dommy mommy - Diaper Sissy

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 […]

October 29, 2015

The lady had a pair of sexy bosoms and was dressed in a western attire.

Published by Diaper Sissy at October 29, 2015

Strap On Training

I think it’s about time for some good ol fashioned pegging phone sex. You lubing up that ass for me you little pegging slut? Mmm I’m going to stand behind that little ass of yours and put on my nice thick strap on. It’s the big black one just like you like it. I’m going to rub my big mushroom head all over that little puckered hole of yours. Are you ready for my cock? This is your training you little slut. You need to learn how to take my […]

October 11, 2015

A stylish girl is posing for the photoshoot, and she is lovely. She displays her sexy hips.

Published by Diaper Sissy at October 11, 2015

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Sharing Mommy’s Pet

Tonight’s a big night for you, Little Miss! I’ve picked out lots of pretty Sissy dresses that I think you’re going to love, and a bunch of frilly panties and bras to match! We’re going to get you all dressed up and then some of Mommy’s friends will be coming over to help me take care of you. We’re all going take turns breastfeeding you, holding you close to us as you suckle away on our big, squishy tits. Once you’ve had enough of that, then it will probably be […]

October 9, 2015

A girl is lying in bed, exposing her sexy boobs and looking lovely.

Published by Diaper Sissy at October 9, 2015

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Mother May I

Are you stroking your cock right now? You are? I didn’t tell you you could touch yourself now did I? Let me make something real clear right now. You’re about to experience the most intense orgasm denial phone sex you’ve ever had. And when you’re with me, I am in control. Your cock is my play thing. A simple object for my amusement and I will use it any way I see fit. You will crave release like a person would crave water in hell. Your balls will be blue […]

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 […]

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 […]

August 22, 2015

A Nude Ava Lady is posing for the photographs while sporting a stunning black attire.

Published by Diaper Sissy at August 22, 2015

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Cuckold Sissy Hubby

I bet you think your dick is great… well its NOT! It’s a tiny, little pee pee, and you are a pathetic little cuckold bitch! I’ve eaten fries BIGGER than your puny little pecker. And I KNOW you touch it a lot. There you are diddling your dick in the corner, how PATHETIC!!! But what I can’t understand is how you find the fucking thing! What do you use for a jock strap? A thimble and some thread? Oh wait… you have to be a jock to use a jock […]

August 15, 2015

A Sissy Girl is standing there wearing the pink robe and holding a purse.

Published by Diaper Sissy at August 15, 2015

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Turning Tough Boys Into Sissy Girls

Mmmm most of the time I’m just a loving, caring and sweet mommy, but sometimes I love to torture little boys. I mock them and tease them and turn them into little girls. The more girly the better. I buy my sissy babies little girl diapers with princesses on them. I dress them up in frilly bloomers and lacy dresses. Nothing is cuter than the boys I turn into pretty little girls. Cute pink shoes and your dark hair brushed so pretty. I lead them around the neighborhood and introduce […]

August 5, 2015

Published by Diaper Sissy at August 5, 2015

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Calling All Needle Dick Sissy Boys

I’m Miss Ava and I have always had a special fondness for little needle dick sissy boys like you. I know just how badly you need a confidant, sexy cuckold mommy like me. I know just what a big man baby like you needs. I mean lets face it your little inch worm sized dick is not of any use to me, but I do enjoy tucking your little nub between your thighs to form the perfect camel toe pussy. I love stripping you of what little dignity you have […]