Latex Sissy Chastity Stories

20,354 results
Orientation
Length
Source
Infinite Scroll

A Flirting Wife and a Few Drinks

by LCsgardener on Sep 13, 2017
Exhibitionist & Voyeur

This story is based on fact. See if you can spot the point where fact becomes fiction. * It was almost 8pm one warm Tuesday evening in autumn and my wife Annie and I were expecting a casual friend to call in for a drink after dinner. A younger man than me, Tom was no pin up but, as Annie had confided, women found him attractive with his piercing blue eyes...

Taking the Lad out of Alladin Ch. 18

by CaseyHeart on Mar 16, 2020
Transgender & Crossdressers

I woke up the next morning with dried body fluids gluing me to the carpet and smelling like sex. My jaw was sore, my knees had carpet burns on them, my asshole felt like it had a sunburn, and my back hurt from sleeping on the floor. This was becoming kind of a habit. I sat up and took a deep breath, then clambered to my feet being careful not to smash my bal...

Serving Domina Ana Vex Pt. 03

by timroberts1098 on Sep 21, 2020
BDSM

Serving Domina Ana Vex: Six Months On By Tim Broussard We had developed a positive D/s relationship and, after we had met in person for 4 or 5 sessions, Mistress Ana invited me to move in as her 24/7 pet. As I was single with no mortgage or other encumbrances, I readily agreed. We verbally agreed to review things every 3-4 months. If requested, a no-fault...

Miss Victoria, Sex Therapist Ch. 03: Mark

by LilithDeVil on Sep 23, 2019
Fetish

Hello you naughty girls and boys! I think I will re-submit the missing chapter but now it will have to wait a couple chapters in line. For now we will leave Gregory for the time being as we learn a little more about Mark, who has already had several sessions with Miss Victoria. Tonight however, Mark is in Katherine’s hands. And that’s not all he will be ge...

Willing to Sacrifice

by Bowzer on Jan 27, 2020
Toys & Masturbation

"It's called a penis gag. How do you like it?" I stared at my wife with wide eyes. I had thought we were going to have a little fun, she had talked me into the four cuffs on our poster bed, my arms were pulled out to the sides, my legs were spread and fastened securely, and I felt like a butterfly pinned to a board. My upthrust penis, of course, would have...

Stolen Goddess Ch. 04

by chthonic1239 on Apr 3, 2019
Sci-Fi & Fantasy

"I have forgotten the name of my country," she said. "In fact, I do not think it even had a name. It was so long ago in my memory that Ancient Rome and Greece are dazzling, new, shiny cultures of such modernity. I don't believe there was such a thing as countries." Joel was tired from the day's work; exams and apprehension; and finally, the inevitable sprin...

Life and Time of Lady Vargos Ch. 12

by rik581 on May 7, 2019
Transgender & Crossdressers

"The Way Home" Martin made his way to the study which was also where he did his daily domestic chores of over seeing the manor. Actually the decision making process had already been done it just needed his signature, but he reviewed some of the documents anyway trying to find something that would help him escape his relationship with this man. The Baron was...

Mistress Diana Ch. 03

by NaughtyWhiteWife on Oct 6, 2020
BDSM

Mistress Diana entered the chamber where her servants had prepared her new arrivals. Rodney was strapped down to a table with his new chastity tube. His arms were bound over his head and his ankles were secured with shackles. They had shaved every hair off his body and it glistened from a cream they applied to his entire body. Mistress Diana rubbed his new...

Not Gay, Butt... Ch. 03

by Sacanaz on Sep 19, 2017
Anal

Strap On Time Part three of "Not Gay Butt.." follows Ron and Jessica as they adventure further into their new found sexuality. Jessica had already talked Ron into accepting a vibrator anally, and she had finally been able to get pleasure from being butt fucked. They had decided to buy a strap on for her to use on his ass, but with all of their experimentati...

Miss Olivia's Chair

by RedHawke on Sep 19, 2017
BDSM

Miss Olivia was busy applying a leather belt to the ass and legs of her favorite slave, Petra, who was hanging red-faced and helpless by her breasts in Miss Olivia's dungeon. A chime rang, announcing the arrival of a guest to the mansion, but Miss Olivia did not slow down or hesitate for a second, knowing that Bailey would answer the door promptly Bailey cer...