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 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 […]
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November 12, 2015
He is a handsome man wearing a black clothing and wearing makeup.
Published by Diaper Sissy at November 12, 2015
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Forced To Be Pretty

You’re in big trouble now! Mommy Lauren caught you in the bathroom, playing with a lipstick she had left on the counter. She had always thought you were a big sissy and now she knows for certain. She’s not going to let you off the hook so easily. Mommy Lauren tells you to sit down on the toilet and stay still, she’s going to make you so pretty. She takes the lipstick out of your hand and tells you to pucker your lips. She applies a thick layer of hot […]
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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 […]
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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 […]
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September 6, 2015
Unfeminine Porn This is a product for adults. It has a black color.
Published by Diaper Sissy at September 6, 2015
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Mommy’s New Toy

“Come over here, sweetheart, Mommy has a surprise for you! You’ve been such a good little sissy that I’ve decided that it’s time you get to try your first cock! Now, go into your bedroom, get dressed in your prettiest outfit and don’t forget the lacy pink bra and panties I picked up for you last night!” A little while later, you’ll hear me coming up the stairs towards your bedroom. Three knocks on the door, and I walk in, carrying a black chest into your room with me. As you […]
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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 […]
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August 30, 2015
A girl is dressed in a small black gown that is both hot and sexy.
Published by Diaper Sissy at August 30, 2015
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Cuckolding My Sissy

I know you’ve been waiting for this all night; I heard you creep out of your bed, tip toe quietly to the bathroom, and crack open the door, and I knew just when to start undressing to make sure you got see everything. I started slowly, sliding down my skirt and revealing a tiny pair of panties, barely big enough to hide my pussy. Then my top came off to reveal my big, soft tits, my nipples barely hidden beneath a thin black bra. It got me so wet knowing that […]
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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 […]
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