Diaper Sissy - Diaper Sissy

November 5, 2015

In the image, there is a Sexy Lips that looks hot and sexy.

Published by Diaper Sissy at November 5, 2015

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Sudsy Bath with Mommy

You thought I didn’t know you were watching Mommy take a bath. But why do you think I left the door open a little bit? I slowly strip down naked and sink into the warm soapy water. Soft music is playing and the bath tub is surrounded by candles. I scoop up some of the soap bubbles and rub them over my large soft tits. I run my hands over my body and between my legs. I let myself writhe in the tub spilling some of the water over the […]

November 2, 2015

A Hot and Sexy Lady is standing on the floor, exposing her sexy boobs in a nude pose, looking hot and sexy.

Published by Diaper Sissy at November 2, 2015

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Public Diaper Humiliation

I got to talk to one of my callers tonight. He’s one of my favorite callers cause he’s a big diaper lover so you can bet that he really loves diaper lover phone sex. He called me earlier and was so excited to tell me about his day. You see he loves public diaper humiliation so he just got home from the store. He loves to go to this little ma and pa store since there’s this sweet little ol lady there who helps him every time. The first time […]

November 1, 2015

A Domination of Role Playing The thoughts on the wall are all black in colour.

Published by Diaper Sissy at November 1, 2015

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Bend Over for Mommy

You know what always makes mommy soooo happy? I think you might have an idea of what inside that naughty little mind of yours.. When mommy has had such a long and stressful day, nothing would be enjoyed more than coming home to see an obedient and willing little sissy on their hands and knees on the bed, bent over and waiting for mommy to come stuff a big strap-on deep into your ass. I can see you look back at me from where you kneel. You look so submissive […]

November 1, 2015

A gorgeous nude girl poses for photos on a bed. She's wearing all-white, including stockings, and baring her breasts.

Published by Diaper Sissy at November 1, 2015

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Your Phone Fetish

I am ready for any kind of fetish or fantasy you have in mind. I am such a horny MILF, I can never get enough, and I will do anything or anyone just to get off. Between you and me a lot of the time the nastier the better I like it, Say for instance you want me to be your mommy, my voice will be leading us into your fetish, my fingers would start to gently pinch my nipples through the lacey fabric of my short […]

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 31, 2015

Published by Diaper Sissy at October 31, 2015

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Halloween Fun pt 3

If you missed the beginning of this Halloween tale of helping some of my ABDLs dress up for Halloween. It starts in Phoneamommy.com and also is at abdlblog.com. Here I am telling you about how we helped Tina live out her adult baby life in public without anyone knowing she was. That is the greatest part of Halloween, being able to live your fantasy for a night. Well Tina makes such a beautiful adult baby. We decided to go all out. What do you think? She had a party to go to […]

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 27, 2015

A Sissy Barbie Girl the lady was dressed in an extremely deluxe version of a traditional white southern belle attire.

Published by Diaper Sissy at October 27, 2015

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Halloween for Sissies

It’s that time of the year! That enchanting smell that comes with fall weather, pumpkin spice lattes, and Halloween. What better opportunity is there for a sissy to go out on the town in the frilliest of gowns? Imagine how much fun you can have just preparing for the event. Going to the store and finding a Barbie pink dress with a full skirt so that you can wear a diaper underneath with no one the wiser. A trip to the makeup counter for a bright lipstick to match. After […]

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 […]