Punishment Or Jail Stories

317,237 results
Orientation
Length
Source
Infinite Scroll

In The Red Room Pt. 02

by Wolf_Daddy on Sep 14, 2020
BDSM

It's been some time, and my search continues... True subs, I've made so many subs so wet and I've made so many cum so hard - with words - and our personal correspondences thereafter - yet I'm still without a true sub to cherish. In saying that, I'm filled with pride for every orgasm my words have delivered (I'm so delighted by how many), and I thank all of...

English Submission Ch. 03

by paerotica on Sep 19, 2017
BDSM

P was growing very weary of being stuck in her room. While this might be the most memorable trip of her life, she was hardly having the time of her life. She had finally come to accept that she was, quite literally, trapped inside Mr. J's house. She was completely at his mercy and this was growing old very quickly. When Mr. J next entered her room, she tried...

New Women's Prison Warden Pt. 01

by Gamahooch on May 29, 2018
BDSM

It was 1954 in a poor midwestern state. Small town lawyer Walt Conner had connections with a powerful politician and was able to be appointed the new warden of Abbotville state correctional institution for women. He was kidded by his friends that he would not have to look hard for pussy from now on. On his first day he drove up to the front gate of Abbotsvi...

Occurrence At Palmetto County

by xxPAPERBACKWRITERxx on Sep 17, 2017
Non-Erotic

ALL CHARACTERS ARE ADULTS. Abner Spinks murdered Carissa Browne, at Palmetto County, Florida on February 14th, 1899; Valentine's Day. He was convicted of first degree murder and sentenced to die by Judge Rollo Sanders of the circuit court. So said the local newspaper. Spinks ambushed Carissa on her way to a neighbor's house. He waited for her, concealed wi...

The Secure Housing Unit

by justincbenedict on Mar 2, 2020
BDSM

Fanchon Nemirow looked curiously at the little door along the far wall of Midori's cellar. "Mids, I don't think I get it." Midori was a honey blonde with mischievous green eyes. "Well, I had this built for Hearst. It's a little room within the wall behind this door." "It looks like a cell door, in a jail." "Yup. It's what's called a strip-cell in prisons...

Bad

by Quin on Sep 19, 2017
Group Sex

"So – What do you think?" said the man behind the desk, "I can phone the police and you can take what's coming to you – or you both can avoid going to prison and we'll do it another way. Although I must warn you – there was a lot of money involved so it could take quite a while for you to pay it back." Steve looked across at his wife –both were at a loss f...

Window Dressing

by fantasygirl30 on Sep 12, 2017
Exhibitionist & Voyeur

Andrea was bored out of her mind. The summer job she took at the department store wasn't the exciting, fun-filled adventure the human resources woman made it out to be. But she needed the money, and because she had waited so late to look for work, all the cool jobs at the mall were taken. She really wanted to be at Chucky's Burgers in the food court, since b...

The Court: Last Resort Ch. 01

by Lottiessub on Sep 15, 2017
Fetish

jack involuntarily jerked back against the chain that stretched his collar as it was yanked twice by the strikingly beautiful Lady who held the little leather loop at the other end of the chain, his leash, as it were. He stood in a large room, paneled in old, dark oak, windowless, solemn and foreboding. It was like so many other rooms that he had seen before...

Punished Asian Shoplifter Ch. 01

by asianspankee on Sep 15, 2017
Fetish

Foreword: This is a series of fantasy stories totaling 12 chapters containing topics such as spanking, sodomy, interracial theme, rope bondage, gay sex, and a little bit of cross-dressing and femdom (in later chapters). The fantasies start out milder but gets progressively wilder towards the end. I originally wrote them for a friend (named Brian in the stori...

Maid in Charge Ch. 02

by Dazzle1 on Sep 17, 2017
BDSM

Suki was looking at some dresses, when Susan came in. "Hello Suki." "Mrs. King." "You can call me Susan, you are not working." "Thank you Susan." "Special occasion." The Asian nodded, "Interview." "Did Caroline let you go? "It was time. "Work for me, "The black woman offered. "It's not what you think." Susan slapped her, "You think you're too good...