Wedgie Punishment Stories

31,807 results
Orientation
Length
Source
Infinite Scroll

The Gym

by estragon on Aug 19, 2017
Exhibitionist & Voyeur

This story is racist and sexist...just what you'd expect from a porn site. But since Lit is a higher-class site, the writing is better than you'd find on most porn sites, if I say so myself (because no one else will). Needless to say (but I'll say it anyway), I am not the narrator, although much of this story, if you can call it that, is derived from actual...

Teresa Scalia/Poolside Pandemonium

by obo on Sep 1, 2017
Humor & Satire

Inspired by the athletes they had watched in the Olympic Games, Dominic Scalia Jr. and Chad Anderson went out for their middle school swim team. Both boys proved to be adept swimmers that specialized in the freestyle stroke. Of course there was friendly competition between the boys. Both families faithfully attended swim meets and the competitions were duly...

Burden and the Beast

by a real jrkoff on Sep 16, 2017
Fetish

The Purchase- Milton Winker was drenched in sweat. The droplets trickled slowly over his wide, hairy belly and tickled their way down to nestle in his coarse wiry pubic hair. A wide single leather strap bound his large balls and forced them down from the base of his penis. He was a young man- only 21, and he was built like a pig… fat and hairy. His whole bo...

Sharon is a Dirty Slut Ch. 02

by KarlMartinK on Sep 16, 2017
BDSM

Over the next few weeks, any time I was hanging out with Sharon, she tried to get me in a couple of fights, including one at the gym where I worked and one at a party at her boyfriend's house. She'd tried to get me in a big fight with her boyfriend, but the funny thing was, none of her scheming ever amounted to any fighting. That's actually how I'd met her b...

Penny's Predicament

by annasslave on Sep 17, 2017
BDSM

Penny was a pretty girl. She was an active brunette and well liked by her many college friends. She did well in school, and many thought she had the life with her freedom, sports car and apartment. She had a best friend named Ashlee and the two were practically inseparable. Ashlee was also a cute girl but nothing compared to her good friend. It was true,...

Annie Rocks the Boat

by RottenAppleAnnie on Sep 17, 2017
Loving Wives

It was our usual late spring afternoon cruise from Whitesburg Harbor to Guntersville Dam and back. I grabbed a couple of six packs from the Yellowhammer Brewery at Campus 801. We preferred the hoppy taste of their IPAs. With a alcohol content nearly double mass produced beer, these local craft beers lived up to the classic commercial claim of "Great taste, l...

Black Fantasy Fulfilled Three Times

by HotWildcat on Sep 13, 2017
Interracial Love

Black Fantasy fulfilled three times, part one My husband Tim and I had been married for ten years when we started to find ways to spice things in the bedroom. One night, while reading an article on ways to put the excitement back into sex it talked about sharing fantasies. This is when I shared with him a fantasy I have had since I was sixteen. I told him o...

Tinder Pt. 02

by TwistedPanties on Jan 22, 2020
Transgender & Crossdressers

I appreciate you all asking me for more of the story - It would be hotter if you begged ;) Sissies can be so over-eager... (Keep the feedback coming please, Sweeties) Background: Bryan's roommate Caitlin has just discovered his crossdresser girl Tinder profile, while her friend Allison was swiping for a new girlfriend. Bryan is in the kitchen with a baby...

Georgia Ch. 22

by VanessaEvans on Apr 3, 2018
Exhibitionist & Voyeur

Editor's note: this story contains scenes of incest or incest content. ***** Before you read this part I strongly suggest that you read the previous parts. It will give you the background that will make this part a lot more enjoyable. Part 22 It was late morning when I woke up to the sound of the boat's engines running. A quick look out of a porthole con...

Teacher's Pet? Ch. 02

by ssnatch on Sep 18, 2017
BDSM

After she left, I got up and sat on the couch for almost an hour, just trying to absorb what had just happened. One part of me was completely excited that I had just an amazing sexual experience with a hot young woman. That part of me wanted to go into the bedroom and stroke my cock like she had told me to. The other part of me was freaked out that I had jus...