Female Wedgie Stories

77,888 results
Orientation
Length
Source
Infinite Scroll

Ladies, Be Careful Out There

by uksnowy on Mar 21, 2018
Exhibitionist & Voyeur

"We need to get our own back on the sneaky bastards Mum," chuckled Tara Tompkinson in a mammoth Wetherspoons pub in the North West of England. Denise, Tara's mum was ordering another two large glasses of Merlot and keeping a wary eye behind her, constantly smoothing her light summer dress over her ample hips. "I can't believe you find it funny dear," moaned...

A Lesson in Imprisonment Ch. 01

by Storysmyth on Sep 17, 2017
BDSM

This is weird, Sara Jennings thought, as she walked down the hall of George Washington Senior High School. Her principal sent the building sub to her room, and asked her to come down to the office immediately, and bring her purse and jacket. And the closer Sara got to the office, the more nervous she became. Did something happen to Jon? Please God, she thoug...

Give and Take Ch. 02

by Lizzy_B on Sep 24, 2019
Sci-Fi & Fantasy

I kept busy for about a month grinding on closing the deal. The appointed day came and went without incident and then work dried up. I kept trying to find the next project but the work just wasn't there. I was chasing my tail and it was starting to wear on the people below me and the people above me. After a couple of weeks of that, one of the partners gave...

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...

The Freshman

by playbabyf on Sep 13, 2017
Erotic Couplings

I was a dork during high school. Not in looks, or in personality really, but I studied a lot. That was my parents' expectation. So I got good grades. I didn't party. I had a few friends, and they studied a lot and got good grades as well. We were all going to be successful. Of course, I was a little pent-up, so the summer after graduation I had a beer, tried...

College Girl's Depravity Pt. 02

by DegradingGirlsStories on Dec 14, 2020
Exhibitionist & Voyeur

Thank you guys so much for the support! I honestly didn't expect everyone to love it this much. I plan on carrying this story out for a long time, so I hope it only continues to get better for you all! ------- It wasn't until the next day that Jessie would get another text from her brand new anonymous Master. "Hello again fatty. Hope didn't think I tossed...

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...