Gay Enema Punishment Stories

1,648 results
Orientation
Length
Source
Infinite Scroll

Enslaved Ch. 01

by hasnoalias on Sep 14, 2017
Gay Male

*All characters in this story are above the age of 18 years old* ***** Four men in expensive suits sat around a conference table, as another man made his presentation. The four men were all at the main office of the new and improved United States Male Slave Organization. They had been invited because of their wealth and influence for the possibility of buy...

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...

Lessons in Humility

by KenjiDeSade on Aug 18, 2017
Gay Male

This story is a work of fiction. All character within this story are fictional and any resemblance to any actual parties in mere coincidence. Please do not re-distribute for any reason without seeking the authors permission, though the author does encourage you to share with friends. Please feel free to contact the author, Kenji De Sade, for any reason at th...

Old Man Discovers... Ch. 11

by tnwriter on Sep 14, 2017
Gay Male

last sentence of chapter 10...and try to keep from laughing.. Late the next afternoon the phone rings. "Hello." It's Fred. "Hey Mack.How's it hanging. Bet you laughed your ass off yesterday watching me walk home." " It was difficult not to at least chuckle", I said. "Well I spent the rest of the day and part of the night sitting in front of the computer...

Turning the Teacher Ch. 03

by Dave933 on Aug 18, 2017
Gay Male

Finally, we had everything I had been looking for, and 'Charlotte' and I loaded back into the car, and I drove us back to the home she owned as Charles Wild. It was mid-afternoon. "Okay Charlotte, I think you should wear one of your sexy new outfits this afternoon, but I'll let you pick. Tennis girl or Hawaiian beach babe?" "Um - I think tennis girl," she...

First Taste of Cock

by Rocket19 on Sep 2, 2017
Gay Male

My latest bondage creation has got to be my finest. It has all the components necessary to make both the slave and the master very happy. I started with some square tube steel; forming it into an upside down "Y" with a crossbar two thirds of the way up the leg of the Y. Both the crossbar and the leg of my inverted Y are adjustable to allow for the height of...

Cat Burglar Ch. 02

by TonyYates on Mar 25, 2019
Gay Male

It was 11:43pm, on Tuesday. My cell phone rang. Caller ID showed it was David. He lives in my neighborhood: Out my door, make a left, cross 2 streets, make another left, and his basement apartment is about two-thirds of the way down the block, on the left. Fuck! He and I have an understanding: Whenever he's horny, he'll call. IF I answer, it automatically m...

Cat Burglar Ch. 01

by TonyYates on Mar 25, 2019
Gay Male

It was 11:43pm, on Tuesday. My cell phone rang. Caller ID showed it was David. He lives in my neighborhood: Out my door, make a left, cross 2 streets, make another left, and his basement apartment is about two-thirds of the way down the block, on the left. Fuck! He and I have an understanding: Whenever he's horny, he'll call. IF I answer, it automatically m...

Pretty Boy

by today_i_am26 on Jul 13, 2020
Gay Male

"Aren't you a pretty boy?" He said with a leering grin. I was on my second day of my new job and I had been tasked to drive the van to an industrial estate in the rougher end of town to collect some items and drop them off to the customer. I had walked through into the warehouse where I was confronted by a man in his late 40's with a strong accent, tattoos,...

The Hanky Code Pt. 05: Sub to Gay Pig

by His_fag_wife on Sep 14, 2017
Gay Male

I then heard the unmistakable snap of latex gloves going onto a hand, then felt Steve's hand moving around my butt, it was slick with some liquid and he pushed between the saddle and my ass trying to touch all of my ass and even tightly around the base of the plug. He was having to force his hand in to lift each cheek momentarily from the saddle to coat them...