Sissy Permanent Chastity Stories

27,304 results
Orientation
Length
Source
Infinite Scroll

Roman Holiday Ch. 02

by Miguel59 on Sep 19, 2017
Loving Wives

Going back through his papers I wondered who these men were he was corresponding with. They all seemed like minded sharing some version of the same fantasy. There were even a couple of swinger magazines. I looked through the pictures. There were lots of couples I discovered who were looking for a single man to satisfy the wife. I was relieved to see there wa...

The Farm Ch. 01

by Irish Moss on Sep 13, 2017
Erotic Couplings

The first time I visited The Farm I was around fourteen and on a retreat with our youth group. The big, old farmhouse and surrounding property are owned by a local church and rented out for retreats of all kinds. There is no actual "farm" per se, meaning the house isn't surrounded by fields, but it is very secluded and surrounded mostly by forest. After that...

Derek's First Encounter Ch. 02

by Miss-J on Sep 15, 2017
BDSM

This is a continuation of "Derek’s First Encounter" If you have not read the first story I recommend doing so before reading this chapter... Thank you to my readers, and I hope you enjoy this one, as much as the last. * * * * * As Derek packs, he thinks about the conversation he had with Miss J. He wonders to himself, will she make him stay naked all the...

When An Affair Is Fair

by snath on Sep 16, 2017
Romance

Even being baffled, I held on and battled. To get back my life's pride, Wiped my tears and smiled. The stories I hear, Everything is fair. Be it a ghastly war, Or, a mere love affair. ------------------------------ In the middle of the flight, Kiara woke up to go to the washroom. When she returned, she was too lazy to wriggle her way into the middle seat...

The Phone Call Ch. 03

by PhilosopherX on Sep 13, 2017
Erotic Couplings

Later that night, my phone rang. When I saw the number, my cock began to grow. After answering she cut off my hello with a breathless, "Oh god, you're so bad." She dragged that last syllable out into a whimper of a sound. "Am I?" I asked instantly both bemused and aroused. "How's so?" "Well," she let out a small giggle, "I came to your office to see you t...

Innocence Lost Ch. 34

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Innocence is lost in the country; there is much self-discovery and the less savoury aspects of country life are revealed. Innocence and Dodie didn't share very many interests in common, but one that they did and which Innocence was particularly keen on pursuing was a love for walking in the countryside which they often did together. It was lovely t...

No Going Back Ch. 37

by Devotedadmirer on Sep 16, 2017
Novels and Novellas

I woke the next morning a bit confused and disoriented. It took a few moments lying in bed with my eyes closed before I was able to piece together exactly what had happened in the past twenty-four hours. Once I had it all straight in my mind, I was still unsure what to think. I was somewhat horrified to realize what I had done, yet, I felt a strange pride ab...

No Holiday at the Beach Ch. 2

by Saoadora on Sep 13, 2017
BDSM

Part IV. Collared Mistress Wendy sat down and watched him closely as he removed his polo shirt, shorts and underpants. She made him just stand there, shifting a little nervously, naked except for the chastity harness. Her long legs crossed, Mistress Wendy afforded a beautiful view of her thighs beneath her sundress, which had hiked up a bit as she lounged b...

Mike's New Job Ch. 06

by andy_charles on Sep 14, 2017
Novels and Novellas

Tales From Sechs City -- Welcome to Sechs City, a wealthy, middle-class costal area of Western America in the state of California. A gorgeous, quiet largely uneventful place, people move to the city to follow their dreams, to live their day-to-day lives. It's almost too perfect to be true... * It was an incredible cliché, thought Kevin, in that the first...

A Pleasure Taken

by Leonie_Gaye on Sep 16, 2017
BDSM

This is an edited version of my first story submitted to Literotica. I welcome all feedback as it may help me to write better stories. But remember if you have nothing nice to say,keep it to yourself. Nasty is not helpful. Special thanks to Charliegutzache for all his help. * Blake and Leah had been together barely over one year, after meeting at a loc...