First Time Gloryhole Stories

351,036 results
Orientation
Length
Source
Infinite Scroll

The Gloryhole

by wizard666 on Sep 13, 2017
BDSM

Brad and Janet had been together for many years and although they had an open relationship, they had never been to a party like this one before. As they drove to the house, Janet was trembling in nervous anticipation. She had never done anything this adventurous before, but despite her fear she could still feel the excitement building! Janet had worn a slink...

Gloryhole Addiction Ch. 02

by Brittni4u on Dec 19, 2018
Fetish

It has been a several years since my dirty yet amazing gloryhole experience. At that time, I was 18 years old and still in high school. It was supposed to be a sneaky one time experimentation which turned into a nine month long, multi-visit, wonderful cock sucking experience that has never left my memory. I have always had an oral fixation when it comes to...

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...

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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After School Ch. 02

by Faye_Skylark on Sep 25, 2017
Erotic Couplings

Crystal McLaren stood anxiously in the cramped backroom office of the local adult book shop. She could never quite work out why they were called book shops, since they she didn't see many books in the store. Instead it was mostly filled with adult DVDs, toys, outfits and miscellaneous products. Crystal was eighteen years old and a student in her final year...

Gloryhole First Timer

by SluttyChrissy on Oct 5, 2020
Transgender & Crossdressers

This is a true story of an experience I had a few years back. I hope you enjoy! It all started on a random Thursday on my lunch hour. I was feeling especially girly that day and I decided to make a detour to my favorite little adult bookstore/lingerie store. I walked in and slowly browsed around, looking at the lingerie and dresses, just enjoying the feel...

Date Night with My Wife Pt. 02

by amadbaker on Aug 31, 2017
Group Sex

As we entered the bookstore we realized how late it had become, without noticing it was already after 2 in the morning. That was OK since our favorite store is out away from towns and city's so it doesn't get more than trucker traffic and since it's the weekend there are not a lot of them out and about. Shawn and I were following my sexy wife Debbie around w...

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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Cafe Blowjob

by First_Cavalier on Oct 26, 2017
Amateur

The sun is out and shining on this bright Spring morning as you arrive at your favorite new local establishment for a morning coffee and some much needed relief before the work day begins. You're dressed handsomely in a suit and tie and feeling particularly perky this morning as your thoughts idly wander to what choices you will make today. Your last few vis...

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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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