Gloryhole Cheating Stories

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Orientation
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Infinite Scroll

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...

First Pt. 02 of 03

by sex4every1 on Jan 22, 2019
First Time

Thanks to Iris_Untangled for editing. You're amazing! ***** That Friday night, Amber picked me up at my place. As soon as I laid eyes on her, I was a goner; my cock was an iron bar before I had even said hello. She wore a short, black dress, sleeveless with a sultry open back, and black suede lace-up heels. My god, she looked hot! Although she was a bit e...

The Videocamera & the Camping Trip Ch. 4

by Digger66 on Dec 24, 2019
Group Sex

The following is indented for ADULTS ONLY. If you are under 18 or are offended by stories of a sexual nature, STOP NOW. This story takes place in a FANTASY world with no AIDS or STDs. In the REAL world AIDS and STDs can kill you. Protect yourself!!!! * * * * * The rest of weekend and the whole week went by fast. I unpacked on Monday, and that was just bef...

Neighborly Gloryhole

by tabber on Sep 25, 2017
Group Sex

Dave's wife Sue was going to be out of town for the weekend, so he invited several of his buddies over for poker night. They had played for about two hours, and downed half of a keg of beer when Dave mentioned that instead of smoking cigars after the game, he had an alternative activity. Everyone was curious and when he told them the plan, they all agreed t...

Captain's Choices

by CaptainX on Dec 22, 2020
Cheating Spouses

Chapter 1 - The Beginning Your name is Captain, well that is what you prefer to be called, and this is your story, your life has been a crazy rollercoaster living a double life and most people on the surface think, You're just this normal guy who doesn't know much but if only they knew how wrong they really were. After having a fallout with your ex, You nev...

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Sissy Whore Ch. 04

by DebbieDublin on Mar 14, 2018
Transsexuals & Crossdressers

I stumbled to the bathroom to fix my face, my head still spinning. I reapplied my lipstick and dusted off my foundation. Wiped away the mascara stains from my cheeks and reapplied. When I was done I returned to the living room. 'These are for you.' He said when I approached. He reached into his jacket, extracted a pair of large gold coloured hoop earrings...

Gloryhole Sex Toy Fun

by winterknights on Sep 12, 2017
Exhibitionist & Voyeur

I'm a young 23 year old and as you can imagine I do tend to get excruciatingly horny pretty much on a daily basis. I'm currently single to so it drives me insane, having to sneak off for a secret wank while in work, while watching TV, riding on the the bus. Well not really on the bus, it's not that bad yet. OK, OK I did do it on a bus once when I was younger...

Finally a Real Sissy

by Parasissy on May 7, 2019
Transgender & Crossdressers

I have to tell you about the experience I had with my wife the other night. But first a little background for context. I have been married to my wife for over 10 years, I told her a little about my "adventurous" side before we got married, and I've slowly revealed more as time has passed. She tries to accommodate my Sissy desires, but truthfully she is not...

Adventurous Outing

by Broadvue on Sep 26, 2017
Group Sex

Kimmy and I have been together for a few years now. When we met she was sexually inexperienced, having not been any men before me. But after a couple years of having a steady boyfriend, she was finding her adventurous side. It started out just trying different positions in the bedroom, but then it extended to discrete touching in movie theaters and restauran...

Gloryhole

by russello on Sep 13, 2017
Group Sex

Annette sat alone at one end of the wobbly barroom table, wondering how she had let herself get talked into coming here. She didn't like noisy drunks, and she didn't like loud music. She didn't like alcohol, and she didn't like being flirted with by drooling morons. She didn't like her sister's friends, and, though she tried not to admit it, she didn't like...