Jail Spanking Stories

32,811 results
Orientation
Length
Source
Infinite Scroll

No Time for Romance

by Sabrina Leigh on Sep 13, 2017
Erotic Couplings

(David and Bernadette together again for the first time. What began as an erotic spanking ends with . . . something else. This story is a sequel to "Taken by Surprise," found in the Fetish section.) * * * * * Bernadette didn't walk across the lobby of the casino. She glided. She flowed. She slithered. A vision in a scarlet mini-dress. A hot coal, a ripe st...

Falcon and Domino Ch. 11

by Willow_Creek on Sep 14, 2017
BDSM

Dirk Peterson considered his dilemma that Wednesday morning. He was leaving the city soon and Domino could release the incriminating recording at any time in the future. He knew there was an obvious solution to the problem which would benefit all parties. He could strike a deal with Domino. She would arrange for the vagrants and nightladies to leave the red-...

Road Trip Young Black Couple

by Alluring_Crimson_Shifter on Sep 19, 2017
Interracial Love

A young black couple, Avery and Tonya, were taking a road trip in the western United States. They took scenic routes and country back roads to see the country side on the way. A large wooden road sign pointed to a turn down a small road and said gas, food, and lodging. Avery said, "Let's go that way." Turning down the country road they saw no signs of a town...

Caught Red-Cheeked

by Foxwood20 on Aug 19, 2017
Exhibitionist & Voyeur

It was right around sunrise on a June Saturday morning when 19 year old Angie slowly walked down her street, headed home after an all night partying session with a small group of fellow slackers. The High School dropout lived with her mother, her father had been out of the picture for years. Angie was currently unemployed. She had worked at a few dead end ty...

Accountants Get It in the End

by my_other_life on Sep 16, 2017
Anal

I'd like to thank Flute 107 for challenging me to make this story better and theMasterBaiter for the later edits and several crucial improvements. I also want to thank Whispersecret for her excellent article on dialogue punctuation. Although I liked the idea for the story I had no experience with anal sex. I did some online research but took it a step furt...

Billionaire and the Sisters Ch. 57

by SteveWallace on Sep 25, 2017
Group Sex

A note to readers: This is a long story that unfolds chapter by chapter through the eyes of two protagonists – Mark and Elsa, and as in many of my other stories involves a growing spate of horny characters. Every ten chapters or so I will provide a short summary at the start of that episode to bring new readers up to date (see start of Ch. 50). This story c...

Jack's Life Darkens

by Dlinqnt on Apr 11, 2018
BDSM

The first time, it was a weak, tentative swat on the behind that didn't even register as a smack. "Did you just..." she started. "Sorry", he said. She narrowed her eyes and let her gaze linger for a second before raising her hips up and resuming her rhythm. He put his hands back on her ass and squeezed as she rode him to her eventual release. When she...

Black Rainforest's Chronicles Ch. 01

by sabertoothtigercub on Apr 10, 2018
Novels and Novellas

Prologue "I swore loyalty to the protectors, Guild of Black Rainforest City in the Kingdom of Jundoest. I swore I will protect citizens against any form of violence. I will protect the weaks, poors, widows and orphans." Serment of the protectors, 2615. I love the old french word of serment. As an historian, I could tell this guild had done a good work, a...

Blackmailer

by Ashson on Sep 14, 2017
Erotic Couplings

Isn't it wonderful how when everything in life is going smoothly for you some idiot will come along and try to stuff it up and everything changes after that. I had a decent job, a nice house and, until recently, a nice girlfriend. The decision to break up was mutual, and neither of us was particularly put out about it. Just one of those things. We wanted di...

Teaching Derek

by jacksgirl on Sep 13, 2017
Erotic Couplings

I taught school for 26 years, various ages at different times, ending up at the high school level. Then my husband of 35 years suffered a heart attack in August, right before the start of the school year. I hurriedly put in for a year's leave of absence. One part of me thought the distraction would be good for me, but I didn't have the energy to go. The next...