Messy Wedgie Stories

18,859 results
Orientation
Length
Source
Infinite Scroll

The Urban Explorer

by tarred on Sep 12, 2017
Fetish

What happens when you explore an abandoned paint factory Contains paint, tar and glue. Maxine Jenkins was always known as a bit of a 'tom boy', she would always be the one girl who wanted to play with the boys, always the one to come home muddy with her clothes torn and now, aged twenty the one who enjoyed the pastime of urban exploration. Urban explorati...

Doctor Wedgie

by Leon_Regis on Feb 2, 2019
Fetish

_A/N: Just a few things before diving in. While I would prefer at least the first few chapters of any given story-line to focus on wedgies, you're free to add to this story in any way you see fit. Everything from juvenile kinks to the most disturbing fetishes to regular intercourse will be accepted. Also, there will be a separate story-line for Old Who added...

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Public Pool Indecency

by palehorse666 on Sep 14, 2020
Erotic Couplings

This is a work of fiction. All characters are over the age of 18. Chapter 1: A Bit Too Snug It was the hottest day of the year. A record shattering 101°. I was sitting alone at home, literally baking in the heat. Our air conditioner was acting up, and a repair man was supposed to come after the weekend was over. It was Friday. My parents were away on a bus...

Ms. Jiggles Ch. 01

by Cappadonna on Sep 25, 2017
Mature

Her name was Glenda Johnson, but the neighborhood knew her as "Ms. Jiggles." She was one of those women that you fantasized about when you were young. All the boys had a crush on her. "Hey boys!" she would tease when we passed her yard. We always responded with respect, even though we wanted to fuck that pussy senseless. In her mid 40's, she was very attra...

Bethan's Wedgie

by wrbsuperman on Aug 17, 2017
Fetish

When it starts getting cold outside you either suffer, put on more clothes, or go inside. Now, depending on the house, going inside might not provide the relief you hoped for. Let me tell you something; freezing houses equal butt cheeks covered with goosebumps. I don't care if you're just climbing out of bed (because of course you sleep nude) or if you're si...

Nature Calls

by ErosMuse on Sep 12, 2017
Exhibitionist & Voyeur

After writing up my first story, I thought on my other experiences exposing myself in places where I shouldn't, picking out the ones worth telling. It's possible I confused my timeline somewhat, or at least missed an outing. My first story remains my first time being naked in a public place, with real danger of being caught. However, I can't quite recall whe...

Son of a Witch Pt. 05

by Jwood23 on Jun 15, 2020
Sci-Fi & Fantasy

***if you like my stories please consider leaving a comment or rating. Any feedback is always appreciated so i can improve my writing. Thanks all :-)*** All characters depicted here are 18+ Jay was in shock. Even without the spells holding his feet in place and hands over head, he didn't feel he could move if he wanted too. His entire world had come crashi...

Review: The Dukes of Hazzard

by Rev_Lovejoy on Sep 13, 2017
Reviews & Essays

I just saw the "The Dukes of Hazzard" movie and it was so thought provoking that I felt compelled to offer my review. It's a story about a family of inbred southerners that takes the law into its own hands and creates chaos . . . No, wait a minute, that's "Fahrenheit 9/11." "The Dukes" is more about serious environmental concerns and the power of the people...

Caught with a Wedgie Ch. 02

by marriedhubbi on Oct 8, 2019
Transgender & Crossdressers

While my life looked the same on the outside, I noticed that my masturbation habits had changed. Ever since my 28 year-old neighbor, Alejandro, had caught me masturbating and had coerced me into sucking his cock, I began to notice my wife's sexy underwear and high heels in a different way. I was drawn to my wife's panties. I didn't just want to see and fee...

A Double Thrashing

by Hammer356 on Dec 9, 2019
BDSM

Note. This is a POV story and a work of fiction. *** Hello, my name is Saba and I work as a hall monitor here at Fencer High School in Glendale Arizona. I like the climate of this state because it reminds me of my native homeland of Lebanon. And yes, I am Muslim. One of the three on the school staff, but that doesn't bother me much. The bell rung which s...