Gay Warden Stories

72 results
Orientation
Length
Source
Infinite Scroll

The Quarry Ch. 07

by the_apocalypse on Aug 22, 2017
Gay Male

We were still lying side by side, trousers down and stroking each other's cocks, when we both heard footsteps approaching the room we were in. "Quick Julez get under the covers," Matt said hurriedly pulling his trousers back up. "I can guarantee that will be the warden." Diving under the covers, not bothering about pulling my trousers and boxers up, Matt p...

Lots More Where That Came From

by alexcarr on Aug 18, 2017
Gay Male

Lots more where that came from! Getting online and chatting was the only way for me I could get to know someone enough to share something I had hidden since my service days - when I briefly shared a mutual masturbation with another guy called Bernard, but somehow we never went as far as intercourse and then he was posted to Germany so I never saw him again....

Imprisonment Ch. 06

by AgentK on Jan 14, 2018
Gay Male

As soon as the two men reached Fairfax's flat, Justin said he was tired and wanted to go to bed, even though it was only about seven o'clock. Fairfax went so far as to carry Justin to bed and tuck him in, kissing his forehead and saying goodnight. Justin blushed and curled up on his side, but didn't actually fall asleep for some time. He didn't hurt as badly...

Shady Pines Ch. 03: Jake

by AgirlcalledBob on Oct 31, 2018
Gay Male

I would really appreciate constructive feedback in the comments. Side note: I encourage safe sex. These guys don't use condoms so we're assuming they have all been tested by the doc and are clean for the purposes of the story - I did initially add a few lines indicating that within the story but it was very clunky and I took it out, so please just take it a...

Prison Time

by sexyjcanplay on Aug 18, 2017
Gay Male

I had served six years on a 10 years sentence for possession and weapons charges without any complications or problems. Looking forward to my trip in front of the Parole board soon only for them to tell me once again that I will not be released. I'm not mad it's just a part of life. My temper and my "I don't give a fuck" attitude got me where I am right now....

Black Cock Worship: A Man's Fall

by silkstockingslover on May 1, 2018
Gay Male

Summary: Straight guard learns of black inmate's power over all. Note 1: This is dedicated to the real Ken who retold this surprisingly largely true story. Note 2: Thanks to Tex Beethoven, thor_ph, Robert, and Wayne for editing. Prologue: I'm the prison guard and Kareem Mwangi is the prisoner, so you would have thought I had the upper hand, and until...

A Devil Stick

by lionel_collins on Sep 14, 2017
Gay Male

This story contains bare butt strapping and may not be acceptable to some readers. * Corporal punishment was a way of life for us. Our strict, preacher father would tolerate nothing short of faultlessness from my older brother Paul and me. Paul, though twenty-years of age, was still a regular victim of father's sadistic thrashings; and would remain suscept...

Married Cocksucker Buds Begin Ch. 01

by mikeman341 on Sep 14, 2017
Gay Male

(This is the continuing story of how Will and I became more than friends. It started with a four way jack off and blow job session after a day of hunting white tail deer. Then it was a mutual jack off session just between Will and I while the other two guys in the hunting party were also up to something across the hall. The story picks up on the next morning...

My Wife's Hot Cousin Ch. 12

by funandbold on May 1, 2018
Gay Male

My apologies for posting the same chapter twice! So sorry...hope some of the hot action in this chapter makes up for it! ***** Chapter 12 I was coming to and felt a strange sensation deep inside of me. I started to move but realized I was with Aaron and he had his arms wrapped tightly around me. I felt a presence inside of me and it was growing and thicke...

Found Love in a Hopeless Place

by dourdan on Jul 10, 2019
Gay Male

The first time I met Noah Redflower I'd assumed he was a volunteer. He sat on the front steps of the memorial prison hospice clinic, wrapped in a blanket despite the South Dakota afternoon heat. He was young, tan, with the typical long hair of a Lakota native. "I'm Marc," I said, holding out my hand. I had a black eye and a swollen cheek, part of the reason...