Wedgie Stories

582 results
Orientation
Length
Source
Infinite Scroll

Aubrey and the Sorority

by yesplease17 on Oct 6, 2020
Exhibitionist & Voyeur

"Form a line, bitches!" Aubrey found herself somewhere in the middle. She waited timidly at attention with the rest of the sorority recruits. Their leader, Chloe, an older redhead in a pink undershirt and shorts, strutted down the line as if it were boot camp. "Over the course of this week, you'll be expected to prove yourself and support your future siste...

Protowhore

by GeneralMako on Sep 15, 2017
Celebrities & Fan Fiction

Prologue: My name is Alexi Mercer. The camera panned to show a devastated post-apocalyptic New York City. A team of soldiers in black gas masks made their way across the devastate landscape. All around them were creeping red and black tendrils and what looked like used condoms and way too many cum stains. I'm the reason for all this. The camera angle...

Sloppy Seconds Captured On Tape Ch. 02

by degenerate on Sep 14, 2017
Exhibitionist & Voyeur

You might want to see part 1 first. Kathy called me the next night. She didn't even say hello, "I want my tape back." "Huh? What tape?" I said, playing dumb. I knew she wouldn't buy it. "Not funny," she said flatly, followed by a long silence. "What, you don't trust me?" I said, trying to turn the tables, or at least keep the joke going. "It's got no...

Futanari Ballbusting: Rich

by RichardPercival on Sep 16, 2017
BDSM

Breaking the fourth wall here, yesterday I had all four of my wisdom teeth removed and I'm a tad loopy from the pain killers. I'm stuck in my house and decided this is a good way to kill time, sorry if the quality of the story is not that great. ***** I think small cocks are easily the best. They're just so easy to fit in your hand, most futas with small p...

My Life as a Crossdresser Ch. 02

by asian_CD on Sep 16, 2017
Transsexuals & Crossdressers

The next morning I woke up with a little extra jump in my step. I quickly went through my morning routine, and threw on a random pair of shorts and t shirt to hide my thong while I went downstairs to grab a quick breakfast. Looking around the house, I made sure that nobody was home before I went back to my room to start making my profile for the swingers' si...

Jeff's Business Trip

by seasparks on Sep 13, 2017
Erotic Couplings

It started out just like all the other days in the office. Nothing exciting. Same old same old. Then the boss called me into his office. "Listen up Smith, I need someone to go to Arizona and check out some property that the firm is interested in buying. I picked you. Pick up your company credit card and tickets from Candy down in Accounting. I want you bac...

Jessie Ch. 01

by CopyCat13 on Sep 16, 2017
Sci-Fi & Fantasy

It's nearing the end of winter and the weather is getting warmer. Jessie isn't sure what to think about that. On the one hand she loves the warmer weather and green grass and everything else about the spring. On the other hand that means she's going to have to start shaving her legs again which she hates. She wants to wear her cute new skirt to school tomorr...

Toeing the Line – Her view

by ManosHands on Aug 19, 2017
Exhibitionist & Voyeur

Mike and I got married right after college and have been happily married for the past ten years. He had a good job. He worked hard, with long hours, frequently putting in overtime and even the occasional weekend. But one of the perks of his job was that every other month of so he'd have to work out of another of his companies offices, which were located acro...

Being My Roommate's Sissy Pt. 02

by SubTessa on Sep 19, 2017
Transsexuals & Crossdressers

Waking up this morning was just a mix of feelings - shame, pleasure, defeat, embarrassment. Tanner's display of 'power' over me was three days ago, and in that time - according to his brags and occasional light-hearted messages he likes to show me - he has convinced Kara to come over to 'hangout' tonight. My mind was so confused, I told myself I would stand...

Sammy Ch. 01

by mjmurra on Sep 25, 2017
Fetish

Samantha was 18 years old and in her last year of high school. Standing about 5'5", 120 pounds, Sammy as her friends called her, certainly didn't lack men's attention. She has brunette hair and deep brown eyes that accent her full lips and wicked smile. She knew how to tease, and she used it to her full advantage. Sammy pulled her car into the parking lot of...