Wedgie School Stories

105,525 results
Orientation
Length
Source
Infinite Scroll

Curse of the Living Clothes

by calx86 on Jan 8, 2020
Fantasy

There are several stories out there involving living clothes but I want to leave this open to allow many collective authors to be as creative as possible. For example, you can write a story about clothes simply coming to life and stripping their wearer, leaving them nude and embarrassed or maybe the living clothes forces someone to wear them and turns them i...

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Enm at Work

by Onlysorta on Dec 6, 2017
Exhibitionist & Voyeur

Call me, Ahab, this is the tale of my embarrassing day at work, a humiliating story in which the lady I've been pining after for quite some time now, a sharp, attractive businesswoman with a flirty side, saw me completely naked. I was never absolutely certain where it was that she worked, but, my crush Ming Zhao's routine involved passing by my workplace, an...

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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...

Caught Relaxing Pt. 01

by StephaniePlayland on Aug 6, 2019
Transgender & Crossdressers

This is going to be a short series of stories. This one really starts the journey out, they won't all be in exact order or have a proper linear flow to them. Just depends on what's has caught my interest that day, and needs to flow out of me. It's Friday night, no plans or anything to do a perfect night to dress up. Hangout have a drink and relax being Ste...

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...

A Tale of Two Sisters Ch. 01

by eddievalquez on Sep 26, 2017
Exhibitionist & Voyeur

Before Kim and I had been dating for almost two years, and if things kept going the way they were, we wouldn't see year three. Kim was working full time at a coffee shop and I was coasting on student loans. She was stressed about drama at work, but I was so busy worrying about whether or not English Literature was really my passion anymore that I didn't off...

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?"...

If Only I Knew Then What I Know Now

by vanessa.evans on Aug 19, 2017
Exhibitionist & Voyeur

If only I knew then what I know now. As a teenager I was very naive. Sex was something that adults did and was 'naughty' but nice. I was always 'prim and proper'. What an idiot I was. My life changed when I was 22, I was getting so bored with my life in the pokey little town in North Wales that I decided that I had to do something about it. I managed to get...

Adventures in Gaming

by CumBalloon123 on Feb 20, 2020
Fetish

The Players Anna: Shy, crush on Barry, 4’11’’ Dirty Blonde hair, long, 130 lbs. 30A-30-32 measurements blue eyes secret fetish size queen/excessive cum, straight Katy: Raging nympho 5’6’’, black hair, medium, 140 lbs. 32B-30-32 Green eyes secret fetish giantess, bisexual Chloe: Rich Popular, 6’0’’ long blonde hair, 155 lbs 34C-32-34 green eyes secret fetish...

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