AdultBaby Sissy - Diaper Sissy

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 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 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 […]

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, […]

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 […]

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 […]

June 19, 2017

Published by Diaper Sissy at June 19, 2017

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Daddy Fucks his Sissy

Daddy loves to fuck his little sissy. He use to have a son, but one day Daddy caught his son trying on mommy’s panties. Right then Daddy decided that he was going to force his son to become a sissy and force him to love Daddy’s cock. Daddy started by forcing his sissy in training to always wear skimpy lingerie that showed off his little sissy ass and boy clitty. Daddy would always smack that cute ass then force his sissy on his knees to suck Daddy’s cock. Soon his […]

January 28, 2017

A Diaper Sissy: The lady was dressed as a diaper sissy in a diaper sissy dress with white stocks.

Published by Diaper Sissy at January 28, 2017

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Forced Phone Sex Sissy

Look at you walking in here, dressed like a man! Hoodie, jeans, and some sneakers…why are you trying to hide? We both know what you really are, and everyone else should know that too. The clothes you have on just don’t feel right, do they? Take off that ill-fitting, pathetic costume and go change into your real clothes! I laid out your good clothes across your bed; go change into them now, with no arguing. I want to see you come back out in the pink frock with the colorful […]