sissification - Diaper Sissy

August 8, 2021

There was a girl wearing a pink outfit, and she is also wearing a pink outfit in Mommy Dresses.

Published by Diaper Sissy at August 8, 2021

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Mommy’s Good Girl

Do you have a sissy fetish? Do you dream about being dominated by a mommy and being dressed up as a pretty little princess? Does you clitty get hard and start to throb and drip with thoughts of being made into mommy’s little girl? Mmmm very very good! Mommy Candy likes dressing up her pretty little girl and parading you around for all to see. And through forced feminization, mommy can do just that. Mommy has lots of outfits to choose from, so many cute dresses with matching […]

May 30, 2021

There is Mommy's Sissy Baby room, which is pink in colour.

Published by Diaper Sissy at May 30, 2021

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Mommy’s New Sissy Baby

Mommy is home and she has a surprise for her little man. Mommy uses that term lightly, because soon you will no longer be mommy’s “little man”, very soon you will become mommy’s diaper sissy, Sissy diapers differ from regular diapers in the color and look. Mommy will have you in the cutest designs and the brightest colors. We want everyone to know exactly what and who you are. And pretty diapers aren’t the only change, mommy also has all sorts of panties and plastic panties for that […]

June 7, 2020

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

Published by Diaper Sissy at June 7, 2020

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You Need To Be Turned Into A Sissy Baby

It’s time to get you dressed to go out for the day, little sissy baby. I want you to be so sweet and adorable that all the other mommies will be green with envy! I’m thinking that a pink and white dress with the poofiest little hem is exactly what I want you in, right along with your diaper and a pair of sheer tights. Of course, the dress is short enough to show your diapered sissy bottom to anyone that takes the tiniest glance in your direction. Oh, and […]

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 […]

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 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 30, 2019

Stepmother wearing pantyhose while waiting for dig Bick boy

Published by Diaper Sissy at June 30, 2019

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Showing Off Sissy

“Come on out, dear!” You can hear her calling you from the living room, followed by a bunch of excited giggles from her friends. Running your hands down the front of your short, pleated skirt you wonder how much more of this sissy humiliation you can stand. Here you are, dressed in an adult baby diaper, plastic pants, and oh so short pink skirt and matching blouse, about to walk down the hall and present yourself to your sadistic girlfriend (now your Mommy!) and her attractive female friends, the kind […]