Gay Shackled Stories

113 results
Orientation
Length
Source
Infinite Scroll

Adventures of the Naked Fisherman Ch. 14

by tallnhairy on Feb 13, 2018
Gay Male

It was 5pm when Mark's mom and sister pulled up in their van to drop Mark off after the weekend family reunion at the farm. Gus had texted Aaron and let him know that while he appreciated the invite, he was going to pass on dinner for tonight so Aaron and Mark could spend some time together. It was just two days ago that Mark, after three years of silence, h...

Among The Pines

by KPWotton on Aug 18, 2017
Gay Male

"We are accustomed to look upon the shackled form of a conquered monster, but there - there you could look at a thing monstrous and free." -Joseph Conrad Prologue The boy was just eighteen years old the night the wolf took him; not old enough to be inside that fading bar, not old enough to know the weight of his choices. But eighteen is a hungry age, and...

The Hanky Code Pt. 08

by His_fag_wife on Sep 14, 2017
Gay Male

A round of applause went through the room accompanied by some cheering. It seemed I had done well as Masters' pig. As I squatted, completely spent, with my ass pussy completely filled by the huge barrel, filled with nearly 2lbs of rubber, not just stretching my actual pussy but also my insides. My lips still covered in cum and piss, I was still involuntaril...

The Exploits of Cockslut Kelly 01

by CSK on Aug 29, 2017
Gay Male

Hello my fellow perverts and welcome to my very first story on Literotica (but certainly not my last. My little perverted mind has so many lovely stories and fantasies to share with you). I love this site because we can share our deepest, darkest and most depraved fantasies (and past experiences) with other likeminded individuals. My stories will most likely...

Chronicles of an Academic Predator Pt. 02

by MarkArbour on Aug 17, 2017
Gay Male

Before you read this story, there are a few things you should consider: 1 It contains graphic descriptions of sex between men. In some cases, these depictions may get kinky, and include borderline S&M. 2 It is set in the early 1960s, an era before the Civil Rights Act of 1964 when segregation and discrimination were the norm. African Americans were referre...

The Handyman Ch. 03: 1740–50

by sr71plt on Sep 14, 2017
Gay Male

Crashing through the undergrowth of the tropical trees in the hot, humid air, Kweku fought to understand where he'd gone wrong. It wasn't his fault that Nana Opuku Ware, the Ashanti King, favored him, a by-blow, over the son who would be king, Okyere. Kweku had overheard Okyere whining to the king, telling him that Kweku was revealing to the Dutch team cam...

Reluctant Homecoming

by sr71plt on Aug 31, 2017
Gay Male

"Yes, I can certainly do that. No, it won't disturb plans I'd already made. No, don't worry. And . . . I'm really sorry. Yes, until then, the afternoon of the 23rd. No, no problem in getting down there by then. Yes. Again, I'm really sorry about that. Yes, you're right; we've lost out on too much time. Until then. Good-bye." "No plans, did I hear you say?"...

Young Jimmy Ch. 02

by MistressAthena on Aug 18, 2017
Gay Male

After the first sexual experience Jimmy and Mr. Michaels had a long time passed. Mr. Michaels acted as if nothing had happened. This left Jimmy confused and oddly enough, a bit hurt. Their first time was not all that exciting and Jimmy was left feeling used. But, when his prepaid stay at the hotel ran out, Mr. Michaels ordered Jimmy to move into his penthous...

Charles the Younger

by Acerbicscribbler on Aug 18, 2017
Gay Male

This is a slow build kind of story. Read Tanners and the Banker's Boy for a background on the main character, and also for a very sexual story. The seventh day market was possibly the most obnoxious event in the town. Charles the Younger had been stuck in the crowd for the better part of an hour, guiding his horse anywhere there was an opening and shooing...

To the Hessian Hills Ch. 04

by KeithD on May 12, 2020
Gay Male

"Hey, you, soldier. Come with me." "Mich . . . I mean me?" Johann answered. He'd learned to speak English fairly well in the more than a year that it took him to move from New York City, to Canada, and then back down here to Saratoga. But sometimes he didn't think and reverted to German. "Yes, you. You're being reassigned. By me. Get whatever gear you have...