Gay Chastity Cuckold Stories

356 results
Orientation
Length
Source
Infinite Scroll

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...

Andre Finds Love Pt. 03

by eviltwin52 on Aug 18, 2017
Gay Male

See chapter 2 where my father-in-law fucks me while my wife is away on our honeymoon with her black lover. For those of you who wanted to know what happened to joanie in the final chapter of "It Could Be Worse", the mystery is solved. ***** Part 3: Tomorrow, I thought to myself happily. Lee Anne will be back tomorrow. And her black lover, Leshaun. I...

Sissy Cuckold & The Old Bull Ch. 02

by DirtyDaddyHunter on Sep 19, 2017
Gay Male

"Now for your turn" leers the old bull, stroking the mushroomed head of his gnarled old cock. The old man starts to get hard again and grabs the husband's head. He slams his cock back in the husband's mouth, brutally facefucking him. "Is that what you want Sissy? To be Daddies pantied cocksucker? "The husband chokes and gags on this vile old man's big cock,...

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...

Fat Bottomed Girl Pt. 05

by eviltwin52 on Jun 4, 2019
Gay Male

It's gotten to the point that I'm chained to my obsession to a fat bottomed girl. I've allowed myself to be molded into that mate Sheila wanted. I mean before Sheila I was a woman chaser. A woman with a big ass fascinated me, aroused me, and now I'm a slave to my fetish. Sheila dominates every aspect of my life. Me queering off for her is just another way fo...

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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Just Not Enough: A Gay Cuckold Tale

by CinaedeFuri on Jun 8, 2020
Gay Male

"Ooh, yeah, fuck me, baby!" Dawson screamed, as his husband was fucking his hole. But for Christian, it was just another rote fuck with his husband. He loved that Dawson was a verbal bottom who loved getting his hole plowed, but Christian wanted to top sometimes too, and Dawson didn't like foreplay either. He wanted to get right into the fucking. Still, Chri...

My Life as a Cuckold

by HerLittlePiggy on Sep 14, 2017
Gay Male

I heard the door open and my wife stumbled in. It was late but no later than her usual night out with the girls. She staggered into the bedroom and I could see in her eyes that she was drunk, which was also the norm for her weekly girls night out. I knew what would come next. She peeled her clothes off and left them in a pile beside the bed which creaked...

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...