Gay Chastity Boy Stories

10,280 results
Orientation
Length
Source
Infinite Scroll

Honey Tom

by KeithD on Aug 18, 2017
Gay Male

It were Franny's idea that we oughta keep bees, so, in the end, whatever the joke is, it be on Franny more'n on me. "We need more than what we can grown on this land now that we have another mouth to feed," she had said. Her sayin' "we" struck me hard at the time, as it had done ever since I'd asked her pa for her hand over in Pearisburg, where we'd both be...

Black Eyes of the Fallen

by tamalied on Aug 18, 2017
Gay Male

"Dude, I'm totally going to have the greatest costume for the party tonightZacky squealed as he got his wing stumps attached to his back. Johnny, who had accompanied him to the store just shook his head and laughed at him. Zacky had been talking about how he wanted to be a fallen angel for Halloween ever since last Halloween. Johnny also grinned at the look...

Friend of the Family

by timmywells on Aug 18, 2017
Gay Male

Don Strong wasn't really my uncle, even though my folks had told me long ago that I could call him Uncle Don. What his actual relationship was with my family was unclear to me back in 1969, the time that the events in this story took place, and since everybody that would know all the details is dead now, I guess that's it's a mystery that will remain so fore...

Survivors Ch. 03

by Gweall on Aug 18, 2017
Gay Male

This chapter was really broken up into two separate chapters, so sorry if it seems weird in the middle. ~~~~~~~~~~~~~~~~~~~~~~~~~ "You're a fucking idiot," Rick scowled, as they looked at the familiar 'Welcome to Las Vegas!' sign. The sign that used to twinkle and sparkle with lights was now barren and dead. Pike thought he was even able to make out the c...

A True Man's Destiny

by Christopher71 on Sep 14, 2017
Gay Male

What I used to believe was a vulgar and depraved lifestyle ended up changing my life completely around. I'm 31 years old, and have been straight as an arrow since adolescence. I'm your average looking white man, nothing to really brag about, yet never had any complaints from the few women I've shared a bed with. I have a slightly big build, and a gut on me t...

Vice Ch. 03

by toddstop on Sep 14, 2017
Gay Male

Vice 3 – Brian Grady Sunday morning I woke up horny but Dad wasn't in bed with me. I thought of the night before and the way he'd fucked up into my ass as I rode him. I could practically feel the way that big cock of my father's had split me open. And the quickie in my Cousin Lisa's bedroom had been something else. I rolled over and grinded my piss-hard coc...

It's Who You Know Ch. 05

by IvoryTusk on Aug 30, 2017
Gay Male

--- Darren Business was going well, and private life even better. I actually wanted to talk Amelia first for once, before she asked questions. I told her about the weekend, as vaguely as possible. The sex, as amazing as it had been, wasn't what I really wanted to discuss. "He said that he loves me." Her brows were almost at her hairline. "And you love h...

It's Who You Know Ch. 02

by IvoryTusk on Aug 30, 2017
Gay Male

--- Darren I wanted to laugh when the car flashed at us in the carpark, but I didn't. He couldn't afford his rent, but he did have an expensive car? Of course. What did I say about that 'bad boy' vibe? It had a backseat, but no back doors. Amelia folded the passenger seat and clambered in, making the suspension bounce when she heartily sat down. She grinn...

I Thought I was Straight

by silkstockingslover on Sep 14, 2017
Gay Male

Summary: A straight white football player submits to big black roommate. NOTE 1: This is a Nude Day 2012 contest story so please enjoy and vote. Also, the story is based on ongoing nudity that slowly weakens the straight roommate's resolve and not actually Nude Day itself. NOTE 2: Thanks to Estragon for copy-editing and catching a couple plot flaws in the...

Confirmation Glitch

by KeithD on Nov 19, 2018
Gay Male

I lay there on the bed in my windowless bedroom at the Shockoe Commons building on Richmond's East Main Street, watching Ham dress for court at the nearby Lewis F. Powell courthouse. This was a storage room on paper, because bedrooms weren't allowed to be windowless, but this was prime downtown space and the authorities—and the court system as well—looked th...