Gay Cuckold Chastity Stories

356 results
Orientation
Length
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Infinite Scroll

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...

My Role in Porn

by Cyanlot on Aug 18, 2017
Gay Male

Like any twenty-two year-old guy whose girlfriend had just dumped him, I was at a bar, drowning my sorrows. I didn't know the bar. Not wanting to run into any acquaintances, I'd picked a dive a few miles from my neighborhood. I'm not much for hard liquor, so I was slugging down beers and spending almost as much time going back and forth to the john as drinki...

Andre Finds Love Pt. 02

by eviltwin52 on Aug 18, 2017
Gay Male

In chapter 1 I told how I first became aware of the power and allure of black cock and how I met my wife Lee. My new bride Lee, and her lover, Leshaun were still on our honeymoon and were due back in 2 days. I'd been invited to my in-laws while Lee was off on her jaunt. Dad, my father-in-law, and I just watched his wife get blacked fucked. Dutifully, we...

Turning Myself Gay Pt. 03

by bart_allen on May 29, 2018
Gay Male

To my mutual humiliation and arousal, the next morning at work, Marie could instantly tell. Truth was, I could see why: Nathan had fucked me three god damn times, and I my ass was sore as hell. Sure, he'd been tender as well at times, but one look at me and she knew. She just rolled her eyes at me, causing me to blush. She wanted to know what he looked like,...

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...

Liam's Submission Tested Pt. 02

by PupTracer on Sep 14, 2020
Gay Male

"Shower," Marcus pointed to the corner of the blue tiled bathroom. "And face the wall, I love the look of your reddened ass." I complied, setting the water to cold, both to stop my cock from getting hard under Marcus' gaze and to soothe the burn in my ass. He left and then returned with my bag and instructed me to change into gear. "I'll be waiting for you i...

Daddy's New "Wife"

by Shadow Shark on Dec 4, 2019
Gay

Hello! My name is Tristan Wood, or Triss as my friends and family like to call me. I'm 22 years year old, recent college graduate, and unemployed. Right now I'm living with my old man Harry Wood, he's a thickset man in his late 40s. Though, pops has been living in constant sadness since mom passed away seven years ago. At first, he barely bothered to do anyt...

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First Meeting Ch. 02

by cutewht26mtoplsyou on Sep 14, 2017
Gay Male

*all references to characters, locations and events are fictional. Any similarities between this story and real life are purely coincidental* With my mouth and tongue occupied with your dripping cock, my mind begins to take in the details of my predicament. Here I am on my knees in front of you, my lips spread into a large O by the ring gag fastened around...