Gay Gloryhole Anal Stories

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My First Anal Experience

by cuminmyasss on Sep 16, 2017
Gay Male

This is my 2nd submission of my true experiences. My first story is how I experienced my first Contact with men, giving and receiving blowjobs through a gloryhole. Months had passed since my first experience but that first experience had a great effect on me. I started going every Friday night for some quick action before I headed home from the clubs. I al...

Gloryhole Employee Ch. 02

by Just4Fun83 on Sep 14, 2017
Gay Male

I practically sped home and almost ran to my front door. I couldn't wait another minute to get home and tell my wife the good news. The "good edited news" of course. "Honey, I've got some bad... and GREAT news!" "Okay... well, let me have it." "Well, I actually lost my job today... but, before you freak out, I immediately got another job, making more per...

First Time Anal

by iamcontent on Sep 14, 2017
Gay Male

I have always known I was bisexual since I was a kid. I have topped but never bottomed, I have attempted bottoming a few times. First time I was in my teens and my friend and I tried, we didn't have lube and I wasn't stretched out properly. A few months ago I bought a butt plug which is 4 inches long and a 8 inch dildo. I lube every night and put the plug in...

First Time at the Gloryhole

by hornytedd on Aug 18, 2017
Gay Male

This is my first attempt at writing so please be gentle. Other than changing names, this story is true and was the start of a roller-coaster of sexual exploration. ***** I considered myself the very definition of normal, if not boring. Working mid-level management in a financial firm, living in the suburbs of New York with my 2 young kids, attractive wife...

Married Cocksuckers: The Gloryhole

by quutoo on Aug 29, 2017
Gay Male

I approached the video booth in the back hallway of the adult book store. I had about an hour leeway from the time that I got off work, till the time that Helen, got off at her job. I was eager that today's session would give me some nice cocks to get in my mouth. That's right. I am married, but I have been sucking cocks long before I met Helen. It started w...

My First BBC in a Gloryhole Booth

by nj_teen_4 on Sep 14, 2017
Gay Male

A few months ago I decided to go to a sex shop in South Jersey that was 30 minutes from my beach house. I was driving by when I saw it and, intrigued, decided to stop and have a look around. As I looked at all of the movies and toys they had, I noticed a small corridor to the back of the shop. My curiosity killing me, I decided to walk back there, noticing a...

Becoming a Sucker Pt. 02: Gloryhole

by jbrig on Sep 19, 2017
Gay Male

This story is graphic! If gay sex, public sex or forced sexual situations offend you please do not read this story. ***Spoiler*** this story is about a homophobic cocksucking man coming to terms with himself by gay sex in public. ***** Hi I'm a married cock sucker and no, my wife doesn't know. It all started when I got turned out at a rest stop by a trucke...

My First Bathhouse Experience

by cuminmyasss on Oct 15, 2017
Gay Male

This is my 3rd submission of my true experiences. My first since 2002 so I am sorry for the delay. My story begins after having anal sex through a gloryhole. That experience opened a door that I jumped through wanting more. I decided to go back online and I found out about bathhouses and that there were a couple in downtown Houston. After checking out a web...

Sissy

by MVP6 on Jul 15, 2020
Gay Male

This is my fifth letter describing my expanding awareness from a naive man with a desire to suck a cock to a man willing to explore his seedier side. (M+/M, oral, anal) In my first letter "Costume in a Costume" I describe how I dressed as a girl in a Halloween costume to trick an unsuspecting man into letting me give him my first blow job. In my second...

Gym

by MVP6 on Oct 5, 2020
Gay Male

This is my seventh letter describing my expanding awareness from a naive man with a desire to suck a cock to a man willing to explore. (M+M, oral, anal) In my first letter "Costume in a Costume" I describe how I dressed as a girl in a Halloween costume to trick unsuspecting men into letting me give them my first blow job. In my second letter "Gloryhole Il...