Chastity Sissification Story Stories

142,519 results
Orientation
Length
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Infinite Scroll

Captions and Kink Support

on Apr 22, 2025

This post collection is to help... A) Deepen your corruption into your kinks and fetishes B) Corrupt you into discovering new kinks and fetishes C) Train your body and mind to succumb harder and faster to your kinks and fetishes Each fetish will have post containing either a picture or a gif. And some text below. The text consist of either a short erotic sto...

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Snap! to it Divina

by DivinaTellsAll on Feb 12, 2019
BDSM

Writer's note: The following story is 100% true THE DRIVE The drive to Austin was 8 hours in good weather. Today it had been raining, and it was going to be 11 hours in the car, by arrival time. I was acutely aware of how long the car ride had been so far, for several reasons. The biggest of which was the overly-tight pair of pink sissy panties, curren...

My Sexual Fantasies

by Submissive Timmy on Sep 16, 2017
Letters & Transcripts

My Sexual Fantasies (OD Repost) I wrote this in November 2002 for my online journal on Open Diary. I'm posting this simply to have something posted. I do intend to actually write eventually. ***** I have a penis. Isn't that amazing? I also have two testicles. The flu had a stranglehold on them and killed my sex drive. But, I've since driven the flu off wi...

Tricked into Sissification

by AnalOnlySissy on Aug 4, 2020
BDSM

Rene: How do I get her to go out with me? Brittani: You dont! Hahaha. She is way too pretty for you. Rene: I know. It's just I really like her. Isn't there anything I can do? Brittani: I can put in a good word for you, but you have to do something for me. Rene: Oh that would be so great. I'll do anything please. Brittani: Hahaha you are such a pathetic loser...

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Everything Has a Price Ch. 06

by MALIBUMAN666 on Sep 14, 2017
BDSM

Author's note: This story doesn't seem to be as popular as some of my others, I don't know why that is particularly... it's a lot more 'real', certainly more 'real' than 'Owned!' or 'Out of Your Hands' which are both quite far-fetched really... It doesn't bother me particularly I'm just interested to know people's opinion and so I really do welcome your feed...

A New Start

by Stoked Flow on Jun 20, 2020
Transsexual

You spent most of your time at home playing video games and browsing the internet. You decided to take it easy after high school before deciding college was right for you. That was a couple years ago and now you sense a growing frustration within your mother. One afternoon after dinner, you found yourself suddenly sleepy and crashed onto the sofa. Your next...

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The Sissy Trap

by Slavedogg on Apr 29, 2025

As you struggle hopelessly your black leather restraints locked shut tightly making escape impossible. You have to wonder what you did to wrong to end up in this situation. Yes you wanted to be a sissy maid to a Dominant couple, yes you wanted them to use and humiliate you. You was the one to search and suggest this to your captors but now they are talking a...

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Short stories and other tales

by Mr_anderson on Apr 22, 2025

I wanted to make a story where I wasn't bound to any premise, so I created this one. Every path bellow is a different story, a different context or universe. Most of them will be one or two chapters long.What's next? Caged lust (chastity) Marked (slutification) The closests friends (unbirth)...

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Forgotten Hero

by Lustful Majesty on Dec 31, 2020
Cheating Spouses

The world outside of this dungeon no longer exists to you. Your life out there has become foreign from the indeterminate number of weeks that you’ve been down here struggling to keep your wits. Deviant monsters who want nothing more than to abuse your prone body lurk down every hall, and there is a constant test of faithfulness to your wife who awaits your r...

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Flowers For Pansy

by AmberFemXD on Sep 16, 2017
Transsexuals & Crossdressers

Daffodils were Pansy's favorite. To this day she is still a silly little flower gurl wanting, waiting, craving for another man to bring a fresh bouquet. But today was not an ordinary day. With the vacuum grinding and sucking and growling the knock on the door was just slightly audible. The little sissy . . . excuse me, pansy (she just loved being called a pa...