Pussy Wedgie Stories

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Infinite Scroll

Just Across the Hall Pt. 04

by EROTICbearscribe on Aug 6, 2019
Transgender & Crossdressers

Chapter Five ACCEPTANCE The assortment of clothes in my pink suitcase reflected my taste and my curiosity about feminine attire but I didn't own a lot of things. Not as much as I would have liked, anyway, especially at this very moment. That is to say, I didn't own any 'sexy' lingerie. Or, what, in my mind would be considered sexy. It was just I never fel...

Those Jeans Don't Fit

by whostheboss on Sep 12, 2017
Anal

Molly lies on the bed, wiggling her way into her new pair of jeans. "Almost there," she grunts. She's got this habit of buying clothes online that don't quite fit her, but she never wants to declare defeat. She's squeezed the button shut somehow and jumps up from the bed. She's got a bowlegged stance and looks pretty uncomfortable. "Not bad, right?" she say...

Best Summer Job Ever!

by amaleSwitch on Nov 7, 2017
Fetish

For 30 days so far this summer my job as a lifeguard at Spankas County Country Club had sucked. Stuck with the early shift it was my job to watch the pool from 6AM to noon and clean the men's changing room and toilets both before and after my stint on the pool. Needless to say it wasn't quite what I envisioned when I applied for the job. All the hot girls in...

Petulant Pia Ch. 01

by Mind Imperator on Sep 17, 2017
BDSM

Copyright Mind Imperator 2005. All Rights Reserved. Part One I have decided to take you for a while to the Château d´Eperon in the region of Reims. The owners are friends there from my time in Paris. They are also in the hierarchy of the commissariat and I share some leisure interests with them. Our car pulls up along the stable-flanked gravel entran...

Tracy

by velvet hammer on Sep 16, 2017
Novels and Novellas

This was some years back, I was in L.A. for a week, so I looked up this girl I knew from school. Tracy had always said to give her a call if I was in town. Tracy was so excited to hear my voice. "Where are you staying?" - I told her I was calling from the airport - Tracy said "Don't get a hotel room - save money and stay at my place!" She had this nice ol...

Alice and the Looking Glass Ch. 05

by LeopoldNicholas on Sep 12, 2017
Sci-Fi & Fantasy

Alice must have fallen asleep quite quickly. She had no recollection of anything after the lights went out and awoke alert and ready for more plundering. "Glease Gurn Ghe Gights Gone." Her tongue was feeling a little sore from the constant pressure of the depressor but she was sure a good soaking in piss would cure any problem. "Gan, Gete, Gis Gat Goo?"...

A Helping Hand Ch. 01

by brans on Sep 15, 2017
Exhibitionist & Voyeur

This is my first story here and it's going to be an ongoing saga, so bear with me. Please feel free to review with praise or criticism. All characters are 18+ years old. ***** Ellie and Samantha had gone to a temporary bazaar a few blocks down from Sam's house. The bazaar had just appeared one day-no advertisement. Ellie loved places like that. The stall...

Mom Makes My Bully into My Boss

by I_Love_MILF on Jul 8, 2019
Mature

My mom, Charlotte, was the owner of The Fan, a popular sports bar where I earned extra money for my college classes working as a busboy. She decided to promote me to a managerial position, and as such, we put out an ad for a new busboy to fill my old position. My mother went through potential applicants, and to my horror, the last person interviewed was Todd...

Bondage Burglar Ch. 01

by TheFluffyX on Jan 21, 2020
BDSM

This is not a true story nor is it realistic, this is complete fantasy so do not re-enact nor take it too seriously. Chapter 1: An interesting target Michael looked to be a normal person from outside appearances, he had a seemingly ordinary if not spectacular job working as part of the IT admin team in an office working 9-4 Monday to Friday. Most people ju...

Summer Jobs Ch. 01

by gao23 on Sep 11, 2017
Exhibitionist & Voyeur

For those not in the know, Jenny was a woman brought to the attention of the budding ENF community by her husband many years ago. Voluptuous but shy, gorgeous but clumsy, she's become a bit of a folk heroine in certain internet circles. She's been stripped out of more outfits than most women even own, always to her shock and embarrassment. For those who lov...