ABDL Sissy - Diaper Sissy

January 27, 2017

A Barbie Sissy Dress: An adult sissy garment that resembles a Barbie dress. It also has a great design.

Published by Diaper Sissy at January 27, 2017

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No Beauty Pageant For Sissy Baby!

Where do you think you’re going little missy? Did I tell you that you could go and try on your brand new dressed that you abdl mommy just bought? No I didn’t! Omg is that a huge stain on it!! I grab a hold of your hand and pull you over my lap and grab my belt and give you 30 spankings over my knee and then I am going to walk you over to the corner and make you stand in it! Such a bad girl! You better hope […]

September 19, 2016

In this picture, a woman is standing on the ground while half-naked and dressed in white pussywear. She is stroking her body and flashing her boobs, and she looks sexy.

Published by Diaper Sissy at September 19, 2016

Naughty Sissy!

What am I going to do to keep your hand out of your diaper? You know you are supposed to ask your Abdl mommy permission to make cummies! So now I ordered you something for you to put on and it is a big surprise my Sissy baby! Now come here now!! I am going to take off your Bambino teddy bear diapers and slide on your chastity device, afterwards I am going to make sure you won’t get the lock by wearing it around my neck for everyone to […]

January 13, 2016

In order to pose for the photographs, a Barbie Baby is donning a baby attire.

Published by Diaper Sissy at January 13, 2016

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My Adult baby Caught wearing My Thongs: Part 3

I could tell that he was slowly turning into the ABDL sissy I wanted him to be. I pushed him away from my moist cookie and Fina to get on all fours. I stood in front of him, took one of his pacifiers and put it in my pussy. I moved it around in there, in and out, coating the thing with my sweet juices. I then ordered him to open his mouth and I shoved the pacifier in there. I next took an old scarf and put it around […]

November 1, 2015

A Sweet and Seductive Lady The woman was just partially clothed. And she has the appearance of a candy doll.

Published by Diaper Sissy at November 1, 2015

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Sissy Whorehouse Halloween

Oh man did I have the best halloween ever. There’s never a bad time to add humiliation phone sex to your holidays! This year I got to dress up my little sissy sluts and boy did we have some fun. Instead of a little haunted house we decided to turn our garage into a little Halloween sissy whore house. Instead of passing out candy we passed out blowjobs! My little sissy sluts all stood in a line on their knees as one guy after the other started coming up and […]

October 29, 2015

The lady had a pair of sexy bosoms and was dressed in a western attire.

Published by Diaper Sissy at October 29, 2015

Strap On Training

I think it’s about time for some good ol fashioned pegging phone sex. You lubing up that ass for me you little pegging slut? Mmm I’m going to stand behind that little ass of yours and put on my nice thick strap on. It’s the big black one just like you like it. I’m going to rub my big mushroom head all over that little puckered hole of yours. Are you ready for my cock? This is your training you little slut. You need to learn how to take my […]

October 9, 2015

A Hot Lady The woman was dressed in a pink western attire.

Published by Diaper Sissy at October 9, 2015

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Canadian Thanksgiving

Do you know what this Monday is? It is Canadian Thanksgiving. And since mommy Susan is Canadian what better way to spend the day with my little sissy then to have a wonderful turkey dinner. You will wear your new sissy dress mommy bought for you. The one with the pink bows. And your new wig as well. I love how long and brown it is. My family can’t wait to meet you. I have told everyone about my little tiny cocked sissy. I may even let uncle Marv spend […]

October 1, 2015

A Magnificent Dress by a Renowned Designer It was a very pleasant sight to behold, and the dress was looking so lovely.

Published by Diaper Sissy at October 1, 2015

Training My Sissy

I’ve got something special planned for you tonight, so why don’t you start by coming over here and sitting on the bed? I’m going to make you feel like such a pretty girl tonight, and you’re going to love me being your Mistress. It’s time to start the feminization process of your Sissy training; and I want to begin with getting you into these cute little panties and matching bra! So pull off your clothes.. and hurry up, or you’re going to get a hard spanking. Once you’re completely naked, I’m going […]

September 12, 2015

Published by Diaper Sissy at September 12, 2015

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Tiny cock

You know what today is Sissy boy? its one of mommies favorite days. This is the day mommy invites all of her friends over for dinner and play. Mommy never has any female friends, we just don’t get along. Mommy has lots of men she invites over. We all have dinner together and when that is done I call down my sissy boy for my friends to play with. First we strip you out of your pretty yellow dress. Then remove the cute sissy diaper I made you wear. Everyone […]

September 11, 2015

The boy was dressed in a pink sissy adult dress, high-heeled slippers, and stocks.

Published by Diaper Sissy at September 11, 2015

Teacher Takes Control

It was a normal day for me; I was in my classroom and working on the last of my paperwork when one of my students knocked on the door. I waved him in and couldn’t help but laugh when he entered the room wearing a frilly pink dress. He slowly walked up to me and started fumbling through some excuse about how he had lost a bet but I knew better.. He was a sissy, and no doubt, he was sent here for the humiliation he would endure walking through […]