Sissygasm Chastity Stories

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Family Business

by fantaseeboy on Jul 27, 2020
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** Laying on my bed in my room in my mom's trailer, my laptop was set on the table beside me with my webcam aimed where I lay. White, satin, bikini panties were looped around my left ankle. The snug-fitting, stretchy crop top clung to my narrow, smooth chest and left my midriff bare....

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...

Helen Ch. 11

by Philippasubmaid on May 14, 2018
Transsexuals & Crossdressers

This story is a graphic tale of a Dom and his very submissive transgendered males. If you are offended by tales of BDSM and sex between consenting adults then read no further ......... other wise enjoy It is best if read with previous chapters. Feel free to leave honest comments or suggestions, it really does encourage those of us who write to continue......

Sissy Slave

by mikedoreilly1973 on Nov 24, 2018
Fetish

It was late friday night, and Mike had just gotten home from work, he was tired and filthy from work and decided to take a much needed shower, he went to the bathroom and noticed the door was slightly ajar, he peeked inside and saw his 18 year old daughter Samantha taking a shower. Samantha was his daughter from his previous marriage which had ended badly wh...

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Remote X

by andrewknows on Jan 30, 2021
Science Fiction

This Science fiction interactive story is about the Remote with ultimate powers that brings wonderful adventure with it on earth. CAUTION FOR READERS: Please don't be mean to anyone regarding their English skills. Just enjoy good stories without boundaries. There is a great alien planet called Golden Heaven of Proxima (GHP) located in the nearby solar system...

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Miss A's New Play Thing Pt. 03

by Pornenthusiest on Dec 2, 2019
BDSM

Alex, the 23 year old virgin, had just left his first session with his new Mistress, Miss A. He left chastised, blackmailed and with a new obsession with feet. Chapter One: The Envelope Alex had gotten on the bus, it was his first time in public wearing his chastity cage and he was very self conscious about it. He thought he could hear the lock click agai...

A Sissy Fantasy

by Sissy_Jeanette on Mar 30, 2020
Transgender & Crossdressers

My darkest fantasy has come true. I'm now a slave to a dominant couple. My ex-wife and her new boyfriend have taken me in, and in return I am dressed as a girl always and their maid and sex slave. Frilly panties, stockings and skirts, babydoll t-shirts, and a blonde wig are parts of my new uniform. Also I now wear a stainless steel chastity cage now encasing...

Cuckold Hypno Assignment

by DivinaTellsAll on Jan 1, 2019
BDSM

My name is Divina. I serve Goddess K. and Madam Vega. I am on a journey to become their perfect sissy girl, and a cuckold slave to Goddess K (who is my wife). The following is a true story of an assignment given to me by Madame Vega, and carried out with Goddess K. Assignment: Watch cuckold hypnosis video pornography, with my chastity cage locked and and...

Making Holly

by Sissyhalo on Sep 19, 2017
Transsexuals & Crossdressers

My name's Jamie and I moved back to my hometown. I had a lot of bad memories here and most of them stemmed from being bullied in high school and a lot of that came from Holt Thompson. A loud mouthed jock in school he was the center of the basketball team and really, really arrogant. I was a geek, a comic kid and dungeons and dragons kid and all that stuf...

Descent into Submission Ch. 04

by Cyanlot on Mar 26, 2018
BDSM

Chapter 4: End of the Day Rewards When I got home, Charly was already there. Normally, she'd be in kitchen starting on dinner. We usually cooked together, but whoever got home first started. Tonight wasn't a normal night, though. Charly was in the living room, with a glass of wine in her hand. "What are you cooking me for dinner tonight, Honey?" she said a...