Wedgie Stories

582 results
Orientation
Length
Source
Infinite Scroll

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...

My Best Friend's Exposed Pussy

by zip33 on Jun 11, 2019
Exhibitionist & Voyeur

My husband John and I have been married for 10 years. John is a tall slender man and the love of my life. My name is Karen. I am 5'2" about 110 pounds with long auburn hair about 2' below my shoulders. My husband always says how beautiful the color of my hair is and women would die to have that color. I never thought of myself as sexy and actually I am very...

Camping Connection

by Adonisblack1 on Jan 14, 2019
Interracial Love

When you are a divorced woman in your early forties, your "friends" tend to arrange dates disguised as "outings." The reason is, because they see you as the lonely professional sister that "needs" a man to complete her circle. And while the thought of having a man was a nice thought. I knew that needing one was a non starter. You see, I make no bones about...

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?"...

The Lady and the Fat Man

by mstrhole on Sep 16, 2017
Fetish

A number of years ago, I knew a woman (on-line) from Germany who had a very (to me) peculiar fetish. She was a zaftig blond who could have been a stand-in for any Valkyrie Maiden swooping down on some ancient Norse battle field, plucking fallen warriors and transporting them to Valhalla. She was also a prostitute. A large (but not fat) woman herself, she was...

Art in the Dark

by rjordan on Sep 14, 2017
Mature

I never would have taken the art appreciation class if my friends hadn't convinced me that it was a snap. "Hey, it's Art in the Dark, man. All you do is watch a bunch of dumbass slides in a dark lecture hall." Cool, I thought. I picked a seat in the last row. It was dark, farthest from the prof and closest to the door. The prof, an older woman in her late 4...

Bootycalled by McDreamy Pt. 02

by neuroslut on Dec 3, 2019
Erotic Couplings

Note: Thank you to everyone who gave feedback on my first story! To those waiting for the story with my professor, it's still coming I promise! Unfortunately things didn't pan out with him quite as I had hoped, so that story will be more fantasy than reality. In the meantime I figured I'd jot down another (true) encounter with McDreamy before I forget too ma...