Gay Chastity Twink Stories

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Bathhouse Chastity Bitch

by Cumpup39 on Feb 11, 2019
Gay Male

I'm a married man in my early 40's, I'm 5' 7" in good shape and have a great wife and two kids. I also have a secret, I'm an absolute cum whore! I love everything about being used by men! I love being manhandled, degraded, covered in cum, piss and spit. My favorite kink is being sexually humiliated in public, in front of strangers. My wife would never beli...

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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Master Comes on Sunday

by Cap_N_PieSissy on Dec 9, 2019
Gay Male

My Master is much younger than I am, and it would be entirely accurate to describe him as a twink. Small, lithe without an ounce of body fat in him apart from a certain softness of his facial features, and packaged in soft, smooth hairless skin. He fully enjoys all the greatest blessings of youth, but there is a devil in him. He found me on the internet. I...

Melissa Takes Me To A Twink Orgy

by Versatile2008 on Sep 14, 2017
Gay Male

(Note to reader: this scene, this story was suggested by a woman who sent me feedback on one of my other stories. And who is a devotee of raw, intense, male-male sex. She's the 'Melissa' in the story, and you can see just how vivid and outrageous an imagination she has!) Now that Melissa and I had really gotten into scenes where we'd add a stud or a coupl...

Eternal Oils

by Sigil4258 on Apr 3, 2018
Gay Male

My name is Levi. I'm 22 years old and I live alone in a tiny apartment. I keep to myself because it's easier. I've never really been with a guy before and I've definitely never been with a girl. As you can imagine, this has always been a source of frustration for me. Up until a few days ago, I'd been involved with a much older man over the internet. I met...

The Black Rose Ecstasy Ch. 03

by twohot4words on Sep 15, 2017
Gay Male

Preparations have to be made first. The sling is up, the bondage table cleared and cleaned, the various toys and equipment assembled and checked out. The gear is the first and, for me, one of the most important considerations -- leather is BY FAR the preferred choice. Maybe it's the act of putting on clothing that is so overtly sexual, or the fact that I am...

The Big Show

by JohnJAverage on Sep 2, 2017
Gay Male

I've had some of my best experiences in porn theatres. Being a curious straight boy, I went into the theatre at the tender age of twenty just for the thrill of seeing a 12-foot cock pound a glistening teenage pussy in a public place. However, I didn't realize at the time that porn theatres are prime cruising grounds. So I picked one of the straight movies,...

The Housewarming (Completed)

by obieblu_tumblr on May 8, 2017
Gay

'At the station. Be there in 30.' You quickly text back to your friend, Chris, as the subway pulls to a stop. You step on and easily take a seat, as you're boarding at a stop at a parking garage outside the city. Driving in the city is still a bit intimidating, and you expect you'd get towed at some point over the weekend as the signs and regulations here ar...

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Ice Rink Twink Seduction

by danielblue on Sep 1, 2017
Gay Male

Bryce was just the cutest guy Morgan had ever seen. The first time he whizzed past him on the ice it was like watching a vision of beauty come to life. Bryce had grace and elegance in his skating. His smooth cheeks had a red blush to them and from the look in his eyes he was lost in his own world, skating on his own planet. Morgan felt like an elephant or h...

Nick and Eric and a Hidden Camera

by Theburn on Aug 18, 2017
Gay Male

I couldn't believe this was the guy I'd be working with. I stopped in my tracks at the doorway and furrowed my brows at the script. TWINK: [Needs to be expressive, bubbly, seductive, cute] The description listed all of the stereotypical roles of a twink, but this guy sitting beside Dave—or should I say on the same couch as Dave, as they were by no means ne...