Wedgie Orgasm Stories

207,473 results
Orientation
Length
Source
Infinite Scroll

Girls Just Wanna Have Fun!!

by RickDeville2 on Jan 6, 2018
First Time

She fiddled furiously along the highest notes of her fiddle as the drums and saxophone kicked in behind her to support the tone. She angled her chin to brilliantly smile at the gathering crowd while striving to maintain a firm grip on her violin. An old lady with chickory coffee from the left, an eager young man staring at her legs and compressed breasts fro...

I'll Call Ya

by Cherona on Aug 31, 2017
Fetish

A courier brought the package that morning, my secretary had told me. I opened the express envelope to find a key card with the name of a high profile hotel near the airport. A room number and a time were written in permanent marker on the back scribbled next to her initials. The appointment was for that day of course, not more than a few hours away. I'd ha...

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...

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...

Angel Ch. 02

by Mr_Neb on Sep 14, 2017
Erotic Couplings

Pt 2: On the Beach" A Ms. Neb Story What a wonderful way to start the day. Soft, tender, in silence expect for moans of ecstasy, and with wonderful climaxes for both of us. The rest of the day would prove just as satisfying. Neither of us had any clothes on. Jon just stared at me as I stood at the full length mirror and brushed my hair. I could see his ey...

Good Timing

by masked_author on Sep 23, 2019
Toys & Masturbation

A single bead of sweat trickled down the length of Tess' spine as she brought the lighter to her cigarette. August as warm in the city and she wiped her forehead as she exhaled a long puff of smoke toward the flickering lights. Even at midnight the heat was relentless, and she sighed in resignation as she fanned herself with her magazine. She held the ciga...

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...