Diaper Punishment - Diaper Sissy

January 31, 2020

A Diaper Sissy is posing for pictures while seated on the crib and dressed in a violet costume.

Published by Diaper Sissy at January 31, 2020

Sissy Princess Pottypants Gets Fussy

ohnny wanted to get up, wanted to spring out of the crib Aunt Brenda just placed him in and yell at her, tell her that she couldn’t tell him what to do! He really wanted to tell her that she couldn’t turn him into a sissy baby and call him Princess PottyPants… but last time he tried that all he got for his trouble was being put over her lap to get a spanking that still had his bottom sore from two days ago. He couldn’t believe that all 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 […]

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 […]

December 25, 2018

He wears pink clothing and the Swedish Diaper.

Published by Diaper Sissy at December 25, 2018

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

As he heard the women begin to yell, "Wet your diaper!," his embarrassment intensified.

Published by Diaper Sissy at December 13, 2018

VooDommy Mommy Pt 3

Esther carried her captive diaper boy to the conference room, letting all the employees see what had become of their asshole boss. He had gone from being a big, powerful man to a totally helpless adult baby, trapped by a sexy fetish spell from his voodoo dommy mommy. And that wasn’t all! For the final cherry on top of his predicament, Esther was turning him into a diaper sissy too! Placed on the conference table in front of all the prettiest women in his office, Michael felt the blush […]

December 13, 2018

A hot fetish boy exposing her penis on one side.

Published by Diaper Sissy at December 13, 2018

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 […]

September 19, 2016

A woman is standing on the ground, naked and showing off her large boobs. She has a sultry expression and is tightly pushing her boobs.

Published by Diaper Sissy at September 19, 2016

Diapered and Doodied

Looks like you have a big stinky in your ABDL diaper. I can see it peeping through the side of your leg holes. I really should get you in a new diaper. I really just don’t feel like changing your messy sissy ass right now. I’m pretty much done catering to your every “accident”. I feel like letting you sit in your nasty shitty diaper would make you learn from purposely having accidents. Another part of me just wants to change you into a new diaper and dress you up […]