Wedgie Dare Stories

42,476 results
Orientation
Length
Source
Infinite Scroll

Chronicles of Danny Ch. 08

by bbettyblambabam on Sep 15, 2017
Exhibitionist & Voyeur

The next day, Danny eagerly waited for their last class to end. They squirmed in their seat as they continued checking their watch. The reason for this was because Danny was looking forward to getting laid again. Introducing the dildo into theirs and Ashley's sex life gave them new ideas and they were practically getting wet in their seat just thinking abo...

Girls Just Want to Have Cum (1987)

by masterandmargarita on Sep 13, 2017
Group Sex

WARNING The following motion picture contains big bouncing breasts, bare bottoms, group showering, French-cut lingerie, crimped hair, spandex-laden aerobics, and graphic scenes of group sex. Discretion is advised. FBI WARNING Federal law provides severe criminal penalties for unauthorized reproduction of this copyrighted video tape. If you attempt to conn...

The Warmest Winter, Day 05

by TooCleverByHalf on Sep 19, 2017
Romance

Thanks to everyone for their feedback on the previous chapters, with a special thank-you to my real-life editor. Remaining errors, if any, are mine. Reading the chapters of this story in order is highly recommended. All geek culture references are properties of their original copyright holders. ***** Jenny's eyes snapped open. She hadn't needed an alarm cl...

Jessica's Change Management Ch. 27

by Cathartico on Oct 19, 2020
Exhibitionist & Voyeur

-- Saturday -- This was it! The grand finale was hitting the home stretch! Time for a status update. It was make-or-break time, 'cause I was down a buncha scores. It was all-or-nothing, 'cause I had totally gotten outmaneuvered by Ortega. Despite everything that had happened, the task was still the same. I had to broker new contacts for LGZ. The goal was...

Sorry

by Slickman on Apr 3, 2019
Exhibitionist & Voyeur

Note from Slick: How many of you have played the game SORRY? Those of you who have know that it is a game of revenge and can get downright nasty at times. This story is about a nasty SORRY game but not the kind of nasty you might expect. If you've never played SORRY before then do a SORRY GAME RULES search. I hope you enjoy it. All rights reserved. SORRY...

Sally's First

by sally_spandex on Sep 16, 2017
Transsexuals & Crossdressers

My heart was racing a mile a minute as my hand reached for the door knob to open a whole new world to me. Altho I had been dressing for about 15 years, at 23 I still hadn't been outside or let anyone in on my secret. The last 3 years had been hell for me as I had started to play with dildo's and catching my cum in my open mouth, and craving the load of ano...

Book Store Slut

by fuckup77 on Aug 19, 2017
Exhibitionist & Voyeur

Henry always was fairly shy. Always scared to reveal his true self to the world. Terrified to find out exactly what the rest of the world might think of him. 6' tall, combed back shaggy hair, and a relatively average body. Never overly popular with the ladies, but still some experience. Henry worked at a local bookstore. One of the most exciting moments of...

Bliss

by IreneXXX on Sep 14, 2017
Erotic Couplings

His meeting took longer than expected and he was late picking me up. Nonetheless I was glad to see him after his busy week. He looked really tired. I was worried that he'd be exhausted since he'd just had a long day at work. But he insisted he was fine and despite a headache, wanted to dance, too. We were supposed to meet 2 girlfriends at Brix, so he decided...

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,...

The Holiday Discovery Ch. 05

by tach14 on Mar 27, 2019
Fetish

This story continues after Anna finishes her drive home from the park. Anna sighs deeply as she pulls into her driveway calming down after the events that took place earlier this morning. She gets out of her car and goes inside to change. Taking her dirty jeans and thong off, she pulls on a bikini style pair of pale green panties that are a little small ca...