Gay Permanent Gape Stories

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The Paint Job Pt. 02

by Robert_Furlong on Nov 27, 2017
Gay Male

"You've obviously discussed the other five paintings of the set in some detail," I remarked to my two clients. "Could you give me a rundown of what you have in mind to give me an idea of context." "Okay, so the first is the beautiful composition of us kneeling face-to-face with our erections forming a heart-shape," Stephen told me, before laughing again at...

Cumshot Contest

by crayrei on Aug 30, 2017
Gay Male

I'm an average guy, average in build, looks, and height, so I'm not exactly proud of my body. On top of that, I'm incurably shy, which explains why I'm still a virgin at 25. But the one thing I am actually proud of is my cock. It's pretty big, if I do say so myself, and best of all, I've always been able to cum really hard--I'm talking distance, volume, and...

Sissy Dream Come True

by Sjen451 on Oct 6, 2020
Gay Male

It was Friday and I had one job left before I could start my weekend. I didn't have much planned other than watching some of my favorite sissy porn and playing with a few of my larger dildos. Not too exciting, but it's how I spend most of my weekends when I don't have other plans. Today I wore my red lace panties under a pair of black break-away running pa...

Doing the Dirty Pt. 02

by Robert_Furlong on Aug 30, 2017
Gay Male

It's odd but strangely compelling to watch your own son masturbating right there in front of you. I was fascinated to see how different his technique was from my own - his hand seemed so much more frantic and his fingers more agile - while marvelling at so many physical similarities between us. His cock was ever so slightly bigger than mine, but other than...

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...

What Happened in Harvey's Room Pt. 01

by Robert_Furlong on Sep 14, 2017
Gay Male

The five of us gathered round Harvey's laptop, pulled our dicks out and he loaded up the movie so we could all wank off to it. I was new to the academy and I'd never been in a circle jerk before, so it seemed funny and horny at the same time for us all to be crouching round like this with our boners poking out from our flies. "This is so fuckin' hot," Harv...

My Buttslut Ch. 02

by thatrileyguy on Dec 16, 2019
Gay Male

This story is about a college guy named Keith that meets another college guy named Maximillion, who has a big juicy bubble butt. Max ultimately becomes his loving buttslut. After our weekend together, I did not know how to act towards Max. I had never had a serious boyfriend before, probably because not a lot of people know I am gay and not a lot of guys ca...

Used By My Temp Assistant

by Jaime_Westside on Aug 18, 2017
Gay Male

This is a true story that happened at work about a year and a half ago. I was between assistants and had hired a temp named Jeremy. He was fine looking, but the truth is I had hired the first temp with a resume that remotely resembled what I was looking for. When he first showed up I at first thought he was a client. He was tall, dressed for success, and had...

The Dentist

by MWMottawa on Sep 14, 2017
Gay Male

My wife and I were enjoying a pleasant supper when I suddenly bit into something very hard and discovered that I had broken a molar. As my wife worked for a dentist I asked her to book an appointment for me in the morning. When she called me back the next day from the office to tell me that the soonest I could get in was a month I decided to see if I could f...

Once in a While Ch. 02

by SemiStraight on Oct 29, 2018
Gay Male

While this can stand on its own you'll have a better understanding if you read the previous chapter. This is a work of fiction based on some true experiences but all similarity to persons living or dead is strictly coincidental. All participants are over 18. ***** Part 1 broke a young cowboy into kept submission. More taboos and barriers to be broken as My...