Gloryhole Gay Stories

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First Time for Everything

by qazwaz on Sep 12, 2017
First Time

My wanting cock throbbed around my hand as I glanced down at my illuminating phone in my dark car. "Just got here" I replied, before switching internet tabs to the previously-loaded video of a blonde girl in a gloryhole. I had a long drive that day, about 3 hours to my hometown destination. Having broken up with my girlfriend a few weeks back and not having...

Adult Shop

by LucyFrance11 on May 7, 2019
Transgender & Crossdressers

As you will have noticed from my previous stories, I am gay. But for the last 20 years I have also been crossdressing and I now spend over half my time dressed. Over the years I have become more adventurous and now regularly dress in public. I live in the South of France not far from Cap D'Agde which during the summer is the sex capital of Europe. There is p...

First Time at Gloryhole

by Wizkid813 on May 12, 2020
First Time

My friend David and I went on a wild night the weekend I turned 18 years old. He turned 18 a few weeks prior. We wanted to hit every porn store and ever strip club in the area. We lived in Tampa Florida and all the porn stores were in an industrial park called drew park. We went to two of them and just looked around. On the third one we got a little more dar...

Payback's a Bitch

by sissymaidallyson on Sep 13, 2017
Transsexuals & Crossdressers

Knelt on my knees and taking a glance to my right at the sight of a woman counting cash whilst I sucked off a guy I started to wonder how this had all happened. I had a good job and didn't have a huge problem with getting lovers. I was straight and loved women but here I was – nothing but a sissy prostitute being rented out for the oral pleasure of men I di...

The Booth

by NikkiKush on Aug 19, 2017
Exhibitionist & Voyeur

She really had no idea what she was in for, but the large dildo display that was located right inside the front door let her know it was at least going to be dirty. She liked dirty. She was dressed for dirty in a skirt that stretched across her luscious ass, and a top that dove all the way down her deep cleavage. Her body was the very definition of rubenesqu...

Eat the Seed

by Digger66 on Sep 25, 2017
Erotic Couplings

My wife and I visit a porn store with another couple. We watch video called "Eat the Seed". This leads to an interesting encounter at a gloryhole. My wife, Jill, and I have known Carl & Emma for years. We have gone camping together. Once, the four of us went to a beach resort in Puerto Rico for a vacation. Jill and I have been married for a little over...

Summer vacation

by peterbalboa on Jan 3, 2016
Amateur

So, this is the day. Your friends and you planned this trip for almost haf a year, and now that summer vacation ishere, you are ready to start. Your clique consists of eight guys, your best friends, some of which you've known since kindergarten. You borrowed two cars from some of your parents, packed them up with booze, some guitars and your boardshorts and...

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Jenny Visits the Gloryhole

by JennyfromNJ on Jul 31, 2018
Loving Wives

Yes, it happened again the other day. People, posts, chat online as well as people I come across in real life will often trigger sexy thoughts in my head. Those thoughts most often elicit memories of my many past encounters. My pussy gets wet and I get that uncontrollable urge to suck cock. As a little background, Nick, my husband of 30 years completely ow...

A New Adventure... Ch. 02

by johnjinglez1 on Jun 6, 2018
Transsexuals & Crossdressers

This is a continuation of my "Sex Diary." For the better part of a year and a half I decided to try some new things in the world of CD / TS / Sissy boys. All stories are 100% real. *** After my first three encounters with TS and CD's left me feeling unfulfilled I gave it up for a few months and figured it just wasn't for me; I went back to having sex with...

Dick Pics

by pondcat on May 16, 2018
Fetish

"Jesus Christ! Not another one!" Nellie shouted from the kitchen. I was in the living room. "What?" I shouted back. "Another fucking dick pic!" "A what?" I thought, before shouting "A WHAT?" "I posted a selfie, and some asshole sent me a picture of his junk." I ran to the kitchen. Nellie held out her phone. Sure enough, a stiff white cut cock filled the...