Gay Enema Punishment Stories

1,648 results
Orientation
Length
Source
Infinite Scroll

Getting an A

by orioles4524 on Aug 18, 2017
Gay Male

The following story is completely true, but obviously, the names are changed. I have done my best to write it accurately and do the events justice. Even though I obviously cannot remember exactly what people said when, I have tried hard to make the dialogue in the story as close to what was actually said as possible. Anyway, I hope you all enjoy! When I w...

Letting Go Ch. 02

by fantac64 on Aug 18, 2017
Gay Male

Ch. 2: Australia Two weeks after my first gay experience, and my lover's return to Australia, I received an email from him. "Rob: Unable to make it next week due to work load. I'm having a great year so the trip to Australia is on me. Give me a date and I'll set everything up from here. I'm looking forward to the reunion. J." Two weeks later, I found myse...

Finding My Role as a Submissive Ch. 02

by JackinCT on Aug 18, 2017
Gay Male

Okay, for those of you who read my last story—I've gotten some positive feedback and decided to write a follow-up to detail how great our sexual relationship has become since I moved in here two years ago. Dan and I have worked into a very comfortable situation of regular sex. To give examples of our typical sessions: We often watch sports at night in our...

Co-worker's Man Ch. 13

by rmdexter on Sep 14, 2017
Gay Male

I awoke to the sound of snoring and it took me a moment to remember where I was. The last thing I remembered was taking Frank's cock into my mouth as I was settling down to sleep after I had ridden him to a mind-boggling orgasm. I had been so exhausted that sleep had overtaken me almost immediately. I did remember though that Frank had fallen asleep even bef...

Me and Jack

by bimanms on Aug 17, 2017
Gay Male

I had been to the bookstore many times and had a lot of fun going there. I knew I would continue to go there but since I had moved to Jackson it was less frequent. I also knew that I was wanting a little bit more out of this side of my life. I wanted to try to meet someone to hook up with occasionally. I wasn't quite sure how to do this, but I knew if there...

Condo Discoveries Ch. 03

by oohyes on Aug 18, 2017
Gay Male

Thanks again for all of the positive responses and suggestions, some of which I'll include as the story moves forward. Again, any and all thoughts and desires from you are welcomed. So don't be shy about describing what you would like your "girl" to do. Wink. I might work it in, ya never know. End of Chapter 2 I pushed myself up with a struggle and looked...

Halloween Party Hollow Weenies

by walterio on Nov 4, 2019
Gay Male

INVITATION Sitting across from Archibald Thompson, the private school's Headmaster, was Stanley Morrison, the school's largest benefactor. Stanley was having a Halloween costume party for his special clients. He needed five students to attend the party. "So, Stan, you are asking me to send five gay students to your home for a Halloween party." "That is c...

Curiosity and the King of Spades Ch. 01

by WilliamGuppy on Jul 15, 2020
Gay Male

{Author's Note: I intended this to be a single story, but decided to add a second part, as a conclusion of the evening. Which is why they are both short.} * I saw the ad a few times before. "Curious?" Then simply "M/M" and an email address. For once, I decided to respond since I was most definitely "curious." A simple word, "Yes," and a little-used email a...

Dirty Fantasy Becomes Reality

by buttcheeks777 on Sep 14, 2017
Gay Male

-This is a fantasy of a man (me) being forcefully taken by other men and contains some things that not all may want to read about, including spanking, anal sex, pissing, enemas, etc. If you're not into this type of fantasy please don't leave negative feedback. If this turns you on, please send me a message. It's written in a casual style, not a heavy, formal...

John, Tara and Paul Ch. 02

by JohnLeslie on Sep 17, 2017
Gay Male

I woke up the next morning with a raging hard on pressing against Tara's ass. John and Tara woke right around the same time and we began kissing and caressing each other. Tara stopped and said, "We should prep ourselves first with enemas. I want to do anything and everything without any worries." There were three bathrooms, so we each went our separate w...