Glory Holes Stories

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Infinite Scroll

Cross Dresser Dominated Ch. 01

by johnfell69 on Sep 16, 2017
Transsexuals & Crossdressers

I never knew his name. I did remember him, however. He had the thickest cock I have ever seen and probably will ever see. To say it was beautiful was an understatement. It was majestic! Let me backup to the ad I placed on the internet. Where do I start? Well, I have to confess to everyone my deep desire, no, my deep fetish, about wearing women's clothing....

The Idea Ch. 07

by niteowl2003 on Sep 15, 2017
Group Sex

How it all began. It all started with a crazy idea. Sat in a public bar, Mick and I were simply bouncing ideas off each other for possible ideal jobs. He turned to me and said "the best job in the world has to be filming those porno stars" to which I replied "No... The best job in the world would be filming everyday housewives and their dirty little fantasi...

One Adult Video Store

by Rigid1 on Jan 16, 2019
Loving Wives

This whole event started rather innocently. My wife had called me to say her and Sherri had been shopping and were hungry so they were stopping to grab a bite and they asked me if I wanted to join them. Surprisingly they had grown to be best buds through all of this and I could not have been happier. I had clearly benefited from this friendship and the girl...

Bukkake Box of Infinite Glory

by fastandsloppy on Sep 12, 2017
Group Sex

It was weird. I used to hate those women who were always checking themselves in the mirror; inspecting their hair; reviewing their make-up; examining their curves and cleavage. Get the fuck over yourself, I'd think. But on the day after we got back from vacation I found myself doing the exactly same thing. Well, not exactly the same thing. I was worse. I had...

Wife's Hobby: Glory Hole

by Happy2swing on Jan 7, 2019
Exhibitionist & Voyeur

Over the course of the next few months, I found myself constantly fantasizing about Jen fucking another cock while I watched, but neither of us could get past the idea of actually having to face the other man either before, during or after the encounter. It was just too much for us to tackle emotionally, so we simply kept the idea as a fantasy. Then I read...

My Very First Taste

by SexyOtis on Oct 15, 2017
First Time

When I was 48 years old and divorced for over two years I had a couple of disastrous affairs with incompatible women. My mind would go back to my teen years when my best friend and I used to jerk each other off. One time and one time only, I sucked him for about 30 seconds. I stopped because I was feeling scared and confused about it. But days later I walk...

Halloween Cross-Dressing Bash Ch. 07

by BOSTONFICTIONWRITER on Sep 16, 2017
Loving Wives

"So, you like my negligee, huh?" "Oh, yeah, only I like what's underneath it more," he said reaching his hand up to feel her tit and fingering her nipple before pulling and twisting them through the thin, black sheer material of her negligee. He remembered she said that she liked it when her brother pulled and twisted her nipples. He remembered her saying t...

A Glory Hole for Tranny G

by Creamyirish on Sep 13, 2017
Transsexuals & Crossdressers

I am reveling in what a difference almost a year has made. I remember meeting Chris online, exchanging a few funny e-mails, two days after my birthday. No more and no less, just a person somewhere who I had no idea what he was like or looked like, but someone who made me laugh with our e-mails each days, growing into text messages each day, and more. No idea...

Another Big Step with My Wife

by Rigid1 on Aug 14, 2018
Loving Wives

Another big step with my wife I selected a small diner not far from our motel for breakfast. Debbie had slipped into the skirt she had worn the night before and changed to an off white button up blouse since the one she had worn had cum stains on it. She didn't mention the cum stains. In fact, she had not said anything about the night before. I was going t...

A Sissy's Lifestyle

by nancyvasquez on Sep 13, 2017
Anal

When I go out to the adult bookstore, I am always dressed as a woman. And not just as a woman, but a whore. I tease my hair up big and high, and will have either a dress, skirt, or butt baring short shorts; and, of course, high heels. It's a 15-minute walk from my apartment to the arcade, and my route runs me through an industrial area along a fairly wide av...