Gay Chastity Twink Stories

940 results
Orientation
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Infinite Scroll

Member of the Club: More That Night

by hasnoalias on Aug 18, 2017
Gay Male

The four of us had been lying in bed naked for about an hour, just relaxing and enjoying our post orgasm highs. I heard a sudden gasp and sigh from Tim. I looked over and saw that Wayne had started licking Tim's cum filled asshole. I heard a chuckle behind me as I felt my own ass cheeks being spread. I moaned loudly as I felt Bruce's warm breath on my asshol...

How I Found a Keyholder

by 1077ad on Aug 18, 2017
Gay Male

Author's note: This story was written while I was self-locked in chastity, and the locations are loosely inspired by real locations that I have been to with friends. This is otherwise a work of fiction which involves accounts of some things I haven't done (yet!) so hopefully it mostly rings true. Your comments and constructive criticism are more than welcome...

Cocksucker

by silkstockingslover on Sep 14, 2017
Gay Male

Summary: Straight married man submits to a young stranger at airport. Note: This will be a multi-chaptered tale of one man's journey from straight as an arrow, to submissive, eager cocksucker and much more. Note 2: Thanks to goamz86, Robert, and Mab7991 for editing this story. COCKSUCKER I was pissed off. I had rushed my ass off to make my flight only to...

The Deal

by Ilbfita on Aug 18, 2017
Gay Male

He didn't mince words. I appreciated that. A small mercy I'll admit, but under the circumstances, an important one. The University had discovered porn in my directory. I was not heavily into porn, but I was curious, and had visited a few sites and downloaded some images, with the intention of examining them at my leisure. He was head of security. A bull of...

An Unforgettable Night

by SubForSir on Sep 21, 2020
Gay Male

"Here Prada. Her-ee Prada," Jon sings lightly, shaking a bag of dog treats that cost more than his iPhone. "Where the fuck did you go little doggie?" He exhales once, fighting off the approaching panic attack. If he doesn't have Lydia's dog when she gets back from giving a lecture at Yale, she'll cut his balls off. And while Jon hasn't recently used his bal...

When There Is Nothing Left Ch. 03

by FangsAnarchy on Apr 3, 2019
Gay Male

Tar watched the fire breathing twink leave. He momentarily regretted his choice, and had to envision the teeth and talons that accompanied the beautiful face. "He is gorgeous, isn't he?" Tar was reminded of the other reason he had chosen to not accept the beautiful creature's friendship. He looked down at Riley. He couldn't believe someone could actually...

Suspension Sessions Ch. 02

by DomThoughtful on Mar 12, 2019
Gay Male

The following story is complete fiction. It deals with sexual activities between two male eighteen year old high school seniors and their older male vice principal. If such content offends you or violates your community standards, please stop reading right now. ***** Todd and Aaron emerged from Mr. Gibson's office, still in shock about what had just happen...

When There Is Nothing Left Ch. 01

by FangsAnarchy on Apr 3, 2019
Gay Male

~~~~~~~~~~~~~~~~~~~~ Edited by: Tangent Joker ~~~~~~~~~~~~~~~~~~~~ "Will it hurt?" Antonio tilted his head to look up into Parker's brown eyes. His lover was sporting a good amount of dark blonde scruff on his otherwise boyish face. It wasn't in honor of this month being November but rather because they couldn't afford razors and shaving cream. It was...

Cum Slut for BBC: The Beginning

by dmdboi on Apr 13, 2020
Gay Male

I was sitting on the bleachers of our local college's football field, staring at my phone, bored out of mind, waiting for my older brother to finish up his campus tour. I couldn't listen to him talk about how 'great the physics department was' one more time. So I made up an upset stomach excuse and escaped while I could. It was a hot summer day and I was ho...

Fantasy Fulfilled

by Odysseuswanderer1986 on Aug 18, 2017
Gay Male

James was desperately excited and desperately nervous. Sat in a cafe in the gay district of Toronto, freshly landed from a flight from Heathrow, he was trying to both sober up and revive himself after a late night and very early morning flight. Across the table sat Daniel, a very confident, very gay guy who James knew wanted to bury his huge cock in James's...