September 24, 2015
A Hot Lady The woman was dressed in a pink western attire.
Published by Diaper Sissy at September 24, 2015
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Boy Clothes

Mommy’s little Sissy ABDL is in big trouble. I caught you wearing boy clothes. Sissy bitches like you don’t get to wear boy clothes. You are too much of a sissy  to dress like a boy, it’s princess dresses and panties for this sissy boy. How dare you think that you could ever be a boy. I have seen girls with bigger cocks then you. Mommy is going to have to punish you for being so naughty. I am going to make you stand out in front of the liquor […]
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September 13, 2015
Boy Sissy Sex The boy was dressed in a sissy outfit with high-heeled slippers and tights.
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 […]
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September 12, 2015
A Hot Lady The woman was dressed in a pink western attire.
Published by Diaper Sissy at September 12, 2015
Categories

Tiny cock

You know what today is Sissy boy?  its one of mommies favorite days.  This is the day mommy invites all of her friends over for dinner and play.  Mommy never has any female friends, we just don’t get along.  Mommy has lots of men she invites over.  We all have dinner together and when that is done I call down my sissy boy for my friends to play with.  First we strip you out of your pretty yellow dress.  Then remove the cute sissy diaper I made you wear.  Everyone […]
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September 11, 2015
The boy was dressed in a pink sissy adult dress, high-heeled slippers, and stocks.
Published by Diaper Sissy at September 11, 2015
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Teacher Takes Control

It was a normal day for me; I was in my classroom and working on the last of my paperwork when one of my students knocked on the door. I waved him in and couldn’t help but laugh when he entered the room wearing a frilly pink dress. He slowly walked up to me and started fumbling through some excuse about how he had lost a bet but I knew better.. He was a sissy, and no doubt, he was sent here for the humiliation he would endure walking through […]
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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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September 6, 2015
Wearing a pink dress, a fetishistic back girl flashes her bare butt.
Published by Diaper Sissy at September 6, 2015
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Be Mommy’s Perfect Sissy

It is so nice when I have a good little submissive to play with however I see fit. When they do not talk back or fight the things I say, I am one happy MILF. I have a big, lonely house. One thing I have been wanting to get into the house lately is a pretty little sissy girl to do everything I say without giving me any lip! I have all sorts of plans for her, mainly letting her know that no matter what, mommy is in charge! When […]
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September 4, 2015
A Hot and Sexy Lady stands in front of the photoshoot in a pink outfit. She looks hot and sexy.
Published by Diaper Sissy at September 4, 2015
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“Let’s go to the Mall”

  “Lets go to the mall”  Five words you dread hearing.  You know what this entails.  Mommy Susan dressing you up in one of her favorite sissy dresses with a matching bow and panties.  You don’t like going, you know people will stare at you and laugh.  Mommy Susan laughs with them, she lets them take pictures.  She even pulls out your tiny cock to show everyone.  Look at my little ABDL.  Look how tiny his sissy cock is.   Then it gets worse.  Mommy Susan takes you into a […]
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