Gay Guard Stories

2,238 results
Orientation
Length
Source
Infinite Scroll

A Thrust into Power

by tvdude17 on Apr 21, 2020
Gay Male

The night was black and silent engulfing the castle in a traitorous state of peace. As the royal family of the ancient city of Mamafé slept, a looming threat was at its gates. Near the small south entrance of the legendary, impenetrable Wall of Arms, there was a wishing well only used by superstitious merchants hoping to sell their goods to the rich citizens...

The Quarry Ch. 01

by the_apocalypse on Aug 22, 2017
Gay Male

I bowed my head as the judge stared down from his chair to me. "I cannot believe that somebody without any previous convictions could have snapped the way you did over one small comment," he began. "But sir..." I started to reply. "Silence!!" The judge roared. "No matter what he said, or did, you had no right to leave him fighting for his life in hospital...

Same Crime Different Time

by woofdaddy2 on Aug 18, 2017
Gay Male

Brent, short for Brentworth, his mother's maiden name, was a privileged spoiled college jock. This was the third time he was before Judges Bates for possession of a controlled substance and his rich and powerful Daddy has had enough. He told the judge to give him three years, which will sober him up. Snake, who got his name from the snake tats on his left ar...

Chains Pt. 04

by TAHammer on Apr 1, 2020
Gay Male

The next few weeks didn't change much for Jacopo. Andreas was still acting as the responsible overseer under the watchful eyes of John and Captain Horst. Every morning, he'd march Jacopo and put him to work. However, every evening he returned Jacopo to his locked room, he'd beg to take the thick muscle cock; dropping to his knees and grabbing at the front of...

The Quarry Ch. 06

by the_apocalypse on Aug 22, 2017
Gay Male

As hard as I had tried not to I must have fell asleep eventually, because all of a sudden I found myself getting of the bed to accept the tray of breakfast that was being pushed through the hatch. I took the tray, went back to the bed and stared at the food before me. A couple of pieces of lukewarm toast, a bowl of soggy cornflakes and a warm mug of coffee...

Addicted to Dick

by KeithD on Dec 17, 2017
Gay Male

The cot in the room behind the guard's room at Hollins Prison was narrow, but it fit young, below-average-height inmate Ricky and not as young, taller, and more muscular guard Tate. The proof of that was that Tate was managing to lie on top of Ricky without either of them being dumped to the floor. Ricky was panting, tongue flicking out of his mouth and grim...

Brent's Prep for the Prison Doc

by woofdaddy2 on Aug 18, 2017
Gay Male

After a few weeks of being used by first the prison ward and then rented by the prison to entertain local men, it was time for a full medical exam. The Warden did not want his rent boys spreading any diseases so they were tested every two weeks. The exams included tests of their mouth, penis, shit hole and blood. The exams were no too uncomfortable, it was t...

Paul and The Hawk

by Paul Bridgeman Jr. on Aug 18, 2017
Gay Male

It seemed unbelievable to me that I had only been walking in the woods that morning. Now sitting here in the deepest dungeons of The Hawks castle, with only the memory of light to see by, I was scared and cold and not a little hungry. I wondered if my family had heard that I was here, locked in this black pit. All for want of a few stray pheasant that belong...

Raiford

by stillkickin2013 on Aug 29, 2017
Gay Male

PREFACE: The following is, in the most part, based on a true story of how a young man was changed from an innocent youth into a cock-loving slut in one of the most dreaded prisons at that time. Those readers who have been an inmate in the old prison at Raiford, Florida might possibly identify with some of the characters in this story and will easily agree ho...

Army Cock

by Marriedinthecloset on Sep 28, 2020
Gay Male

***This all started when I was on deployment, before that I didn't have any thought of wanting to suck cock, turns out I wanted more than that. This is a true story.*** I had just gotten into the part of Afghanistan where I would be spending my deployment. It was before we had or permanent rooms for deployment, so we were staying in tents right next to the...