Prostate Plug Stories

26,965 results
Orientation
Length
Source
Infinite Scroll

Aficionado Gets in Trouble Ch. 02

by His_fag_wife on Jun 12, 2019
Transgender & Crossdressers

Mark cleared the clothes from the table, he wanted a truly clear picture of Pete being used in the stockade, knowing he'd get some great footage for his website selling the stockade frames, it would help sell some more without giving away Pete's identity from the side view. But he'd also get some head on footage for posting on the internet should Pete fail t...

The Naughtiest Doctor

by n00bwriter on Dec 8, 2017
BDSM

If you are very lucky, you might meet someone at work that you really connect with. Someone who brightens your day. Someone you have more in common with than walking around on the same bit of carpet for 8-12 hours a day. For me that person was Dr Stephanie Benz. As the Hospital's lawyer, doctors were rarely happy to have me rattling around their hallways. H...

Lucy Ch. 03

by NaivelyWandering on Sep 16, 2017
Novels and Novellas

Author's Note: Do not read further if it is illegal for you to do so. These stories contain adults in sexual situations. If reading BDSM, stories of non-consent, or stories containing gay male and anal play offends you, find something else to read. * He's back again. Just as I knew he would be. I turn away from him and give my lover a knowing smile. "I b...

Behavior Modification Institute Ch. 13: Final

by NancyPan on Sep 25, 2017
Fetish

Thanks to all of you who encouraged me to continue writing this story. Stay tuned for new stories. Please vote! All respectful feedback appreciated. ***** "Wake up, Nancy. Rise and shine. Time to get up, sissy." I hadn't heard the key turn in the door lock, and I hadn't heard Ms. Jensen enter my room. I sat bolt upright, then remembered that I was wearin...

A Freshman's Summer Class Ch. 07

by CapnSteelBoy on Jun 1, 2020
Transgender & Crossdressers

A Freshman's Summer Class **All characters are of legal age for adult content.** We Continue from where we left off with our brave hero, as his adventure continues during his summer of higher education learning! This is a continuing series I'll be releasing as my busy editor(s) help me clean up my keystrokes of mess.. Much thanks goes out to them, as th...

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by LetsGivenGet on Sep 16, 2017
BDSM

In the year between college and grad school, I'd taken up running, lost a lot of weight, got in terrific shape, and felt like an all-around badass at the game of life. So it's not surprising, these long, fatter, lazier years later I'd want that feeling again. As I drove the long hill up to the client's house, it brought to mind one of the hills I'd run back...

Hung Francine meets Hot New Friend

by mrstanley on Oct 15, 2017
Transsexuals & Crossdressers

This story is from Francine's point of view. Francine meets Octavia My name is Francine and I am a thirty five year old red headed Transsexual woman with blue eyes. My skin is very pale and I am covered in reddish freckles on my shoulders and forearms. I am 6 feet tall in my bare feet. I weigh 165 pounds, and have a well toned muscular physique. I lift wei...

Serving the Dark Lady Ch. 02

by Certeis on Mar 5, 2018
Sci-Fi & Fantasy

NOTE: So halfway through writing this, I sort of realized that the way I've been pronouncing 'Aasi' as a shortform of Aasimar actually sounds close to sissy. Intentional? Who knows! ***** Lan took Karee... to the same pub he'd been at last night? It was noon so it was pretty much empty, but the bartender was still there. "You gonna keep him outta trouble...

One Glass of Wine

by sublocked on Sep 11, 2017
BDSM

David heard the TV faintly in the background of his breathing and his heartbeat. He sat awkwardly on the leather sofa, arms restrained in leather arm splints, frustrating devices of restraint that allowed the use of his hands for long distance manipulation, but allowed no close-in usage for scratching, eating or drinking. All his nutritional sustenance was c...

Irma's New Toy Pt. 02

by Sputnik57 on Sep 15, 2017
BDSM

Irma had Drake lap and probe obediently at the mixed perfumes of her cunt and arsehole, enjoying several rich orgasms as she indulged in the sheer pleasure of enforcing her dominance over him, revelling in her control and lusting to show her latest conquest to her friends; the first showing always gave her such a thrill, her pride bursting as she demonstrate...