sissification - Diaper Sissy

December 6, 2015

The banner for "Naughty Sissy" looked lovely and was pink in tone.

Published by Diaper Sissy at December 6, 2015

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Mommy Barbie’s Naughty Sissy

My sissy was so naughty the other day. I was changing her diaper and putting on a nice little dress and she just wouldn’t stop squirming. I know she was anxious because I was taking her to the park for the first time in her sissy dress, but that’s no excuse for being so rude while I was trying to make her pretty! I told her to relax the first time, the second time I told her that she really needed to calm down, and the third time I told […]

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 4, 2015

Published by Diaper Sissy at December 4, 2015

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You Big Sissy

You are a big sissy aren’t you? Always wanted to wear dresses, but never told anyone or ever tried one on until that first day in December. You saw me getting dressed for my Christmas party and I saw you peaking at me through the half opened door. I asked you if you liked my pretty, pretty, party dress and your eyes got real big and you nodded your head yes. You walked over to me and started feeling the pretty red satin material with your hands rubbing up and […]

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 […]

November 22, 2015

A Sissy Dress This is the adult dress for the little girl. Adult users are the ones who make use of it.

Published by Diaper Sissy at November 22, 2015

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Dressing Up Sissies

The holidays are upon us and as the time goes by and we get closer to Thanksgiving, Christmas Eve and Day, and New Year’s Eve, I keep thinking about how many pretty outfits and dresses I can put my little sissies in. Most of them are so very loving and obedient and they are always sure to be completely submissive to everything that I say or tell them to do. They never talk back or fight me on it when I tell them that I will be putting them in […]

November 21, 2015

The image shows a unicorn plush toy that appears to be a soft stuffed toy.

Published by Diaper Sissy at November 21, 2015

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Sissy’s Stuffed Toys

Mommy Lauren knew you were a sissy when she caught you playing with Barbie dolls. You knew that Mommy knew when she started buying you cute and cuddly stuffed animals! No more hard plastic trucks and wooden logs for you- now it’s all velvety soft dolls! What would you friends think if they saw your room now, with bright pink bunnies and fluffy unicorns? They’re so nice to play with! You can hug them as you fall asleep, lay back on them as a pillow, and have them dance around […]

November 8, 2015

A pink skirt with frills that was maintained on the floor was quite attractive to both see and wear.

Published by Diaper Sissy at November 8, 2015

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All Pretty in Pink

Part of being a good little sissy is making sure to always listen carefully and perfectly obey everything that mommy tells you to do. You are not to ask questions or talk back. You must always remember that I am in charge here, and the better you behave for me, the sweeter I can be to you! I know that the ruffled pink dress I picked out for you might seem scary at first, but there is a first time for everything! You’ve never had to be submissive in this […]

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 […]