Wedgie Spanking Stories

23,051 results
Orientation
Length
Source
Infinite Scroll

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...

Those Jeans Don't Fit

by whostheboss on Sep 12, 2017
Anal

Molly lies on the bed, wiggling her way into her new pair of jeans. "Almost there," she grunts. She's got this habit of buying clothes online that don't quite fit her, but she never wants to declare defeat. She's squeezed the button shut somehow and jumps up from the bed. She's got a bowlegged stance and looks pretty uncomfortable. "Not bad, right?" she say...

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...

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...

Cindy & Raj: Mother-in-Law Spanked

by TruthAndLove on Sep 14, 2017
Fetish

This story picks up the characters and events of my Cindy & Raj series. It will make better sense if you read "Cindy & Raj: She Takes His Hand" first. * "Did you get my husband to the airport on time this morning?" asked Barbara, Raj's mother-in-law, who had just entered the living room of the wing of the house where Raj lived with his new wife, Cindy, Ba...

If Only I Knew Then What I Know Now

by vanessa.evans on Aug 19, 2017
Exhibitionist & Voyeur

If only I knew then what I know now. As a teenager I was very naive. Sex was something that adults did and was 'naughty' but nice. I was always 'prim and proper'. What an idiot I was. My life changed when I was 22, I was getting so bored with my life in the pokey little town in North Wales that I decided that I had to do something about it. I managed to get...

Miss Alli

by CopyCat13 on Sep 14, 2017
Fetish

Alli woke up a little after noon and went to the kitchen to get some breakfast. This wasn't unusual as she'd been sleeping late ever since she got home from her first year at college. She didn't have any responsibilities or appointments to keep so why would she bother keeping a normal sleep schedule. Alli poured a bowl of cereal but as she went to grab the m...

The House Of GIFTS

by QueenKah on Apr 20, 2020
Exhibitionist & Voyeur

Prologue Pepper, the 23 year old President of the Gamma Iota Fi Tau Sorority, stood at the top of the staircase of the immaculate house where she and her sisters lived. Pepper has an athletic build, with sun kissed skin and dirty blonde hair that cascades down ending at her shoulder blades. She is wearing a leather biker jacket with a white vest top undernea...

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