Gay Chastity Milking Stories

1,806 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

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...

The Male Room

by WatchingAndWaiting on Aug 18, 2017
Gay Male

This is the story of my first time with a man. And my last time... So far. I was always curious, even when I was very young. Looking at men in magazines, especially if they were in revealing underwear and had big, well-defined bulges. I had messed around a little as a kid, but nothing more serious than 'you show me yours and I'll show you mine'. But as the y...

Genetic Excellence Scholarship

by snovise on Sep 13, 2020
Gay

"'Mr. Green, Thank you for applying to the Genetic Excellence Scholarship program. Your DNA satisfied 26/74 parameters. We regret to inform you that you have not met the requirements to receive GES funding,'" read Caleb, the third of the group to read his Genetic Excellence Scholarship application results, "I guess my jizz isn't up to par, eit...

Open in Reader

The Hole

by iamacocksucker on Sep 14, 2017
Gay Male

(Message written to an online forum) Hello, gentlemen. I found this awesome forum just a little while ago, and I thought I'd introduce myself. I don't have a real name any more, but I am addressed most frequently as "hole" and "cumdump." Actually, although you can't see it in the picture below, "cumdump" is tattooed on my back. So, about me: I am twenty-fi...

Deliver a Virgin

by sr71plt on Sep 14, 2017
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sexual situations. Most of the mounted escort riders gathered around their leader were watching the small band of infidels, led by Hugh d'Ibelin, as they rode out of the gate of the stronghold of Belvoir and moved to meet the forces of the Saracens and their allies on the hilltop overl...

Master Jakob and Seth Ch. 09

by and9993 on Aug 13, 2018
Gay Male

After putting my butt plug in I went back upstairs. I hit the app on my phone which reinflated it to the last setting by Master. He warned me about the soreness and he was right. I had never felt this type of internal soreness before. Even my dick felt like I had spent the last hour cumming. Although I wanted to take advil, I understood where Master was comi...

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...

Converted to Gay

by bart_allen on Sep 14, 2017
Gay Male

This story is partly inspired by messages from fans, with slight adjustments. Thank you for reading. ***** I wanted to share with you one of my current projects. A twenty five year old male by the name of Eric. Nothing too special in the looks department, but not too shabby either. He was neither heavy or slim, perhaps a slight softness to him. His eyes we...

Confessions of a Chastity Slave

by deviator on Aug 31, 2017
Gay Male

It's hard to believe it all started with some talk on a chat room. I was in college then, and always straight in real life, although not very successful with the ladies. But my dirty little secret was that I liked to go online and indulge my fantasy: being enslaved, feminized, and kept in chastity by a man. At first, I'd wander through chat rooms and find a...

First Time Fucked

by tinywhiteboi on Aug 18, 2017
Gay Male

It's a long story but I had by now been the chastised slave to my former Mistress for over 6 months. Over that time I'd been conditioned to be more and more subservient. She seemed to take particular pleasure in humiliating me in front of others, especially her friends. Most Friday nights she'd have a gathering at her house with 2 or 3 friends. I would serv...