Gay Fisting Chastity Stories

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Temporarily Dickless

by AssWhisperer on Sep 14, 2017
Gay Male

[Warning: This is a very sexually dark story. Fisting, watersports, medplay, implied body modification, chastity. My thanks to Kenji De Sade for his encouraging me to write this story after a series of conversations about chastity.] How had I come to be here? I wondered as I floated in orgasmic bliss. It had started with my impulsively writing a guy on...

My Interracial Fantasies

by faggotloser on Sep 14, 2017
Gay Male

The following story isn't a story so much as a confession. I could have rewritten it in the form of a narrative with characters and plot, but I think I will save that for some other time. Instead, this story is more of a stream-of-consciousness confession of the fantasies I have. Being that this is all a true confession of sexual secretes I've been keeping I...

Cum Over

by sickoboy on Oct 22, 2019
Gay Male

Damian walked out into the sunlight and immediately felt the humidity in the air. The contrast from air conditioning to summer afternoon was like a rolling oven blast. Damian had thrown on a cotton Hawaiian shirt, and a pair of jean shorts, frayed at the cut offs. On his plump feet, he wore a pair of sandals. Today Damian was going commando. As the heat boun...

Versatility on the Court

by puzziboi on Mar 18, 2020
Gay Male

Matt Wenzel was awakened by the sound of his live-in girlfriend rustling through her drawer. "Babe," he yawned. "Just turn on the light." He rolled back over and pulled the covers over his head. He desperately wanted a couple more hours of sleep. The 32 year-old corporate budget analyst had stayed up later than he'd intended last night fucking the petite chi...

The Making of a Master

by Littlepoppyhole on Oct 6, 2020
Gay Male

David lay on the dishevelled bed exhausted and still sweating after his recent sexual encounter with a man called Raymond. His hole was leaking semen onto the bed sheets. The sheets also gave off the aroma of anal mucus. This did not perturb David as he was deep in thought about the man he had served. He thought there was room for improvement in his sexual i...

Smoking Hot Ch. 11

by Kumquatqueen on Sep 14, 2020
Gay Male

The books Adrian refers to are The Secret Diary of Adrian Mole age 13 ¾, and The Growing Pains of Adrian Mole, by Sue Townsend - brilliantly funny books summing up the early 1980s in Thatcher's Britain. _______________________________________________________ Sunday, I don't get up early, but I slink into my office as soon as I do wake up. Dan prises me ou...

From Gay Husband to Slave Pt. 01

by assguzzler on Apr 3, 2019
Gay Male

My husband Winston and I were married when I was twenty two and he was thirty. I told him of my submissive fantasies and he role-played with me some at the beginning of our marriage but for the most part he showed little interest in D&S or Domination. We had a good marriage but we often fought as we both tried to dominate the other when it came to who would...

Caught Red Handed

by Goldeniangel on Sep 13, 2017
Gay Male

James hadn't meant to, he'd just been looking through his roommate's old videos for something to watch when he'd come across an unmarked one. Curiosity consumed him and even though he tried to ignore it, it would stay off his mind. It was probably something he didn't want to look at, or he might be something he really did... his roommate - Dan - was bisexual...

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...

Progression Ch. 14: Befriended

by klapperz on Jul 3, 2018
Gay Male

Nathan woke up earlier than usual the next morning after a night of arousing dreams. He was eager to start work and see what the guys had in store for him. After his daily inspection with Kevin, they both made their way to Ryan and Jacks house. Once they arrived, Nathan stripped and made his way to the basement to begin his daily show. When he reached the...