Gay Chastity Boy Stories

10,280 results
Orientation
Length
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Infinite Scroll

Progression Ch. 09: Punishment

by klapperz on May 1, 2018
Gay Male

Once again Nathan found himself lying awake beside Kevin, who was sound asleep. All that was running through Nathan's mind was having Kevin's cock thrust into his ass. Unable to sleep, Nathan sat up and turned on his laptop to watch some porn. He logged into Ryan and Jacks porn channel and watched the videos. Each one made his cock fill the cage more each t...

Puppified

by catastropheofcats on Jan 13, 2018
Gay Male

Editor's note: this story contains scenes of non-consentual or reluctant sex. * I was lead into a room where I saw him - on all fours, panting, collared, chastised, and a dumb smile across his face. I bent over, and ruffled my hand through his hair as he pressed against my hand, eyes closed, panting increasing. "What's his breed?" I asked, examining hi...

Chase Becomes Chaste Ch. 02

by growing_interest on Aug 22, 2017
Gay Male

Chapter synopsis: While Chase loses his property and his dignity, our narrator takes possession of his new condo and his new boy. *********** The movers arrived bright and early. I had just awoken from a pleasant sleep, dreaming all night of how I could punish Chase next. I felt refreshed and empowered once more. It was that same sense of certainty that ga...

Bobby Ch. 02

by skinnysailor on Jun 5, 2019
Gay Male

It had been several weeks since twenty six year old Bobby came to live with Mommy, Daddy and Kitten. He was fitting into the family. He and Kitten helped the servants. Unless dining with Mommy and Daddy they ate with the servants. Usually he and Kitten chose their own cloths, but today Mommy chose what she wanted them to wear. Kitten wore a long sleeve hig...

Chase Becomes Chaste Ch. 01

by growing_interest on Aug 22, 2017
Gay Male

Chapter 1 - A Good Deed Is Its Own Reward Disclaimer: This is fantasy. Chapter synopsis: Chase, a narcissistic cheater and sadistic rapist, has a life-changing run-in with a man who has a penchant for mind control, fitting punishments, and long-term chastity. A smartly-dressed, middle-aged woman walked into my office. She seemed familiar, although I did...

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...

When Chastity Goes "Wrong"

by whiteboibbclicker on Aug 18, 2017
Gay Male

Editor's Note: story contains nonconsentual themes. * Let me introduce myself, my name is Alex, I am a 21 year old skinny white boy with a high school degree still living with my parents at home. I work at the local grocery store. The reason for my failure in life is my uncontrollable addiction to porn and masturbation. Every time I finish my work I quickl...

Fixing the straights

by cdbaby on Dec 28, 2016
Gay

You wake up and prepare for your day, unaware that this would be the last day you would be considered straight. You shower as you did every morning and felt the water's warm touch as it cascaded over your skin. You could stay here forever if you could. But you need to start your day and the hot water would run out before long. You wash your hair, then the re...

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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...

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...