Latex Sissy Chastity Stories

20,354 results
Orientation
Length
Source
Infinite Scroll

The Birthday Party

by today_i_am26 on Jul 27, 2020
BDSM

Chapter 1 - The Negotiation We sat, the four of us, in a coffee shop on the high street. To the causal onlooker, we probably looked like university students meeting their parents for a catch up. The reality was something quite different. My Wife, Goddess, Dominant, Keyholder, had answered an online advert on my behalf; a couple looking for a Sissy to att...

Jacki's Journey into Sissyhood Pt. 03

by jacki697 on Sep 18, 2017
Transsexuals & Crossdressers

This is the 3rd installment of the Jacki's Journey series. I'd like to thank those who were nice enough to add comments and feedback on the proceeding stories. I'll try and keep them cumming. ***** I had a couple days to evaluate Steve and Laura's offer and I was no closer to a decision than I had been. I went back and forth on the verdict. How was I goin...

More Domme Club: The Appointment

by NancyPan on Sep 26, 2017
Loving Wives

For this sequel to The Domme Club, I am switching the category from BDSM to Loving Wives. Seems that many of the stories in the BDSM category are more hard-core. And this story is about Loving Female Authority. As it is a sequel, the story is best read AFTER reading The Domme Club. Once again, all respectful feedback, as well as voting, is very much appr...

A Sissy's Forced Gangbang Pt. 03

by sissy77 on Jan 12, 2018
Transsexuals & Crossdressers

This is the final part of the 'A Sissy's Forced Gangbang' series. I received a lot of positive feedback for the first and second parts and I am very grateful for the same. As for those who requested the next set of events, I would like to apologize for the delay in writing this piece as I was preoccupied with a few other things including a few sissy encounte...

An Obsession

by Marcus_Cicero on Jul 30, 2019
Transgender & Crossdressers

It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla. Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...

My Sissy Life

by snorn on Nov 26, 2017
Transsexuals & Crossdressers

I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it. I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for th...

Dominatrix, In Trouble?

by handcuffz25 on Sep 17, 2017
BDSM

Dominatrix, in trouble? She did as she was told and turned off the ignition and dropped the keys out the window of her car. Her name is Jasmine. Princess Jasmine to be more specific, and she is a highly renowned dominatrix. Unluckily for Princess Jasmine is that she was on her way home from work and someone reported her car stolen. Which is why she finds h...

Feminizing First Step Ch. 03

by antares34 on Oct 21, 2019
Transgender & Crossdressers

(All characters are age 18+) *** I felt like I was losing control. My body and mind were becoming less and less masculine with every passing day. And I was secretly ENJOYING it. I couldn't help myself. Every time I looked in the mirror, I found myself loving the ever-changing reflection. First, my dyed pixie haircut. Then, my bikinis. Then, my nose, ear, a...

The Pantysissy Diaries Ch. 03

by JPantyboyVSL on Apr 23, 2019
Transgender & Crossdressers

This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapters 1 and 2 before reading chapter 3. ***** It was nighttime in NYC, and Jaymie and her 6 Mistresses had just left their apartment to head to Vic...

How I Became a Chastized Cuckold Ch. 08

by gizzard on Sep 26, 2017
Loving Wives

**Warning** This fantasy story series contains or will contain elements of Male Chastity, Orgasm Denial, Female Domination, Cuckolding, Interracial Sex, Bi-sexual Innuendo and Tendencies, Teasing, and BDSM Activities. If any of these topics are offensive you to, I recommend not reading. * Thin rays of golden sunlight glimmered through the bedroom window bl...