Gay Enema Punishment Stories

1,648 results
Orientation
Length
Source
Infinite Scroll

For Love Ch. 02

by Wonderlusting on Sep 15, 2017
Gay Male

My ass hurt the entire next day from Ms. Ward's strap on. I was red-faced most of the day imaging the other guys at work knew why I was walking a bit delicately. I made it through the day without comments though. I thought of Renee constantly. Longing to see and touch her again. I received a call on my cell phone that Wednesday from Ms. Ward. She had evid...

Knowing Myself is Riveting

by Servpet on Jan 8, 2019
Gay Male

Somehow, I ended up at a birthday celebration with my cousin, Susan, who had actually been invited. Her "boyfriend" couldn't attend, so she asked me to be her companion for the night. It was a casual event but classy. A band played soft jazz and some people danced around while the bulk of the celebrants mingled around the pool area. There was soft lighting...

On a Run Ch. 03

by yeaimbored on Sep 16, 2017
Gay Male

I lay with my back on the bed, holding my legs spread apart, feet next to my head. I had on my usual uniform for when Will fucked me: a bra, a thong (pulled off to the side), a short skirt, and heels. Will took a bottle of lube, put it up against my ass, and squeezed, almost giving me a lube enema. Once he was satisfied that my ass was slippery enough, he pu...

A Submissive at Heart Ch. 03

by hotbottom1 on Sep 2, 2017
Gay Male

To maximize your enjoyment of this sorted tale please read chapters 1 and 2 first. The events depicted herein pick up directly from the conclusion of chapter 2. I also wanted to thank folks for all the positive comments thus far; I hope you enjoy the third segment. My eyes shot open and in that same instant the events of the night before came crashing...

A Day at the Beach - Tom's Story

by CaliforniaDreamer on Aug 12, 2019
Gay Male

I am a middle-aged man who just a few years ago discovered the pleasure of sucking another man's cock and getting fucked in the ass. I don't know if that makes me gay and don't really care if it does. I like sexual pleasure and I take it when and where I can. A local nudist beach is one place I occasionally find it. I go there once a week or so hoping to hoo...

Mel Takes My Manhood

by RSchwuler on Jan 7, 2019
Gay Male

This story is a very over the top work of fantasy, and it contains extreme humiliation, blackmail, non-consent, water-sports, even some gunge. ***** There is a certain begrudging camaraderie you reach with your adversaries that you're up against in court every day. As a young attorney just a couple years into my practice, I found some more obnoxious than o...

My Neighbor the Cop Ch. 02

by tonyl65 on Sep 25, 2017
Gay Male

I found myself walking across the street from my neighbor's house with the taste of cum in my mouth. I walked into my house, not my house, but my wife and I's house. I was married, my wife is out of town for the weekend, and after helping my neighbor with some yard work I end up sucking his cock and being his pussy boy. What got into me, other than my neighb...

Arabian Nightmare Ch. 02

by bjmichaels on Sep 14, 2017
Gay Male

WARNING: This series depicts acts of cruelty and non-consensual sex. "GUARD-GUARD-PLEASE-PLEEEEEEEZZZZZZZZZZZZZZZ...." Oka pulled me onto his cot. I tried to fight but he was too strong. He pushed me on my back then knelt between my legs. His powerful hands grabbed my ankles and pulled them apart and pushed them over my head. I felt cool air on my exposed...

Ben is Kept Under Control Ch. 05

by verdunsears on Mar 26, 2019
Gay Male

It was the spring of 1974 at a lakeside cottage north of Toronto. I was a twenty-four-year old bondage bottom spending the weekend with Robert, an older dominating fellow Englishman and Marco, the hunky straight, but curious, son of the cottage owner eager to try out BDSM. As the evening got late, Robert tied my wrists behind me and held me down while Marco...

I’ll Never Answer Another Craig’s List Ad

by Kent100 on Aug 18, 2017
Gay Male

I'll never answer another Craig's List ad! I will never place or answer another Craig's List ad as long as I live. I swear to God I won't. As soon as I got home from what happened at this meeting, I deleted my listing and any messages that I received from it. I then deleted Craig's List from my computer's "favorites list". I'm finished with Craig's List, f...