Gay Sissy Bondage Stories

1,263 results
Orientation
Length
Source
Infinite Scroll

Runt and Giant

by NRMathis on Jul 31, 2018
Gay Male

It was dawn on a summer day in a forest in Idaho when Paine spotted the body floating in the river. He had gone out hoping to catch some fish. He didn't need to live off the land, but he liked doing it whenever possible. It meant that he didn't need to go to civilization as often. He had arrived only minutes before and was busy attaching his lure when he sa...

12 Days

by dagan732 on Sep 25, 2017
Gay Male

Hey all and Happy Holidays! First Day I hung up the phone and stared at it for a minute before picking up the glass of wine I was nursing through dinner and throwing it against the wall. The sound of glass shattering into pieces didn't relieve me as much as I thought it would and the thought of the chardonnay possibly staining the paint didn't help. I pic...

Fighters

by nakamook on Sep 14, 2017
Gay Male

A few warnings right off the bat. This story goes to dark places - assault, substance abuse, alcoholism, depression. Everyone who deserves to end up okay ends up okay. We'll all get there in the end, together. Have faith; love wins in the end. But nakamook, I hear some of you say. This is not what we expected. What about the pirates? What pirates? Just...

Becoming the Bear

by papawerebear on Sep 14, 2017
Gay Male

By PapaWereBear and UrsusMajr (What follows is a work of fiction. Enjoy the fantasy, but please do not confuse it with reality. None of the incidents portrayed happened, and none of the characters are meant to depict actual persons, living or dead. This story contains descriptions of sex between consenting adult males. If such offends you or is illegal fo...

Office Confrontations Ch. 03

by fexcellent452 on Sep 14, 2017
Gay Male

Marshall sat in the suite assigned to their project on that early Monday morning, large coffee in hand. His three day weekend should have been filled with relaxation and carefree couch lounging. Instead, Marshall spent the entire weekend on edge, running through all the awful scenarios Monday could turn into; from Kyle telling the entire office what they'd d...

The Devonshire Brothers

by CarelessLove on Sep 14, 2017
Gay Male

All communication in parenthesis is done mentally. * Chapter 1 Silence echoed within the tight confines of the carriage as it quickly sped through the cool autumn night, the passengers inside each lost in their own thoughts. Neither paid attention to the foreboding trees outlining the trail at which they traveled, nor did they pay any heed to the eerie ho...

The Long Road Ch. 02

by jdunaway on Aug 18, 2017
Gay Male

The phone rang. "Hello?" "Is Kyle Matthews in, please?" "This is Kyle Matthews." "Mister Matthews, this is Doctor Curtis, calling from County General." Kyle's heart leaped into his throat. A million things went through his mind, none of them good. Has something happened to Kim, Bryan or the twins? He wondered, slightly frightened. He never even considere...

Kenny

by wet_pants on Aug 17, 2017
Gay Male

"Got a spare fiver?" "No." "Go on. Just a fiver. I'll make it worth your while." "No." "Please!" I had already walked on a couple of paces, but now I slowed and stopped. There was something about that "please". It wasn't what you might expect;- what I had heard before by young boys, and girls, of similar age, who, when they finally realise they are not...

Calluses Pt. 08: Hard

by MrMister23 on Apr 17, 2019
Gay Male

The road stretched on behind me, lost in the snowstorm, but I knew it was out there...a wailing beast, gargantuan and hungry, gnashing its way through the winter winds as its red-blue eyes flashed in the white, searching... A curt, heavy knock pulled me out of the dream, the same dream I'd been having for months. I opened my eyes to sunlit walls, cream and...

A Boy Who Came In from the Cold Ch. 01

by SadieRose on Apr 3, 2019
Gay Male

"This is a story for my friend Ant, aka Sirkillabutt, who fancied a session of his own with Rayne. It is quite unusual for the early stories as it's nice to have Ray pleasured intensely (if roughly) for once instead of just used and cast aside. (BTW. I am not advocating that ANYBODY should try the icicle scene at home!!) "If you're not into bondage and ene...