Gay Enema Punishment Stories

1,648 results
Orientation
Length
Source
Infinite Scroll

Part 05: The Steel Cage

by irishmile2001 on Sep 28, 2020
Gay Male

How did I get to this moment? Kneeling on the floor next to Master while he sat on the sofa reviewing his paperwork, my dick was in a metal chastity cage, and gay porn was streaming on the laptop in front of me. I was compelled to watch two Brazilian hunks suck each other before one mounted the other and started fucking. I was horny but the cage stopped my d...

Onus 02

by Cruel2BKind on Mar 12, 2019
Gay Male

*This is one of my darker stories. On the level of 'The Bottom Tier', or possibly a notch lower. You have been exhaustively warned at this point. So if you don't like it, take a hike. I'm a little sick of making excuses for myself at this point. If you are a fan, then thank you, for staying with me. Thank you for reading my stories, and thank you for h...

Trust Me, I'm a Doctor

by trevorm on Sep 14, 2017
Gay Male

I see the nice young man standing in the queue at the pharmacy as I carry the box of medical supplies from the store room to my car at the front of the building. He has come to my attention because of the slight altercation he seems to be having with the young lady behind the counter. He has rolled up his sleeve to show her something and she has insisted on...

Jack & Walt Ch. 02

by lovebuns on Aug 18, 2017
Gay Male

[This is my second offering here at Literotica. I had several responses to my first story, and found that I loved hearing your thoughts, praise and criticisms...please let me know how you like this one!] It had been a little over three weeks since that surreal Friday evening that I lost my anal virginity to my roommate and best friend, Walt. We had both bee...

Paying Rent Ch. 02

by JailBird Dreamer on Sep 16, 2017
Gay Male

A loud distorted voice came out of the metal speaker box in our cell that announced tier time was starting. I had only been asleep a couple of hours but I could still taste Jermane's cum in my mouth. I got up and headed out of our cell and went over to the deputy's station to get my special pink razor and head to the shower like I was told earlier. As I got...

A Prank Has Consequences

by pepperedpig on Apr 13, 2020
Gay Male

It all started with a break-up, a big blue dildo, and a prank. The break-up was with a girl I had been seeing for the past couple months, Rosie. I had tried to communicate with her that I did not want a serious girlfriend from the start, but as time went on she fell for me; the feelings unrequited. Of course I felt guilty, but it seemed no matter how many t...

Complete Control

by vicw1392 on Apr 27, 2014
Gay

James had read, and seen, porn about men who could change the world, and that's what he'd been doing last night. After a quick, and mostly unsatisfying, wank, he'd fallen asleep wishing that there was more of this type of porn for gay men; where was the fun in reading about unlimited possibilities if all the characters do is make everyone's tits bigger? Then...

Open in Reader

Forced to Service Ch. 03

by chillry on Sep 14, 2017
Gay Male

I couldn't believe it. They had me on video begging for and then sucking their cocks! It actually scared me a little. I just assumed it was some sick spur of the moment thing, that they would just take me back to my car and never mention anything again. I guess I should have known better, after all, Billy didn't seem all too shocked by my crawling into his r...

Betrayed By My Body Ch. 02

by tednu on Aug 18, 2017
Gay Male

What happened next sort of bewildered me and in a way offered me the false hope that Neems was going to let me go. He took me into his private shower and both of us got under the shower, however it was Neems who washed me. It was embarrassing as hell but I endured it hoping after the shower he would send me home. Again, I was wrong. Once more I was shamed an...

Reunited - 44 Years Later

by fadedgiant on Sep 1, 2017
Gay Male

Elements of this story are true. It is up to the reader to decide what is true and what is fantasy. Names are changed to protect identity. Anyone can be Robert, Patrick, Matt, and Katie. This is a bit lengthy; it involves things I wish could happen between me and my real friend for whom I still have longings. I retain all copyrights to this story. * Pa...