January 27, 2019
he is an adult baby sissy diaper boy; please humiliate him.
Published by Diaper Sissy at January 27, 2019
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Forever A Silly Sissy Baby

You will always be a diapered sissy baby.  Everything that you wear will be lacy, frilly, super feminine and girly and sissified! You did try for awhile, and I know you wanted it to work, but there never was a chance that you could do it. So don’t feel ashamed about this, dear, it’s just your nature.  There’s no fighting who you are, so you need to embrace it!  Though you should always be horribly embarrassed with how your tiny sissy clittie always stays hard inside your diapers. I do […]
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June 17, 2017
In a standing stance, a man wearing an adult diaper.
Published by Diaper Sissy at June 17, 2017
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Sissy Slut Phone Sex

Who’s being a little diaper sissy phone sex slut? I think you are aren’t you! You love being a little diaper loving sissy and you love being Daddy’s little slut don’t you? Well Daddy’s cock is nice and hard for you are you ready to take care of that trouser snake? Daddy is going to sit in his recliner and drink beers with all his beer buddy’s while you get on your knees and service every single one of them. There you go bob your head up and down on […]
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September 11, 2016
A Lady Dressed as an Adult Sissy The lady was dressed as an adult sissy and was wearing a black stocking and high heel slipper.
Published by Diaper Sissy at September 11, 2016
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Sissy Diaper Phone Sex

Do you love being mommy’s little diaper phone sex fluffer? You know how much of a pillow princess mommy is and doesn’t want or need to be bothered with getting any of mommy’s lovers cocks hard so mommy can get fucked! No mommy would much rather have a little diaper fag phone sex whore like you be mommy’s little fluffer and get all of those cocks hard for mommy! Mommy is going to sit back and watch you suck all those cocks for mommy so mommy can get fucked! Your […]
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August 30, 2016
A fetish woman is posing for a picture while standing in a public area while donning a black stocking.
Published by Diaper Sissy at August 30, 2016
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Sissy Baby Phone Sex

Who all out there can say they’re ready for some sissy baby phone sex? Sissy adult babies are already fun to begin with but when they want to also be a lurks sissy slut with their mommy it makes them twice as fun to play with. Mommy loves pimping out her sissy adult baby slut to daddy and all of daddy’s friends too! Maybe you can be daddy’s good little sissy adult baby bitch and come out in nothing but an adult diaper and plastic panties that barely cover it. […]
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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 […]
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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 […]
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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 […]
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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 […]
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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 […]
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