Wedgie Fight Stories

61,370 results
Orientation
Length
Source
Infinite Scroll

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...

Ana vs Joy - Payback or More of the Same

by Mag863 on Mar 26, 2019
Fetish

Joy was in a foul mood after the fight with Ana. She was definitely wanting a rematch. We would go to the community pool, and see Joel and Ana there enjoying themselves and chatting with several neighbors. Ana looked great in her tiny bikini flaunting herself around the pool. Joel and I would have some beers as Ana and Joy and some of the other neighbors wou...

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...

Life of Leigh Ch. 01

by Lee_Bee on Sep 1, 2017
Erotic Couplings

Authors Note: So this is a true story but I do have to change some things so that it's not blatantly obvious who I am and where I'm from. Contrary to popular thought Canada is actually a pretty big place and that's as specific as I'm getting. I would also like to forewarn people that where this is my life, a real life, not everything works out the way you wa...

Oh Rocky!

by JacobGoody on Sep 14, 2017
Fetish

"Babe, I'm kinda scared of these clippers you bought... Babe?" I stood in front of the mirror in nothing but my blue boxers, shiny clippers in hand, waiting for my girlfriend Gina to respond. Hi. I'm Bill. * * * * * If this were a dating app profile, you would probably see pictures of me, your run-of-the-mill average dark-haired, white frat boy type doin...

A Little Wrestling Match

by Fred1177 on Aug 18, 2017
Fetish

On Tuesday, I was at the office, just another cubicle rat congregating with the other cubicle rats in the snack area. A couple of the women were talking about how they had been doing a little wrestling among themselves. My ears immediately picked up on this conversation. I found out that there were several women from the office who would participate and that...

The Lady and the Fat Man

by mstrhole on Sep 16, 2017
Fetish

A number of years ago, I knew a woman (on-line) from Germany who had a very (to me) peculiar fetish. She was a zaftig blond who could have been a stand-in for any Valkyrie Maiden swooping down on some ancient Norse battle field, plucking fallen warriors and transporting them to Valhalla. She was also a prostitute. A large (but not fat) woman herself, she was...

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...

Teresa Scalia: Riot in the Ring

by obo on Sep 13, 2017
Humor & Satire

Mark Anderson and Dominic Scalia were meeting in Dominic's office planning a major fundraiser for their Men's Club. The club was providing financial assistance and support to construct a new recreation facility for the youth of their city. The event, catering to the more affluent male population, was to be a night of boxing followed by an auction of donated...

Beach Bitch Brawl

by peccavi on Mar 26, 2006
Exhibitionist & Voyeur

She had just out of the surf and was still wringing wet; her t-shirt clung to her, her longish brunette hair hung down in thick strands. She was walking up the sand to where her towel and bag were. She was looking forward to lying in the sun and reading for a while when a young blonde walked straight into her and spilt her drink down the brunette’s back. Ang...

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