeared pale and near sickly blue. He sp...

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First Scene

by kinkfiction on Jan 15, 2019
Gay Male

It all depends on you in the end. You need to decide if you want to take pride in your submission or do you want to be humiliated by it. Would you like to be treated like a prized possession, to be placed in ways I find pleasing and, in exchange, have all your needs be met at my whims? Or do you want to be treated like a slut, to be taken as many times and b...