Jail Spanking Stories

32,811 results
Orientation
Length
Source
Infinite Scroll

The Wanderings of Amy Ch. 01

by caligula97236 on Sep 15, 2017
Novels and Novellas

Chapter 1 - Robert's Apartment Chicago attorney Robert Johnson sat down at his office desk at 8:00 as usual. Behind him was a plate glass window that overlooked Lake Michigan, but he was in no mood to enjoy the view. Today is December 10, he reflected, exactly six months since Amy, the daughter of his law partner and friend John Debbs, had disappeared. It h...

I'm Being Blackmailed

by VanessaEvans on Sep 26, 2017
Exhibitionist & Voyeur

All characters involved in any sexual activities in this story were over 18 when the events took place. ***** Hi, my name's Claire and I'm being blackmailed into being a slut. That's very true but I guess that I should start at the beginning. I'm 19 and come from what I suppose you could call a middle class family. When I left college a year ago I was lu...

Prey For Me Ch. 08

by Dvora Sosan on Sep 14, 2017
Novels and Novellas

Pt. VIII: The Scoop Kim Wright appeared next on Jack's short list of appointments to make. He called the private number Sam Hanson wrote on the back of her business card. Jack knew it was an old card because Sam had told him Kim was no longer an investigative reporter with the Las Vegas Review-Journal, the largest paper in Nevada. The two agreed to meet fo...

The Discipline of Goldilocks Ch. 01

by Quazzi on Sep 12, 2017
NonHuman

Author's note: This is a Furry BDSM story. Let me know if you like and I will post more! ***** Mike Brush's eyes furrowed as he stared at the eighteen year old human female soundly sleeping in his son's bed. Containing the growl rising from his throat the forty-two year old brown bear almost jumped when his wife placed a paw on his shoulder. He let out a s...

Model Sex Slave Ch. 09

by reavan on Sep 19, 2017
BDSM

Diana was updating her computer diary, describing her weekend assignment. She was naked since Don was home. He had made love to her twice since breakfast, once with just her and the second time with both her and Lee. Right now, Lee was serving him in the master bedroom. The mistress was supposed to be home this evening at 20:00. She typed in her duties for t...

The Taking of Clara Ch. 01

by deepluve on Oct 3, 2018
Interracial Love

Intro 001 You saw me. What do you see when you look at me? I wanted to ask the police officer that same question when I saw his hazel eyes fall lazily onto my form. It was a hot fall day and I'd decided to take a stroll downtown for errand running when I noticed two tall officers placed in front of my favorite café one eating lunch talkative with his curr...

And After the Pranking

by Averlin on Sep 14, 2017
Group Sex

I grinned wickedly to myself. Looking left and right I made sure the coast was clear, hooked my foot over the window ledge and slipped inside. They'd been pranked by me at the university, but so far no one had been personally pranked by me yet, and Miss Emily Waters was just the person to be my first victim. Blonde, pretty, thoroughly sucked up to by Arlene...

Don't Piss Off Lou

by SoCalOvid on Sep 14, 2017
Humor & Satire

There I was, sitting on a stool in the neighborhood bar crying my eyes out, figuratively at least, even if no actual tears were coming down. I knew I wasn't the first man to discover that his wife was cheating on him; I wasn't the only man whose wife was cheating on him, and I certainly wouldn't be the last man whose wife cheated on him. Knowing all of those...

Shades of Guilt Ch. 3

by Stardog Champion on Sep 18, 2017
Interracial Love

The sopping wet nectar of Ann's expelled vaginal fluids coated Roland's entire face as he leaned back, steadying himself on his knees to catch his breath, before lifting Ann up on her knees to take her from behind. Looking down at the swollen appendage that hung lewdly from his groin, Roland pondered how he was ever going to get it inside of Ann's pink cun...

Teen Teasing with Her Panties

by Treated2 on Nov 21, 2017
Fetish

Sitting in the stands, my camera trained on the basketball game, I felt a slight breeze on the back of my neck. I thought little of it, until I smelled the faintest trace of perfume. Her perfume. My little jailbait fantasy from a couple of years ago. I turned, expecting disappointment; a kid's mother or something, but there she was. Big white smile, flashin...