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...

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...

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...

A Soldier's Journey Ch. 01

by FenFenScreeScree on Apr 13, 2020
Gay Male

(This story is based on true events. Details have been changed to protect the identity of the characters) Sometimes, I worry if I've gotten too far in over my head... My journey through chastity play is not an easy one, and it's a path that many of my sexual peers would never have had the fortitude to walk down. Allow me to preface this story with what y...

Unlikely Love

by tyler1496 on Sep 14, 2017
Gay Male

Author's Note: Thank you for reading my first attempt at writing erotic fiction, "Unlikely Love". This is the first part of the story, so check back for updates. Also, please feel free to leave comments or suggestions; I would really appreciate them. Thank you. Tonight was like any other Friday night; paying off the bouncer to accept my fake idea and gr...

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...

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,...

Liam's Submission Tested Pt. 05

by PupTracer on Oct 5, 2020
Gay Male

Marcus brought entirely too much food to be defined as a "snack". He had piled on peanut butter and jelly sandwiches, strawberries, cookies, almonds, even slices of cake. When he attempted to precariously juggle it all on one flimsy paper plate, it didn't end well for him. As he lowered the plate to me his rather large boot tapped the edge of the bedframe an...

Collateral Ch. 05

by laurasfox on May 1, 2018
Gay Male

Jake was getting restless. There was no TV or other means of entertainment he could use while waiting for that annoying bastard. He had a mind to just get out of the house, but he didn't want Klaus to chase him down from the first day. There was enough time to observe his surroundings later. For now, he had to admit he was very curious about this insanely ri...

My Neighbor Made Me Do It Ch. 07

by CapnSteelBoy on Sep 28, 2020
Gay Male

My Neighbor Made Me Do It Ch. 7 by: CapnSteelBoy Thanks again to all the readers out there! I hope this spicy chapter relieves some of your own tension! Don't forget to like and comment, I want to know what you think. Feel free to message me instead if you hate the idea of public comments. Cheers! --------------------------------------------------- Chapt...