Wedgie School Stories

105,525 results
Orientation
Length
Source
Infinite Scroll

Please Play with Me

by pangolin on Aug 19, 2017
Exhibitionist & Voyeur

I was the girl in high school that everyone fucked with. Somehow, word got out amongst my schoolmates that I was the school slut. It wasn't true. Well, not entirely true anyway. I didn't make out with everybody. I gave it up more than most of my friends, but what I really wanted was to be the center of attention. Being "that girl," after all, had its privile...

Life of Leigh Ch. 01

by Lee_Bee on Sep 1, 2017
Erotic Couplings

Authors Note: So this is a true story but I do have to change some things so that it's not blatantly obvious who I am and where I'm from. Contrary to popular thought Canada is actually a pretty big place and that's as specific as I'm getting. I would also like to forewarn people that where this is my life, a real life, not everything works out the way you wa...

The Family That Plays Together

by YoungSub13 on Dec 2, 2019
BDSM

This was written at the request of a friend, a very sexy, Dominant friend with an extremely kinky mind :) Author's note: Before you get offended or disgusted please read to the very end* *** "What do you call this report card young man? 4 D's, a C- and an F." "I'll do better...I promise." "Yes you will. I think you need some proper motivation. Over my l...

ENF-Geschichten.

by PaolaENF on Nov 26, 2019
Exhibitionist & Voyeur

Hier ein paar Geschichten zu Paola. Im Folgenden schreibe ich aus der "Ich" Perspektive auch wenn die Geschichten nicht wirklich passiert sind. VG bedeutet, dass es eine (kurze!) Vorgeschichte gibt, bevor das eigentliche Thema beginnt. Erstmal Allgemeines: Mein Name ist Paola. Ich bin 19 Jahre alt und wohne in einem kleinen Dorf direkt am Waldrand....

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Penny's Predicament

by annasslave on Sep 17, 2017
BDSM

Penny was a pretty girl. She was an active brunette and well liked by her many college friends. She did well in school, and many thought she had the life with her freedom, sports car and apartment. She had a best friend named Ashlee and the two were practically inseparable. Ashlee was also a cute girl but nothing compared to her good friend. It was true,...

She Sucks She Cock by the Sea Shore

by FredTR on May 21, 2019
Transgender & Crossdressers

It felt like it had been years since Liz had been able to take a day and just relax. Her first year at college had been a whirlwind of papers, tests and classes. And her job at the bookstore. Sure she'd gotten laid a few times (okay, maybe more than "a few" times), but that just seemed to stress her out more because she always felt guilty and worried her boy...

Offering up The Wife

by StoneKidman on Sep 14, 2017
Fetish

Karen grunted out as her opponent hammered a forearm into her back, sending her to the mat. She grimaced when she felt her blonde hair being pulled as the large black woman she was wrestling helped Karen to her feet only to scoop the petite woman up and body slam her to the canvas with a deafening boom. Jerry sat ringside with a massive erection in his pant...

Ballet Erection

by pixiemuledonkey on Sep 14, 2020
Fetish

Author's Note: Long ago, I roleplayed a play-by-post erotic fantasy with a girl named Christine, who amazed me with her deviously humiliating responses. What follows is a reconstruction of the scenario we roleplayed, which has ever since remained a favorite erotic fantasy. Wherever you are now, Christine, i hope you're enjoying powerful orgasms! You gave thi...

Banging the boss

by dannythefunny on Dec 19, 2017
Fan Fiction

You sit on a balcony crying and eating ice cream,you are upset. Why? Because you don't feel appreciated for what you do for Star City. All because of Cat Gaunt,you want revenge,time for you to take action."No more crying" you realize,it's time for revenge! So you go to Cat's office through elevator you don't want to girl give her a heart attack. &q...

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Blood & Magic Ch. 10

by bbettyblambabam on Sep 19, 2017
Sci-Fi & Fantasy

Despite it being Monday, Rebecca Scanlan was practically bounding with each step. She always felt good following weekends in which she got to play with her play with Angel. The day after she wore the butt plug with the cotton tail, Rebecca was shivering from the aftershocks of it being in there for so long. Within her law office, she had to always maintain a...