Shemale Gloryhole Stories

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The Pump House

by AlinaX on May 11, 2020
Fetish

Inspired by an idea by enigma3 in the Forum. * They say size doesn't matter, but when you are - whether by length or girth - within the smallest five percent of the population, it's difficult not to feel self-conscious about it. It's difficult to talk to women without imagining their horror, their amusement, their mockery, their contempt. Easier to avoid r...

Shemale Utopia

by Lewd_Ruby on Jun 15, 2016
Transsexual

*De-De-De-De-Deep* *De-De-De-De-Deep* *Click* I gently pressed the large red button atop my alarm clock to stop the annoying racket of those high pitched beeps. Sitting up I began to take a look around at my surroundings, Beige wallpaper spread across the walls, the odd video game poster stuck on lazily with some blu-tack. Letting out a small sigh I swung my...

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The Founding of a Sorority Ch. 02

by sororitymaster on Nov 24, 2017
Erotic Couplings

Melissa must've known what was coming in the next few months. As a flying trapeze artist, I would be popular with the girls on campus. She wanted to get in early. Her office on the first day certainly achieved that. After our passionate meeting, we walked across half the empty campus on the way to the trapeze rig. A mixture of new and old buildings were sur...

The Gym Ch. 4

by Kip Carson on Sep 14, 2017
Group Sex

John arrived at Kate's house at 6:50 pm. She answered the door in a very tight fitting short dress. "Damn, you look good" John told her. "Sorry I'm so early, but I was so excited about tonight" he added. "That's fine, I'm always ready early" she said. "And you look pretty damn good, too" she added. She eyed him up and down. He was wearing black dockers, a ni...

Mike, Pam, Pete and the Favor Ch. 02

by StackedAction on Sep 25, 2017
Group Sex

Part Four Pam showered and was drying her hair with the hotel provided blow dryer while Mike took a quick shower. As Mike exited the bathroom in his towel, he looked at Pam in the mirror. "Lose the bra, you won't need it where we're going." Mike got dressed quickly, as it seems all men can, and was sitting on the bed, texting on his phone while Pam did he...

Hedonism Island: A Gloryhole Heaven

by silkstockingslover on Jul 13, 2020
Illustrated

sent by online file sharingSUMMARY: NOTE: Thanks to the amazing Alison Hale for adapting my original story and creating the images that follow. This has been an amazing experience to collaborate on such a story. A fantasy many women like me have dep inside us. NOTE 2: This is the second part to a potentially lengthy series of one woman's (and to a lesser e...

Marie The Goth: High School Pt. 02

by andrewdavis on Sep 5, 2017
Fetish

Description: So recently, some moderator took down one of my stories in which I had to try to put it back up. Let me make it clear to everyone. I'm also a member of hentai foundry. The reason why I never posted chapter 2 of "Marie the goth" and why I had to move to a different site was because it takes a long fucking time to upload a story on. Seriously, it...

The Porn Theater

by pondcat on Oct 15, 2017
Exhibitionist & Voyeur

I was traveling to a new city for work and looking at the sex listings to find if there was any decent gloryhole action. It's getting harder to find a good ABS anymore. But not in this town. This town was full of options. The most curious option of all was what was described as a genuine old-school porno theater. A floor full of seats, sofas, even a few bed...

Por que

by Ssrd33 on Apr 22, 2019
Transsexual

We're all super, for some reason my mouth felt tired and had a taste, my ass hurt, the other night we were having a great time on a record. It's the only thing I remembered from the other night. Suddenly the teacher said that a new student was going to enter. We were excited by a new student, fresh meat. The teacher said that his name was Melany, for some re...

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Pam's Shemale Experience Ch. 09

by majicman21 on Aug 7, 2019
Transgender & Crossdressers

It was Tuesday morning, the second day of the weeklong teacher's conference, and almost the entire room was paying close attention to the speaker, one Martin Greenman, forty-seven-year veteran of the classroom and expert in educational theory. The only one not paying attention was Pam. She was in the front row, doing her best to listen and sit still. Next...