Chastity Clitty Stories

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Infinite Scroll

Created in the Image of a Superior Being Ch. 04

by alyssawinters on Apr 22, 2020
Transgender & Crossdressers

The name of the CD bar he owned was called 'Over the Blue Moon'. It was the name of the one and only play Gary Stanisloph Kowalski the owner had been in when trying to make it as a stage actor 16 years previous. If he got drunk enough like the character artfully portrayed by 'Brando' he would playfully cry out 'Stella...Stellll-aaaaa' to the amusement of his...

The Wedding Ch. 06

by betamale08 on Mar 30, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 6 -- Haberdashery, Hedonism and Highlights... We were into Patti's second week being overseas with Dean -- where by day they were supposedly riding around in expensive luxury cars yet by night? I had to figure, or it was safe to assume that is was more like Patti was riding Dean on their shared hotel room bed, stra...

Almost Damsel Almost in Distress

by shawnavinyltv on Jun 19, 2018
Transsexuals & Crossdressers

Finally! I had the day off from work and I planned to spend it indulging two of my favorite activities... crossdressing and self-bondage! I've been dressing since I was 10 years old, and about the only thing that was more exciting than getting all femmed up... was locking myself into some strict bondage and struggling to get free! I lived in a small apartme...

Useless Deku

by Smaldickloser on Oct 6, 2020
Fetish

Izuku was, at the moment, in his dorm room, lights off, the only source for it would be the computer screen on his desk, he was sitting in front of it. The sounds of something wet and slippery loud in his ears, his sighs joining the sinful sounds he was making. The screen of the computer was showing a woman being fucked by a big dicked man, some would call t...

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Sissified by Hypnosis

by Subkoksukr4u on Jul 16, 2019
Fetish

Reaching with just his tongue he licked the Big Black Cock in front of him. She was behind him, watching and fingering her moist pussy, reveling in his submission. He tasted the salty precum and let it linger on his tastebuds. It was his first cock of the night and he wanted to please his mistress. Being submissive did not come naturally for Matt or as he...

A New Beginning

by justincbenedict on Sep 17, 2017
BDSM

Parrish Pindler stood in abject pain as his testicles dragged, with the extensive weights attached to his chastity belt. Babs whacked the weights between Parrish's legs as he stood before her. "Yup, that fellow Copeland is a genius! I needed a little more vavoom to your chastity device, and this certainly has given you something to think about, huh babe?" B...

My Master

by SissyKaty on Mar 26, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** I pulled into the driveway to my house and I was disappointed to see my future mother-in-law's car in the driveway. "Oh great" I think sarcastically. I'm not looking forward to interacting with her so soon after getting off work. I had just come from a long day working in IT for...

Dinner Date with Mommy Pt. 04

by SissyStoryTime on Dec 3, 2018
Transgender & Crossdressers

Disclaimer - This story includes the following themes: Femdom, sissification, feminization, forced-bi, forced cum-eating, butt plugs, anal play, strap-ons, spanking, humiliation, CBT, chastity, and domestic servitude. If these themes do not interest you, then this story isn't for you, sweetheart. For everyone else... This is it. What you've waited for. Th...

A Week End with Mistress Pt. 03

by gasissynora on Nov 6, 2018
Transgender & Crossdressers

Dear readers this is part 3 of my first story and I hope you enjoy it. Your comments and suggests will be most helpful. I am planning on continuing the story if the feedback is positive. ***** Once we are on the way I feel a wonderful vibration in my ass. I then realize that the device Mistress inserted in my ass is remotely controlled. I sit back and enjo...

Neighbourhood Terror to Sissy Pt. 08

by Fibaro on May 20, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Chapter 9 Once off the bus Mark snuck to his house as good as he could. Hiding behind bushes and hedges whenever he spotted someone. He really didn't want to run in any of his neighbours with this big pink shopping bag. It would mean nothing but trouble since he realised f...