Diapered Sissy - Diaper Sissy

September 19, 2015

In this photograph, a Darkness can be seen, and a single boy is standing.

Published by Diaper Sissy at September 19, 2015

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Diapered Sissy

Are You Afraid of the Dark, Baby?

The dark… The place where our nightmares dwell. The area just beyond the edge of your bed is so very dark it sends a shiver down your spine. Are you afraid of what lies beyond what your eyes can see, my adult baby? You should be sometimes. Sometimes it’s monsters waiting to claim you as their dinner. Sometimes it’s human monsters that wish to hurt you against your will. But… Sometimes it’s me… I fill you with a delightful fear, don’t I? You never know what I might do when I […]

September 17, 2015

Published by Diaper Sissy at September 17, 2015

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Diapered Sissy

Mow my lawn

What a beautiful sunny day. I think mommy Susan needs to lay out on her lounge chair in the sun. The grass is so long though I really should mow it. But then again why would I do that when I have my little sissy here. You can go put on mommies favorite green dress she bought for these special occasions and then you can mow the front yard. The neighbors always love seeing you mow the lawn in that sissy little dress of yours. It’s so short everyone can […]

September 12, 2015

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

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 […]

September 10, 2015

The woman was wading while in black stockings and had a naked sex. She is currently seated on the sofa.

Published by Diaper Sissy at September 10, 2015

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Small Penis Humiliation

Mommy is finally home from work and you know what that means! It’s time for mommy to have some fun with her abdl! We play lots of games together don’t we? Well today mommy is going to play her favorite! It’s called find the pee pee! That’s right you have a tiny little peeny weenie don’t you? Aww it looks so cute nestled between your legs. I bet mommy could find it if she started rubbing it like a little clitty huh? That’s exactly what it is! A little clitty […]

September 6, 2015

A Hot Girl is in a nude pose and she appears to be hot and sexy.

Published by Diaper Sissy at September 6, 2015

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Mommy’s Dirty Panties

Well what do we have here? I was just about to finish putting your laundry away like the caring mother I am. But then I got to your underwear drawer and I was in for a surprise. I moved some of your briefs to the side to make more room when the back of my hand brushed up against something silky. I closed my fingers around the fabric and low and behold there are my pink panties I wore last night. I’m certain this isn’t a mistake because I put […]

August 24, 2015

Unclothed during the photo shoot, the blindfolded boy looks incredibly attractive and seductive.

Published by Diaper Sissy at August 24, 2015

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Don’t Tell Mommy

You have been such a good little sissy, that I’ve decided it’s time for a surprise. Your mommy and daddy are going to be gone for a while, so your wonderful ABDL babysitter went out and picked up a special outfit that I want you to wear tonight! After I strip you naked, I’m going to put a cute little diaper on you and help you into your new, tiny, lacy maid dress. I’ll help you slip into your new white stockings, slowly pulling them up on each leg, before […]

August 22, 2015

A Nude Ava Lady is posing for the photographs while sporting a stunning black attire.

Published by Diaper Sissy at August 22, 2015

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Cuckold Sissy Hubby

I bet you think your dick is great… well its NOT! It’s a tiny, little pee pee, and you are a pathetic little cuckold bitch! I’ve eaten fries BIGGER than your puny little pecker. And I KNOW you touch it a lot. There you are diddling your dick in the corner, how PATHETIC!!! But what I can’t understand is how you find the fucking thing! What do you use for a jock strap? A thimble and some thread? Oh wait… you have to be a jock to use a jock […]

August 15, 2015

A Sissy Girl is standing there wearing the pink robe and holding a purse.

Published by Diaper Sissy at August 15, 2015

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Turning Tough Boys Into Sissy Girls

Mmmm most of the time I’m just a loving, caring and sweet mommy, but sometimes I love to torture little boys. I mock them and tease them and turn them into little girls. The more girly the better. I buy my sissy babies little girl diapers with princesses on them. I dress them up in frilly bloomers and lacy dresses. Nothing is cuter than the boys I turn into pretty little girls. Cute pink shoes and your dark hair brushed so pretty. I lead them around the neighborhood and introduce […]