phone sex - Diaper Sissy

September 16, 2020

A Baby Man is laying on the bed, looking like a baby girl. He is lying there for a picture session.

Published by Diaper Sissy at September 16, 2020

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A Great Big Giant Sissy Shitter Gets Punished

So, do you really think that Dommy Mommy Scarlet is going to overlook the fact that you woke up with a giant load of shit in your diaper and some of it leaked out on your pretty princess sissy dress and then got mushed inside of your crib? Absolutely not! This is the third time this week that this has happened and you will be punished for it. Since you are a little sissy slut that has no consideration at all and it also appears to me that you have […]

July 19, 2020

On the ground beside the roadside, a man who has been gendered is standing like a woman.

Published by Diaper Sissy at July 19, 2020

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ABDL Diaper Sissy Humiliation

Excuse you, little diaper sissy! Just what exactly do you think you are doing going through all of your ABDL Mommy’s panties, dirty and clean?! I can see you standing in my room next to my mirror, watching yourself bury your little face in my panties and give them good long sniffs. That pathetic little peepee of yours is already getting hard from the sweet smell of my pussy and your imagination running wild picturing me wearing those silky little panties. Well as flattering as that is, a sissy baby […]

January 27, 2020

Cross-Dressing Fantasies He is a feminism man, and he is standing on the ground while sporting a black attire.

Published by Diaper Sissy at January 27, 2020

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Sissy Cock Sucker

I used to have this guy I would let take me out on a date once in a while. He ended up being a complete and total waste of time, but I never knew just how much of a weakling he was until the time we got mugged by a huge thug in an alley leaving a cafe one night. He cowered and cried in front of the man, shaking in his loafers and even going so far as to move behind me to shield himself from potential danger! I […]

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 […]

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 […]

March 24, 2019

solid black leather on one side & red padded garment leather on the other side

Published by Diaper Sissy at March 24, 2019

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Sissy Spanking Needed!

You have misbehaved and been a naughty diaper sissy, haven’t you? Running around, flirting with all the men, flipping your skirt up around them like a little cock tease! That is simply not acceptable, and you know that you are going to be punished for your behavior. Go ahead and kneel next to the bed, resting your arms across it to get in position for your well-deserved paddle spanking. You will count out loud every time I bring the paddle down on your bottom and at the end of your […]

September 16, 2018

A girl clutching a baby doll while donning a pink satin adult baby dress.

Published by Diaper Sissy at September 16, 2018

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Soaked Panties

Sissy Talia’s bottom lip trembled, the pouting wobble dangerously close to becoming a full on sob as she stood in front of her stern dommy mommy. In her sexy pantyhose and fitted, low cut dress, Mommy looked every bit as angry as she did beautiful. Even though she was being punished, naughty adult sissy baby Talia could feel her limp sissy clitty stir to life in her frilly pink panties. Mommy sighed and crossed her arms, shaking her head in disgust at the messy, piss soaked sissy standing before her. […]