Gloryhole Surprise Stories

135,828 results
Orientation
Length
Source
Infinite Scroll

Becoming Marie Ch. 01

by mariethetv on Sep 16, 2017
Transsexuals & Crossdressers

I'd had always liked dressing in women's undies from an early age. It was usually my older sister's panties and skirts whenever possible. When I finally left home at eighteen and moved into an apartment in the town center, it really took off. I had had a few encounters with a few guys, mainly glory hole fun in the local cottages. On a few occasions I found t...

First Time Buttslut

by missyminx on Sep 12, 2017
Transsexuals & Crossdressers

I just got home from the adult bookstore, let me tell you what happened to me. Arriving at the abs I went inside and purchased a debit card from the clerk and went into the arcade. Inside the arcade there are eleven booths, two are side by side, I saw that one was occupied so I entered the one beside it took my pants off and sat there in my pink panties stro...

My first interracial

by Indianaboy6555 on May 20, 2019
First Time

I've always been curious about women of another race. But I never really had the opportunity to explore that. Until recently that is. I had taken a part time job as a janitor. It was mindless work, cleaning up factory bathrooms a couple of days a week. I was looking for a little extra money, and the job fit perfectly into my schedule. The only thing inte...

Frustration Pt. 04

by kalkstein1970 on Sep 25, 2017
BDSM

We left the table and walked to the back of the club, and entered a small, narrow hallway. There were doors on both sides. Some of them were open, and inside I could see small rooms outfitted with comfortable furniture and lit with soft lighting. Behind some of the closed doors I could hear low moans, whispers, and the occasional scream of pleasure. "In he...

I Dare You Ch. 3

by Digger66 on Sep 12, 2017
Exhibitionist & Voyeur

The following is intended 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!!!! ***************************************** Several months had past. Work started picking up for Kay and me....

Hypnotized to Try a Gloryhole

by rand0m on Aug 22, 2018
First Time

This is a 100% true story I finally decided to write. I'm not much of a writer or story teller so this was meant to be more of a recollection of the first time I sucked a cock and the story behind it. Although I consider myself straight, I've always been into eating my own cum. Like a lot of guys into this, the idea is a huge turn on but after blowing my lo...

Cum-mania at the Gloryhole

by jptune on Sep 13, 2017
Fetish

Well, I guess I just can't resist my girl friends imagination. She comes up with these ideas that wind up driving both of us nuts. She keeps thinking of different ways for the both of us to load our mouths with cum. Last time she got filled with cum in all her holes and I posted the experience in the story named "fill er up". This time it was the gloryhole....

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...

Tales of a "Bent" gamer

by Twisted_Fellow on Aug 23, 2019
Science Fiction

This is the beginning for Lex Frost Moore, his twisted and gender bent trails into the world of the Abyss. A dangerous place where the uncommon and rare are common place! In this tale Gaia has opened the door to the protagonist's abilities to awaken. The world becoming that of a game for him in more ways than one. Illusion barriers separate our normalcy from...

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Jamie the Gloryhole Slut

by jr0777 on Sep 16, 2017
Transsexuals & Crossdressers

I am a cocksucking gloryhole slut. It all started a few years back when I first discovered gloryholes. An adult bookstore in my town had some video booths in the back that it took me quite a long time to get the courage to go into. Eventually I did, and for a long time I was very happy putting my cock through the hole to get serviced by some mouth slut on t...