Diapered Sissy - Diaper Sissy

October 6, 2019

The man is sitting on a chair and wearing a lock, and there is a pink Sissy Chastity sex toy nearby.

Published by Diaper Sissy at October 6, 2019

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Sissy Locked in Chastity

All too often, a sissy will come my way with a grave misconception about just what they are permitted to do and what they are forbidden from doing. Too many sissies will assume that just because they may have been behaving lately, that they are allowed to take it upon themselves to decide to start playing with that little peepee. Sorry, sweeties! Wrong! That pathetic little thing belongs in one place and one place only: locked up tight in chastity! That look of disbelief and humiliation on their face when […]

September 5, 2019

She's approaching the car with a diaper and pink sissy dress.

Published by Diaper Sissy at September 5, 2019

What Type Humiliation Is Your Favorite?

I certainly know that for quite a few sissy babies getting humiliated can be a highly sexual experience for them, and there is not a thing wrong with that. It can be a lot of fun for me to tease, let me tell you! But for others, it’s never sexualized. Whatever embarrassing and mortifying things the sissy is told to wear or do, it’s solely about the humiliation and shame that comes along due to those actions. Sometimes it’s done publicly, other times in private, but either way the sissy […]

July 17, 2019

The white diaper-wearing Dildo fetish man is resting on the ground.

Published by Diaper Sissy at July 17, 2019

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Naughty Sissy Baby Fun

Sissy Baby Penelope wiggled back on her knees a little bit more, giving herself another inch or two to rock back on the suction dildo attached to the back of her crib. Her pussy was extra tight since her abdl diapers were down around her thighs so she couldn’t spread her legs out wider and that extra bit sliding deep inside, filling her pussy up even more drew a filthy moan from her mouth. She heard Auntie Brenda giggling a bit from where she was sitting in the nursery rocker, […]

July 15, 2019

Adults love Elastic Printed Diapers. In the photo, he is wearing a Pink Elastic Printed Adult Diaper.

Published by Diaper Sissy at July 15, 2019

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Boy Turned Baby

Recently in my neighborhood, a big beautiful house came up for sale. Every day there were people coming to take a look, and every day it sat empty, waiting on the perfect buyer to come along and make that house a home. It happened one day that a young man decided to purchase the house, and he promptly moved in and was knocking on my door one fine afternoon. When I opened, his face turned a very bright red, and he dropped his eyes to the ground. I was confused […]

June 30, 2019

Stepmother wearing pantyhose while waiting for dig Bick boy

Published by Diaper Sissy at June 30, 2019

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Showing Off Sissy

“Come on out, dear!” You can hear her calling you from the living room, followed by a bunch of excited giggles from her friends. Running your hands down the front of your short, pleated skirt you wonder how much more of this sissy humiliation you can stand. Here you are, dressed in an adult baby diaper, plastic pants, and oh so short pink skirt and matching blouse, about to walk down the hall and present yourself to your sadistic girlfriend (now your Mommy!) and her attractive female friends, the kind […]

June 15, 2019

He rubbed his thighs together as Mommy Tawny approached

Published by Diaper Sissy at June 15, 2019

Sissy Fucked in Diaper

Andrew rubbed his thighs together, barely hearing the crinkle from his plastic backed abdl diapers as he squirmed on the bed laid out on his back, watching Mommy Tawny walk towards him. Her strap-on was swaying in front of her, and he didn’t even try to look away, the thought of how good that dildo was going to feel inside him made his sissy pussy clench down on the plug inside it in eagerness. It felt so good that a needy moan slipped past his lips and his hips rocked […]

April 25, 2019

She felt warmth on the inner of her thigh and precum dribble down her clottier.

Published by Diaper Sissy at April 25, 2019

Sissy Babies Should Be Embarassed!

Judy couldn’t stop the blush popping up across her face and neck, her skin burning with humiliation as she listened to the clicks that came from between her legs as Aunt Brenda took pictures of her plastic adult diaper covers with her camera app. She squirmed a little bit, her tights rubbing against her legs, her eyes clinching tight while Aunt Brenda laughed at her! She couldn’t hold back a squeal when a hand smacked against her thigh, and she was told to stop moving…. She barely managed, but all […]

April 9, 2019

Published by Diaper Sissy at April 9, 2019

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Mommy’s Leaky Sissy

My naughty little diaper sissy just cannot get the hang of potty training! I’ve tried spankings, teasing, humiliation, and even the promise of some sissy phone sex with Mommy but nothing has worked to make her control her leaky ways. It is totally embarrassing for her when I dress her up in a big dirty diaper and take her out to see my domme friends. She whines and whimpers about how she can be a big girl this time and that she doesn’t need her princess diapers but we both […]

January 27, 2019

he is an adult baby sissy diaper boy; please humiliate him.

Published by Diaper Sissy at January 27, 2019

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Forever A Silly Sissy Baby

You will always be a diapered sissy baby. Everything that you wear will be lacy, frilly, super feminine and girly and sissified! You did try for awhile, and I know you wanted it to work, but there never was a chance that you could do it. So don’t feel ashamed about this, dear, it’s just your nature. There’s no fighting who you are, so you need to embrace it! Though you should always be horribly embarrassed with how your tiny sissy clittie always stays hard inside your diapers. I do […]