mommy role play - Diaper Sissy

October 26, 2015

Back to school time is a special occasion for everyone. Back to school is still written on the blackboard in the image.

Published by Diaper Sissy at October 26, 2015

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A Fun Weekend with Mommy

Just this weekend, I finally followed through and taught my son how to suck his daddy’s thick cock so that he can be a good little sissy slut. First, I told him his daddy likes his girls to be very pretty, and that if he wanted to be like mommy, he would have to be very pretty too. I had him strip down and put on a pair of lacy, black panties and a pretty bralette. My baby boy’s pretty clitty is so little it fits nicely into the panties, […]

October 25, 2015

A girl's gown is shown in the image, and it is very pretty in light pink.

Published by Diaper Sissy at October 25, 2015

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Perfect Sissy Boy

I got the chance to play with the most well behaved little sissy boy the other day! He told me that he just loved to be put in adult baby diapers. They got him so excited! Well knowing that, I made it my personal mission to have him make a big mess of a certain sort in his diaper for me. He listened to everything I said, and when I had him lay across my lap and give him a few hard spankings just because I can, he could hardly […]

October 18, 2015

Boy Sissy Sex The boy was dressed in a sissy outfit with high-heeled slippers and tights.

Published by Diaper Sissy at October 18, 2015

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Cloth or Disposable

During my time as an ABDL mommy, I have come to realize that there are all sorts of preferences out there when it comes to having all sorts of diaper related fun! One thing that I am always sure to ask my adult babies when we first start out is what type of diaper they prefer! Most of my diaper lovers enjoy both cloth and disposable diapers, but many of them also have one that they really enjoy wearing more than the other. Being on the outside looking in, I […]

October 11, 2015

A stylish girl is posing for the photoshoot, and she is lovely. She displays her sexy hips.

Published by Diaper Sissy at October 11, 2015

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Sharing Mommy’s Pet

Tonight’s a big night for you, Little Miss! I’ve picked out lots of pretty Sissy dresses that I think you’re going to love, and a bunch of frilly panties and bras to match! We’re going to get you all dressed up and then some of Mommy’s friends will be coming over to help me take care of you. We’re all going take turns breastfeeding you, holding you close to us as you suckle away on our big, squishy tits. Once you’ve had enough of that, then it will probably be […]

October 11, 2015

Boy is laying in bed while attractive girl is dressed in Penis sexy material.

Published by Diaper Sissy at October 11, 2015

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Smelling Stinky Diapers

You are usually a very obedient and well behaved adult baby. Sometimes though, you make huge stinky messes in your adult baby diapers! That is not the problem, of course. I am a mommy and am always well prepared to get you out of that messy diaper and into a fresh and clean one at a moment’s notice! The real problem lies in the fact that you have figured out how to put off me finding out by not squirming around when you mess in them, and even making sure […]

October 4, 2015

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

Published by Diaper Sissy at October 4, 2015

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Sissy Slut

It is always so funny to me when little sissies try to deny that that is what they are. They will try so hard to convince me and other beautiful MILFs that they are men! Can you believe that? With their tiny little cocks, all they deserve is to have it hidden away from the rest of the world in a thick adult baby diaper. They come to realize and accept it once I have done my motherly duties and told them what is best for them. Eventually they come […]

September 27, 2015

A Nude Breast Nipple lady is sitting on the bed, showing off her nude boobs while wearing a sexy porn toy. The man is also nudely lying on the bed.

Published by Diaper Sissy at September 27, 2015

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Seductress Mommy Candy

I am 36 and what I love best is seducing a man much younger than me. You will grow to love everything there is about fantasy milf phone sex. It’s one of the hottest experiences you’ll ever have! I love stealing the virginity of a young boy because virgins are so cute and very eager to please! My neighbor has a gardener who just turned 18 so I told her I needed some yard work done. I just wanted to have him all to myself. When he came over I […]

September 26, 2015

Graney is lying down on the floor, wearing an adult big diaper in pink.

Published by Diaper Sissy at September 26, 2015

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Wearing Diapers With Mommy

As a special treat to my adult babies and diaper lovers alike, I think that it might be fun to get into something a little different one of these days. I was thinking about having a session in which I take my time taking care of whichever lucky ABDL gets to come and spend this time with me. I will take off that stinky diaper that they come to me in and gently wipe them down and make sure they are squeaky clean! After I get my nice big bottle […]

September 13, 2015

Published by Diaper Sissy at September 13, 2015

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Pretty Little Diaper Sissy

I am a loving, nurturing MILF. I do not like to have to repeat myself or raise my voice. Unless in a sexy role play, my typical demeanor is one that commands obedience and a submissive attitude. The perfect little sissy would know their place and acknowledge my full dominance over every aspect of their life without me ever having to utter a word. That is a tell-tale sign of a perfectly trained sissy slut. When mommy comes home from a long day and is tired, do you think she […]