Gay Chastity Boy Stories

271 results
Orientation
Length
Source
Infinite Scroll

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...

Pretty Boy

by today_i_am26 on Jul 13, 2020
Gay Male

"Aren't you a pretty boy?" He said with a leering grin. I was on my second day of my new job and I had been tasked to drive the van to an industrial estate in the rougher end of town to collect some items and drop them off to the customer. I had walked through into the warehouse where I was confronted by a man in his late 40's with a strong accent, tattoos,...

Naughty Boy Ch. 02

by fantaseeboy on Sep 1, 2017
Gay Male

I'd always been embarrassed and ashamed of my body. I suppose I had an image of what a guy is supposed to look like in my head, and that isn't me at all. I had to look up at nearly everyone I'd ever known. The first time Sam picked me up in his arms he laughed and said I couldn't weigh more than a buck soaking wet! Well, that's not quite true, but it's close...

The Chaste Boy and the Locksmith

by fantaseeboy on Oct 31, 2018
Gay Male

A little bell tinkled softly as the door closed behind me. A shiver shot up my spine as I stood there in that little shop waiting to be helped. For a brief moment, I thought about running out the door and living with my current predicament. Just as I was about to act on that impulse, an older man stepped from behind a curtain. He looked to be older than my f...

Jimmy Boy

by NRMathis on Nov 20, 2018
Gay Male

BDSM clubs are absolutely not for everybody, not even people who like BDSM. It takes something that is usually private and brings it right out in the open. The club that I have been a member of for four years allows everything short of fucking in the main hub, the giant area that most people hang out in. Every time I walk in I'm usually greeted with the soun...

Eager Boy

by TwistedPanties on Mar 2, 2020
Gay Male

The ping on his phone startled him. "Text when here." He sat nervously in the back of his Uber, en route to meeting a new Dom for the first time. He had been daydreaming about their online conversations online that had started about three weeks prior. He recounted the naughty and perverted things he had shared, and his limits he had discussed, and even ha...

The New Boy at Work

by Justrex on Sep 14, 2017
Gay Male

5-13-14 The New boy At Work He kept pushing me... Flirting with me... Giving me those sly winks and little comments... And there's only so much a man can take, after all. Of course that went on all of the time. Working where we did... I won't say where... being around the people that we had to deal with day after day... some of them little more than anim...

Confessions of a Chastity Slave

by deviator on Aug 31, 2017
Gay Male

It's hard to believe it all started with some talk on a chat room. I was in college then, and always straight in real life, although not very successful with the ladies. But my dirty little secret was that I liked to go online and indulge my fantasy: being enslaved, feminized, and kept in chastity by a man. At first, I'd wander through chat rooms and find a...

Ultimate American Boy Challenge

by hasnoalias on Aug 18, 2017
Gay Male

*All characters in this story are above the age of 18* This story is the continuation and conclusion of a story titled "The Ultimate American Boy Contest" by redbeardedsf. I received full permission and blessing to continue the story. I suggest you read that story first, or you will be lost. ***** With loud music blaring, strobe lights flashing, and the...

A Committed Boy

by JasonClearwater on Apr 24, 2018
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** FOREWORD Thanks to Electricblue66 for allowing me to quote part of his unpublished manuscript [currently untitled], which Dane reads to Kian in the hospital. Thanks also to all the authors on this site whose work's inspired me to write in this genre. I'm a big fan. The...