Sissy Jail Stories

17,389 results
Orientation
Length
Source
Infinite Scroll

Innocent Sins Ch. 08

by chezshirecat on Sep 16, 2017
Novels and Novellas

Thirty minutes later they walked into one of the more popular casinos. Heather made a point of hanging onto Jake's arm like she always did, even though she could tell he wished she'd give him some space today. She was determined to prove once and for all that she loved him and that he was the only man she wanted, or would ever want, and that he could trust h...

Winston's Witch Ch. 04

by Inosolan on Sep 16, 2017
Sci-Fi & Fantasy

(There will likely be a delay before i post any more; i've come to the end of what i had done already, and i need to make time to write more. (I promise that i do already know what becomes of Nicola and Diana, and of the town of Winston, Massachusetts. I just haven't written it down yet. Hang in there, just like Nicola and her friends, it's coming.) =====...

Jack and Diane Ch. 08-10

by torchthebitch on Sep 19, 2017
Non-Erotic

I apologise for the delay in submitting the next parts of this story. I got the dreaded blue screen of death and have had to rescue the story from a couple of sources. The final part is just being tidied up. Thanks to rpsuch for his comments and advice on technique. I haven't entirely implemented them here because of the hiatus but I haven't disregarded them...

Vacation Ch. 03: Background

by tedsgirl on Sep 25, 2017
Erotic Couplings

Ted and I had met back in 1982, I was living with a friend and her family in Virginia Beach, Virginia. I was living there rent free. I worked for her cleaning business. One day her and I were sitting round and glancing through a local sales paper when she found the personal ads. So she dared me to answer one, I looked through them and found one that really...

The Voyages of Luscious Lucy Ch. 03

by Tall_cool_one on Sep 14, 2017
Novels and Novellas

Chapter Three: What's In A Name? I'd be remiss if I failed to mention that I have, up to this point, had very little direction to my life. My only passion has been playing music, and there are those who say I'm fairly good at it. I am generally late for appointments and I really don't much give a damn if my bills get paid on time or not. Irresponsibility se...

Soames's Submissives: Cori

by justincbenedict on Sep 15, 2017
BDSM

Corisande breathed deeply, remembering. It had been so long since Soames had left. The last night he'd made a surprise visit, Cori had come in, dejected somewhat, from the supermarket. A project at work was not getting done fast enough, and of course although Cori was head of the group, she sometimes let her employees slack off and bully her. And then, of c...

The Marital Corporation Ch. 13

by sealawyer on Sep 16, 2017
Novels and Novellas

Synopsis: Peter has found himself and his family the target for homophobic vandals, but now he is beginning to worry whether the vandalism will lead to more serious problems. Desperate, he has contacted his gay friends, and they have set a trap for the vandals. A shot was fired. Peter has been advised to get out of town. Accordingly, he and Marge are going f...

The Trip Ch. 07

by StolenTurtle on Sep 14, 2017
Interracial Love

Chloe Adams was born in Cheyenne, Wyoming where she lived with her family until she turned eighteen. She was the youngest and only daughter of her parents' five children. Her family owned a well respected farm in the valley and daily life for her was not unlike that of a ranch hand on any other farm in the country. Growing up with four brothers had its shar...

The Pact Ch. 01

by ShyVixen33 on Sep 19, 2017
Romance

My heart thumped fast and hard in my chest, and I rubbed my hands carefully against the sides of my pants, hoping they were not as clammy as they were shaky. I got out of the car and walked slowly across the grassy hill of the park. It was a perfect day, weather wise. The sun was shining, with puffy white clouds that dotted the bright blue. I would have been...

Mirror Mirror Ch 10

by My Erotic Tail on Sep 12, 2017
Chain Stories

(I would like to thank all of those who wrote a chapter of "Mirror Mirror" making it an excellent chain story. Chapter 2 was even the chain story category winner for April 2004. I hope everyone gets a chance to read all the chapters and enjoys them as much as I have. Thank you, and enjoy this ending tale as the Mystery unravels.) "Mirror Mirror" Chain Stori...