sissification - Diaper 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 […]

March 24, 2019

solid black leather on one side & red padded garment leather on the other side

Published by Diaper Sissy at March 24, 2019

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Sissy Spanking Needed!

You have misbehaved and been a naughty diaper sissy, haven’t you? Running around, flirting with all the men, flipping your skirt up around them like a little cock tease! That is simply not acceptable, and you know that you are going to be punished for your behavior. Go ahead and kneel next to the bed, resting your arms across it to get in position for your well-deserved paddle spanking. You will count out loud every time I bring the paddle down on your bottom and at the end of your […]

January 27, 2019

he is an adult baby sissy diaper boy; please humiliate him.

Published by Diaper Sissy at January 27, 2019

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Forever A Silly Sissy Baby

You will always be a diapered sissy baby. Everything that you wear will be lacy, frilly, super feminine and girly and sissified! You did try for awhile, and I know you wanted it to work, but there never was a chance that you could do it. So don’t feel ashamed about this, dear, it’s just your nature. There’s no fighting who you are, so you need to embrace it! Though you should always be horribly embarrassed with how your tiny sissy clittie always stays hard inside your diapers. I do […]

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 […]

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 […]

June 17, 2017

In a standing stance, a man wearing an adult diaper.

Published by Diaper Sissy at June 17, 2017

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Sissy Slut Phone Sex

Who’s being a little diaper sissy phone sex slut? I think you are aren’t you! You love being a little diaper loving sissy and you love being Daddy’s little slut don’t you? Well Daddy’s cock is nice and hard for you are you ready to take care of that trouser snake? Daddy is going to sit in his recliner and drink beers with all his beer buddy’s while you get on your knees and service every single one of them. There you go bob your head up and down on […]

September 11, 2016

A Lady Dressed as an Adult Sissy The lady was dressed as an adult sissy and was wearing a black stocking and high heel slipper.

Published by Diaper Sissy at September 11, 2016

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Sissy Diaper Phone Sex

Do you love being mommy’s little diaper phone sex fluffer? You know how much of a pillow princess mommy is and doesn’t want or need to be bothered with getting any of mommy’s lovers cocks hard so mommy can get fucked! No mommy would much rather have a little diaper fag phone sex whore like you be mommy’s little fluffer and get all of those cocks hard for mommy! Mommy is going to sit back and watch you suck all those cocks for mommy so mommy can get fucked! Your […]