First Time Gay Gloryhole Stories Stories

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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...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Wow, I think I'm bi

on Dec 19, 2016
Bisexual

FOREWORD: This is a story based around a woman discovering she's bisexual. The story is about her coming to terms with it and talking to various people, most of whom she can also fuck. The story is open to others adding their own chapters, so feel free if you're interested. There're plenty of options located in the sidebar and I'm working on some of them mys...

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Futa Gloryhole

by Rex711 on May 22, 2020
Transsexual

(No new chapters will be released for a while as I'm unavailable due to injuries. Unknown away time) This is my first story so it won't be amazing but i will try my best and i hope everyone enjoys it, I am writing this because there aren't many good Futa Gloryholes ( at least not none i haven't already read ) I plan on writing quite a bit for this story sinc...

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Gloryhole Jobs In Many Situations

by lrocks911 on Jan 23, 2016
Science Fiction

*some of these stories will have to do with the POV of the person getting their cock hand/blow/footjobbed, some of the stories will simply have a greater emphasis on just describing the cock getting hand/blow/footjobbed by itself In an alternate reality, men can insert their cocks anywhere, at any time so that they can be massaged or rubbed by a woman's feet...

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X-Change

by Noah_Peal on May 15, 2015
Miscellaneous

Pills Pink pills change males to females. Blue pills change females to males. Purple pills (X-Trans) change males or females into transgenders, can be combined with pink or blue. X-Change (Formula subject to change) Acquired from unlicensed "street" vendors. Changed (defective/in testing) formula. Cheapest. High pregnancy risk. Can lead to mental a...

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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...

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...

One Gloryhole Outside Breeding, Kentucky

by targetthyself on Nov 24, 2018
Miscellaneous

Somewhere, in the cosmos, lies the truth of our existence. It's siren song drives us forward, forward into the unknowable reaches of space, and time. Hoping to boldly discover their secrets. What is it about the unknown that drives us so? What is the appeal of knowing? Is it the value of the knowledge we will gain? Is it the thrill of the risk we take? Or is...

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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...