sissy - Diaper Sissy

December 29, 2019

For the photo session, a Diaper Sissy is positioned on the ground while standing.

Published by Diaper Sissy at December 29, 2019

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Good Little Diaper Sissies

Behind every perfectly trained and behaved diaper sissy is the firm and loving hand of an ABDL Mommy who made them that way! In the heat of the moment, when a sissy gets in trouble and is bent over Mommy’s knee with their frilly girly dress hiked up over their shoulders, it can be very hard for them to remember that everything that Mommy does for them is in their best interest! When they get their spanking and those bottoms are red and hot, bearing two hand prints on those […]

December 26, 2019

Standing on the ground wearing the white diaper is a feisty grandmother.

Published by Diaper Sissy at December 26, 2019

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Sissy Baby Turned Into Sissy Puppy!

Michael eased down on all fours, leaning forward so that his bottom lifted up into the air, his sissy dress falling down a bit to his waist. He started to lap at the dog bowl full of baby formula that Auntie Brenda had put down for him, licking it clean, then switching over to doggie bowl with pureed baby food right next to it and gave that one the same treatment. He had been a naughty sissy baby, and his auntie decided that some humiliation punishment would be just want […]

December 1, 2019

She is wearing a white diaper and a Sissy Faggot diaper man is seated on the bed.

Published by Diaper Sissy at December 1, 2019

Cock Lovin’ Sissy Faggot

I am always surprised with just how many diapered sissy faggots there are. Most of them walk around all day fooling people, having them convinced that they’re regular men, instead of cum hungry little faggots that love to get fucked in their diapers! They even try to fool themselves for a little while, but those thoughts of thick cocks, thicker diapers, and getting fucked properly are never too far from the front of their minds. They love the humiliation of being dressed in pretty feminine things with a diaper underneath, […]

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 […]

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 […]

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 […]

March 16, 2018

Gaynor and Dyllis Display the Ladies The lady said something to those two ladies, and their expressions changed.

Published by Diaper Sissy at March 16, 2018

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Sissy Baby Girl

I don’t see any big boys here, just a little sissy baby girl. So why are you still dressed like that, dollface? Strip for Mommy this instant! I have a whole wardrobe of ruffly, frilly, lacy dresses with your name on them. And that wittle bitty dicklette will be locked away in a pretty pink chastity cage, no more playing with your sissy button, Mommy owns that nub now. We have a party to get to so quit your dawdling and get dressed in the outfit I have picked out […]

June 18, 2017

A front and black diaper girl is barefoot and standing on the ground.

Published by Diaper Sissy at June 18, 2017

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Abduction Fantasy!

You was walking down the street when all of the sudden you look around and you see this me walking up to you, once up to you i start talking to you and then have you smell my perfume which happens to be some chloroform and you immediately go unconscious two other girl and I pick up your limp body and place you in our car and drive you to the our dungeon When we get you inside we strap your hands and feet down and slide on an adult […]