sissy baby - Diaper Sissy

March 6, 2026

Published by Diaper Sissy at March 6, 2026

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Sissy Training

Diaper Sissy training tasks

Hello my sweet sissy baby sisters and fellow diapered ones It’s me, your shy little Sissy Baby Rosie, coming to you straight from my frilly play corner with a heart full of sparkles and a very crinkly bottom. Today I want to share the softest, most amazing day I had following Mommy’s special tasks she gave me. She never scolds or hurries me, she’s always so gentle, like she’s tucking a tiny doll into bed. Even when I’m all by myself, her words make me feel safe and small, and […]

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 […]

October 18, 2020

A beautiful baby drawing of a girl wearing glasses in black colour stood out among the others.

Published by Diaper Sissy at October 18, 2020

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Diapered Sissy

A Sissy Boy for Mommy

Would you believe it if I told you that I got the most wonderful package delivered on my doorstep the other day? Now, I am not sure what exactly I did in order to get blessed in such an amazing and special way, but boy did I ever! I woke up and was having a hard time dragging myself out of bed. I just felt like I was in a funk or feeling kind of blue, so this little blessing could not have come at a better time for this […]

October 7, 2019

Changing Boy Domination boy is wearing a white diaper and is lying on the bed.

Published by Diaper Sissy at October 7, 2019

Diaper Daddy’s New Cock Sucker (part 1)

Brandon felt his mouth stretch wide around his new Diaper Daddy’s cock and couldn’t do a thing to stop a low moan from vibrating through his throat, making Daddy chuckle and grind his hips against Brandon’s face. Brandon wasn’t sure if he would have stayed away from his neighbor Brenda’s house if he’d known what was going to happen… or if he would have run over here. He had a party at his house last week and she must have taken a peek at his laptop. He hadn’t remembered about […]

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 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 […]

December 25, 2018

He wears pink clothing and the Swedish Diaper.

Published by Diaper Sissy at December 25, 2018

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Diaper Check for a Cuckold Husband

Do I smell something stinky? You went poopy in your diaper already, little diaper sissy? Well, shuffle yourself over here to I can give you a diaper check, see if that horrible smell really is you. I don’t care that my new boyfriend is here, I already told him about how you were my husband before, but you were horrible at it, so I had no choice but to turn you into my diapered sissy baby! So you are going to walk on over here, get your diaper checked, and […]

December 13, 2018

A hot fetish boy exposing her penis on one side.

Published by Diaper Sissy at December 13, 2018

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Are You A Little Faggot Too?

I have one caller who really doesn’t want to be a pathetic, diapered, sissy faggot, piss loving little toilet slave. He really doesn’t, tells me that all the time, but it’s usually whenhe has two or three super wet disposable diapers on that he’s humping and pressing his useless little clittie into while he’s stretched out in his bed. Some of the best parts are when he’s crying, telling me he isn’t a faggot, but I can hear wet squelching noises while he fucks his sissy pussy with a ten-inch […]