mother son roleplays - Diaper Sissy

October 27, 2015

a pair of sissy pants in pink and white The lady was dressed in a frilly sissy panty that was pink and white in color and did not have any designs on it.

Published by Diaper Sissy at October 27, 2015

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Dressing Up My Little Baby

My little boy is so much better as a sissy in a dress. Brian turns into Briana like magic when I slip him into a lacy skirt and top. Briana squeals with delight at anything pink and loves to play with mommy’s makeup. I see how Briana looks enviously at my painted nails, but I can’t let her use my nail polish on her own fingers like she wants- she would make such a mess! My makeup is fine though. She’s darling with a bit of barbie pink lipstick on […]

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 […]

July 30, 2015

Published by Diaper Sissy at July 30, 2015

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Mommy for Diaper Girl

I have so many wonderful sissy boys in my nursery and I just love getting to play with them. I think it would be fun to have some time playing with a sweet diaper girl. She can join us while we play dress up and with all the toys I have for us. I can buy new outfits for my adult babies, the pair of them will look so pretty in their dresses and adult baby diapers! I would hold them to my chest and have them each latch onto […]