mommy role play - Diaper Sissy

December 13, 2020

Additionally, the bottle was really attractive. It is a Sissy Infant empty transparent baby feeding.

Published by Diaper Sissy at December 13, 2020

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A Reminder to All Sissy Babies

Hey all of you naughty little sissy babies out there… I have eyes everywhere, you should all really know that by now… But it has been made very clear that not everyone does know that, and it is really a shame because now I am here to remind you of what you will have to face if you continue to disobey my rules and cause trouble when you think that I am not around to catch you in the act! This hot ABDL Stepmommy has plenty of friends all over […]

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 […]

July 5, 2019

There is neither a ruffle nor a diaper sissy on the light pink ruffled panties.

Published by Diaper Sissy at July 5, 2019

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My Sissy Baby Girl!

I have a pretty pink dress, a lace bonnet with a wide ribbon to tie underneath your cute chin, a pair of shiny white leather buckle shoes, lacy anklet socks, some ruffled pink diaper covers, and of course, a pink princess diaper. It’s all for you! You, silly thing, are going to be by sweet sissy baby girl and that means that around the house you don’t wear a thing that is cute as a button. Some days I might want you to waddle and crawl around, a pacifier in […]

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 […]

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. […]

July 1, 2018

One girl is lying in bed, while another is changing her filthy diaper.

Published by Diaper Sissy at July 1, 2018

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Diapered By Your Wife

I’m here to watch you tonight, sissy baby, and make sure you don’t get into any trouble while your wife is out with her new sexy stud boyfriend. Ever since she discovered how real men fuck her, as opposed to that lacking little baby cock of yours, silly cuckold baby, she’s been craving it more and more. And that adult baby diaper she puts you in every night is starting to feel like home, isn’t it sissy? Haha aww are you crying, whimpering like needy diaper slave you are? How […]