Gloryhole Cheating Stories

24,722 results
Orientation
Length
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Infinite Scroll

Text Conversation Shorts

on Apr 22, 2025

Read or create stories taking place in a text Conversation filled with dirty talk and photos. These can be tales of seduction, cheating, ****, cucking, or whatever else the imagination come up with. Tales can be short one shots or a multiple chaptered story.What's next? Wannabe Alpha Male Loses Girlfriend To His Ex Ne...

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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...

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...

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...

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...

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...

Plaything Pt. 03

by niggaplz101 on Apr 24, 2018
Mature

Editor's note: this story contains scenes of incest or incest content. *** PT 3: Priya's Public Fucking what up fam, here's part 3 of plaything. It didn't take two years this time and I'm def more focused on where im taking it. This story was actually an idea i got from a forum. On another note, if you didn't like my two previous chapters, I respect your...

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...

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...