Wedgie Orgasm Stories

207,473 results
Orientation
Length
Source
Infinite Scroll

Re-submit

by Mine0214 on Sep 16, 2017
BDSM

So there she was lying naked, exhausted, feeling the coolness of the bed clothes beneath her. She was in an intimate space all her own; completely satisfied, completely loved, completely owned. The memories of how she got there played out in her mind as she gradually drifted off. ------------------------------ She was wearing her favorite pair of panties,...

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...

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...

Officer Down Ch. 01

by Alucarda on Feb 6, 2018
Exhibitionist & Voyeur

Panic upon waking was only dulled by the bastard headache behind her eyes. Dehydrated. Dizzy. Disoriented. Dirty? Then the punishing recollection. Shame quickly crowded out even the most severe symptoms of her mammoth hangover. Abby felt bare yet smothered. A clammy sheen of perspiration clung to her pale white flesh. Others still slept alongside her in th...

Panty-Wearing Tease Gets... Pt. 02

by prollybadtodo on Sep 16, 2017
Transsexuals & Crossdressers

The funny thing about being trailed by two men into my bedroom while wearing slutty girl clothes creates the desire not to disappoint. The last thing in the world I would want to be seen as is un-sexy. If I'm going to play the part of a desirable little nymph I'm going to do it right. I made it to the top of the stairs as the two horny men slapped at and pla...

The Gym

by estragon on Aug 19, 2017
Exhibitionist & Voyeur

This story is racist and sexist...just what you'd expect from a porn site. But since Lit is a higher-class site, the writing is better than you'd find on most porn sites, if I say so myself (because no one else will). Needless to say (but I'll say it anyway), I am not the narrator, although much of this story, if you can call it that, is derived from actual...

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...

A Night at the Gym - F/M Mixed

by Notbob8448 on Jul 1, 2019
Fetish

She was introduced as Margot at a party of a mutual friend. She was very attractive and I was thrilled to be introduced to her at first, but her conversation starter was, "You look kind of wimpy." I'm not a big muscular guy, but I'm relatively fit and I get occasional compliments on how I look. I'm pretty confident in my physical abilities. I played footbal...