Gay Sissy Gloryhole Stories

915 results
Orientation
Length
Source
Infinite Scroll

Bathhouse Bottom Experience

by glory_first on Sep 14, 2017
Gay Male

A beautiful Sunday beckoned for riding on two wheels, leading my wife and our married friend across the street go bicycle riding. She had just received a new bicycle for her birthday, and was eager to break it in, with my wife along for its first long distance outing. On my part, sitting on a motorcycle for hours is a fine way to pass time, but riding 15 o...

Bathhouse Observations

by glory_first on May 12, 2020
Gay Male

The baths are undoubtedly the easiest place in a city to have male group sex, after allowing for individual circumstances during any single trip. After more than a hundred visits over the last few years, basically all of them involving satisfying sex with other men, often writing about the experiences afterwards, leads to a few general observations. Visitin...

You are a Sissy Pt. 03: Body

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello. Hello, sissy. You have come back. You have come back again for another session. Welcome back, faggot. My sexy sissy faggot bitch. I am so glad you have come back. But you have no choice, do you, sissy? You have to come back. You need to come back. You need to hear my voice. It is the voice of truth. The voice that tells you what you are. What you tr...

You are a Sissy Pt. 02: Public

by Roland15Rollin on Dec 24, 2019
Gay Male

Welcome back, sissy. Welcome back, my little sissy bitch. We came so far in our first session. You came so far. You once thought you were a man but now you know better. You are not a man. You have never been a man. You are a sissy bitch. And that makes you so happy. So fulfilled. You love being a sissy bitch. A faggot. A gay little toy for real men to use...

That was Unexpected

by DrMikeHunt on Jun 5, 2018
Gay Male

For years I had sought cock in adult bookstores. Whenever I was on the road, the first thing I would do when I checked into my motel was grab the yellow pages and look for an adult bookstore in that town. I was not interested in meeting guys outside of a bookstore, anonymous cock coming through a hole in the wall, a pair of lips and tongue or a finger beckon...

My First Gloryhole Ch. 02

by lostsoul1974 on Sep 14, 2017
Gay Male

This is a continuation of my earlier story, but it is good as a stand alone story too. Two weeks had passed since my first Glory hole blowjob. Here I was, an All-American, corn-fed white boy in my first year of college, and two weeks ago I sucked a big fat cock through a hole in the wall at an adult bookstore video arcade. I had let another man shoot his cu...

The Gloryhole

by Just4Fun83 on Sep 1, 2017
Gay Male

It had been a really tough evening. I was invited to my old girlfriends wedding and for whatever reason, I decided to attend. I made it through the ceremony and was about 5 minutes into the party, when I started getting emotional. I couldn't handle seeing her with her new "husband." I quickly moved myself to the back and slipped out the door. I ran down the...

I'm a Gloryhole Slut

by HornyPup on Sep 1, 2017
Gay Male

I step into the booth a little nervous and stick quarters in the slot. Click, click, click the channels pass of gorgeous women but this time I keep going until two guys with smooth tanned bodies appear in a pool. One glides ominously up behind the other who is leaning over a wall. I get hard in anticipation of what is to come as he slide up his friends back,...

Glory Hole - 2nd Visit, 1st Blowjob

by TomNY on Sep 14, 2017
Gay Male

This is a true story.... I couldn't get my trip to the video booths out of my head. I jacked off so many times thinking about my cock in that guy's mouth. The guy I never saw--he could have been any color, any age. Shit, he could have been my neighbor! Not too long after going home, I regretted being too chicken to return the guy's favor by blowing him. I w...

You are a Sissy Pt. 07: Cuckold

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, princess. Hello again. I see you are back. That pleases me, sissy. It pleases me that you have come back for more of what only I can give you. The truth only I can give you. And we have come so far together, princess. We have come so far exploring the depths of your sissy feminine mind. And your mind is feminine. Make no mistake about it, princess....