First Time Glory Hole Stories

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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...

Glory Hole Slut

by elia_cdl on Sep 25, 2017
Loving Wives

I introduced Margie to glory holes three years ago. It was on our second anniversary. I had been renting movies once or twice a month almost from the day we were married. We watched them at home. I still remember the first one I brought home. It opened with a girl asleep in a bed. She was tossing and turning like she was dreaming. Then she started feeling...

Emma's Loving Everything

by slutluva on Jun 4, 2019
Group Sex

After whats recently transpired, things have changed dramatically. John from the farm contacted me on Tuesday and basically asked "what the fuck is it with Jordan's bikie boyfriend?" "What do you mean?" I asked as I haven't been in touch with her since she left. "Fuck where do I start." John continued. "Had a party at the farm last week. Jordan asked me...

Holiday Magic

by RobAnthony53 on Dec 18, 2018
Erotic Couplings

The Christmas holidays have arrived in Pismo Beach, California. The town is turning into a festival of lights and music. Being retired I have the luxury of putting up my own Christmas decorations on my own time and at my own pace. I'm a traditionalist, so I've spent the past several days stringing multi-colored lights around the eves of my house, on the fron...

Spice Up Your Love Life

by Not_John on Sep 16, 2017
Loving Wives

"Angie," I asked, "have you ever been to a porn shop?" "Well, yeah, in college, a couple of the sorority sisters and I got drunk and on a dare, we went one time. I remember it being dark and full of seedy looking men. When we woke up in the morning, we found we had bought a ten-inch lifelike dildo. I guess we needed something to prove we'd actually been th...

Confessions of a Cum Slut Pt. 02

by CandiNyse on Sep 25, 2017
Group Sex

Glory Days I came back home from summer camp with my tail on fire. I had discovered The Orgasm and that was the most important thing I could possibly imagine right then. A girl has to have her priorities, after all. My path of discovery had admittedly been a little twisted by Linda Sue, my first love, who had taught me to touch myself under her strict supe...

Glory Hole Virgin to Glory Hole Slu

by MrDeviant on Sep 16, 2017
Exhibitionist & Voyeur

It slid through the window slowly, teasingly and invitingly as I sat on the other side of the glory hole watching it. This was my first time to an adult video and toy store and I was taking advantage of every new experience that presented itself to me. Now, the question is, what should I do with this cock? I sat on the bench in the booth and was watching a...

Glory Hole for Gals

by Kixy23 on Oct 12, 2017
Erotic Couplings

It was my ex-boyfriend Iain who first mentioned the 'Glory Hole for Gals'. I realise now that he knew more about it than I'd suspected at the time. He'd tried hard to mention it casually and with a slight sneer of derision, as if it was the haunt of the desperate or the damaged, but looking back, there had been that knowing, half turned on expression that he...

A Hotwife's First Glory Hole

by KenLukin on Sep 25, 2017
Group Sex

I like group sex. There is no doubt in my mind that because my first sexual experience was with four guys, it set the tone for all of my future sex life. It began when I just started college, lonely and insecure, and I met these four nice guys my age. We hung out, got friendly, and one day after some kissing and teasing I touched my first erection. He told...

Allyson the Sissy Whore Ch. 01

by sissymaidallyson on Sep 12, 2017
Transsexuals & Crossdressers

Kevin was your prototypical mid 20s guy. He had a decent job and lived on his own. He had good friends and whilst he was single he didn't find any problems getting what -- or who -- he wanted in the bedroom. However he had long been fascinated by glory holes and by being serviced in them but by being the one servicing. He was convinced he was straight and l...