sissification - Diaper Sissy

August 16, 2016

Published by Diaper Sissy at August 16, 2016

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Pretty in Pink for Graduation

Look at the way you sway in that pretty pink dress. I just bought you so much new sissy stuff for the play room. You’re gonna love it. You know I’m so proud of you for graduating Sissyfication college. I know it’s all you wanted. Now you’re the perfect little sissy slut mommy had always dreamed of you to be. I bet you can’t wait for our after party celebration just you and I. Mommy is gonna teach you how to use some of these toys. Oh but I’m sure […]

April 20, 2016

A Barbie Sex The lady was dressed in a barbie outfit complete with stockings and was walking around in pink high heel slippers.

Published by Diaper Sissy at April 20, 2016

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Small Penis Humiliation

I saw what you were doing the other day and I think it’s going to make for a great small penis humiliation and sissifacation phone sex story. You thought I was out at work didn’t you? Well I came home early and boy did I come home to a sight to see. I was about to walk into my bedroom when I heard something in there. I saw the door was cracked when I clearly remember shutting it when I left for work. I peeked my head in only to […]

February 13, 2016

The woman was dressed in a western costume, like a Sexy Clamor Lady.

Published by Diaper Sissy at February 13, 2016

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Just Another Cuckold

Well what do we have here? Oh it’s a cuckold. What a shocker. Let me guess you’re sitting there right now with your hand between your legs tugging on that pathetic chode of yours. You’re probably thinking about how hot it would be if you were here with me right now watching in the corner as I get fucked by real men with big cocks who actually know how to use them. Yeah your little useless pecker can’t compare to the thick hard throbbing rods needed to fill up this […]

January 18, 2016

In this image, a lovely girl stands in the room, wearing a lizabeth print dress and looking cute.

Published by Diaper Sissy at January 18, 2016

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Sissy Baby Fun

I love spending time with my favorite little sissy baby. Do you want to spend the day with Mommy? Lets get you dressed first. I pull out a pretty pink babydoll dress and you raise your arms so I can put it on you. I pull out a blonde wig and place it on you and a pink headband to match. You tell me you want to look pretty like mommy so I place some pink blush on your cheeks. I put on your shoes and socks and we’re ready […]

December 29, 2015

There are two women in this photo. One woman is standing on the floor and showing her pussy. She ties the baby bottle to her pussy, and another girl will suck the bottle.

Published by Diaper Sissy at December 29, 2015

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My Adult Baby Caught Wearing My Thongs: Part 1

I sometimes leave my Adult Baby home with the babysitter late into the night. I never worried, knowing he was safe and would be sleeping in his crib. Every time I got home the babysitter told me how quiet he was and just played in his room for most of the night. I would check on him, see him sleeping, and then after shutting his door, I would go undress for bed. I would sometimes notice panties missing from my top drawer, but I never thought much, just thinking I […]

December 10, 2015

There were numerous Christmas presents on the ground for the people.

Published by Diaper Sissy at December 10, 2015

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Christmas Surprise

Mommy was so excited Christmas morning. She and you had spent a lot of time putting strings of bright lights and pretty ornaments on the tree, and now there were big boxes wrapped in paper sitting beneath it. Mommy pulled out one of the boxes, one covered in long curls of ribbons, and handed it to you. Her face was radiant as she waited for you to tear off the paper and see what she had for you inside. You tried so hard to smile when you looked at all […]

December 4, 2015

There is one A Pretty Doll in this photograph.

Published by Diaper Sissy at December 4, 2015

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Mommy Got You a Surprise

Mommy tells you that she has a surprise. There’s something she’s holding behind her back, just out of sight. Can you guess what it might be? It’s nothing naughty or kinky. She has a big smile and is so eager to show you what she picked up special for you. It’s a dolly! Oh no! You try to smile, not wanting to disappoint your excited mommy. “What do you think? Isn’t it just beautiful? What will you name her?” You stumble over your words. She’s really pretty, mommy. Umm.. I […]

December 3, 2015

This photograph depicts Pioneer Park in San Diego, California, which is a lovely park.

Published by Diaper Sissy at December 3, 2015

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I love taking my little sissy to the park and showing her off to all the other Mommies. They’re always so jealous of me because my little sissy is so pretty and well behaved and obedient. They know that I could ask my sissy to do absolutely anything and she would do it right away. One of the mommies didn’t believe me though, so I decided to show her. I told my little sissy to get down on her knees and open her mouth. I told the other mommy she […]

November 28, 2015

A Pink Princess Dress The doll was dressed in a pink princess gown. It's standing close to the window.

Published by Diaper Sissy at November 28, 2015

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You’re Mommy’s Little Girl

Oh no! Mommy caught you trying on her pretty bra and panties set and now she’s decided that she’ll turn you in the baby girl that she’s always dreamed up. What started as a bit of curiosity is now going to become a lifestyle. Everyone is going to find out that you’re a big sissy! You only wanted to try on her sexy pink bra and panties once. That’s all! You liked looking at mommy as she got dressed because she looked so pretty with her big, milky white tits […]