Gloryhole Stories

477 results
Orientation
Length
Source
Infinite Scroll

First Time Sissy at the Gloryhole

by Stephen_Heathcote on Sep 16, 2017
Transsexuals & Crossdressers

Once I realized that I liked to wear panties, I wanted to be seen in them. But I didn't want to be seen by anyone that I knew. That would be too embarrassing. I drove to the next city over and walked around with the satiny fabric caressing my cock beneath my clothes. I had dinner. I shopped. It was fun having a secret, but the excitement wore off quickly. I...

Female Glory Hole Ch. 03

by Jay142 on Jun 15, 2020
Group Sex

In case you haven't read the first two chapters, let me fill you in on what you missed (Spoiler Alert). My wife and I are married with a couple of kids and needed to break up the routine our lives had become. She is a gorgeous, tall, blue-eyed, blonde-haired MILF. I convinced my wife to have a threesome with my best friend Brad and later added another friend...

Whitewash High Ch. 02

by EnglishTeacher on Sep 25, 2017
Interracial Love

"Gawd, Massa, ram me with your perfect cock. Gape my slutty holes that were made and bred for you. Thinking about you makes my cunt drip like a waterfall," Michelle screamed out in her bedroom. The busty, fit teacher invited her new master home after the school day was over the following day. It took them nano-seconds for their clothes to be torn off, and...

Neighbourhood Terror to Sissy Pt. 25

by Fibaro on Oct 5, 2020
Transgender & Crossdressers

Chapter 27 Marcy woke up with a loud groan as her alarm went off loudly and way too early. She really had to drag herself out of bed as she didn't look forward to her day ahead at all, but she couldn't afford to waste much time at all as she still had a busy morning ritual to take care of. It started off bad with the kiss to the dildo, although she had to a...

RoadBull - KC

by xavier8in on Sep 11, 2017
Loving Wives

She gagged but couldn't pull back as I held my cock deep in her mouth. Drool and tears flowed as she tried to breath around my pulsing manhood. Her husband furiously pulled at his own cock, kneeling next to her, transfixed by the hard face-fuck his wife was receiving. I had put an ad on an alt-lifestyle site when I was going to visit KC for business. I had...

Siege of Stormdale

by Trippie_Taz on Jan 16, 2020
Fantasy

Your Decisions are important. The wrong decisions can lead to disastrous outcomes for Alicia. Alicia sits on the banks of the Merwood river. It runs through central Stormdale under a magnificent cobblestone bridge. She scrubs the bed sheets of her master, angry that the stain will not come out. This is the fourth whore he has bedded this week and the fourth...

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Vegas: The Dirty Dozen Ch. 05

by Benny024 on Aug 31, 2017
Group Sex

I walked into a familiar ABS and headed for one the video booths in the back. Over twenty booths were available. I found an unoccupied booth in the center and went in. All the booths had large gloryholes at crotch height, so I was not concerned about which booth I chose. The booth was dark and if not for the light from the video screen, I wouldn't have bee...

My First Gloryhole Experience

by lillyjones1402 on Oct 30, 2018
Fetish

So as I'm sitting in my 5th period math class I can't help but overhear Cindy Jacobs and Gwen Patterson conversing back and forth. At first it just seems like their typical mindless gossiping but as I catch bits and pieces of their conversation I hear the term "glory hole" and suddenly find myself focusing more and more on it. I try not to look interested as...

The M.C.P. Ch. 01

by CaligulaInRome on Jul 30, 2019
Novels and Novellas

"The McCarthy-Prison, huh ...?" the coxswain said, as he steered the boat through the rough sea, "one of the harshest prisons in the world." he mused thoughtlessly. "Why would a pretty little face like you be sent there?" "Suck a fat one." came as an abrupt answer out of the containment vessel. "What do you care about that, you old fart?" The old man scra...

Wife Caught Stealing

by DirtyHubby504 on Sep 19, 2017
Loving Wives

She couldn't believe she had gotten caught. She had been so sure that the clerk wouldn't notice her sneaking the vibrator out of the store in her purse, after all it had been pretty dark in there. She couldn't believe she had been so stupid, she should have just come back when she had her wallet, then none of this would be happening. The door behind her loc...