sissy - Diaper Sissy

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 […]

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 […]

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 […]

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 […]