kink phone sex - Diaper Sissy

October 1, 2015

A Magnificent Dress by a Renowned Designer It was a very pleasant sight to behold, and the dress was looking so lovely.

Published by Diaper Sissy at October 1, 2015

Training My Sissy

I’ve got something special planned for you tonight, so why don’t you start by coming over here and sitting on the bed? I’m going to make you feel like such a pretty girl tonight, and you’re going to love me being your Mistress. It’s time to start the feminization process of your Sissy training; and I want to begin with getting you into these cute little panties and matching bra! So pull off your clothes.. and hurry up, or you’re going to get a hard spanking. Once you’re completely naked, I’m going […]

September 27, 2015

A Nude Breast Nipple lady is sitting on the bed, showing off her nude boobs while wearing a sexy porn toy. The man is also nudely lying on the bed.

Published by Diaper Sissy at September 27, 2015

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Seductress Mommy Candy

I am 36 and what I love best is seducing a man much younger than me. You will grow to love everything there is about fantasy milf phone sex. It’s one of the hottest experiences you’ll ever have! I love stealing the virginity of a young boy because virgins are so cute and very eager to please! My neighbor has a gardener who just turned 18 so I told her I needed some yard work done. I just wanted to have him all to myself. When he came over I […]

September 26, 2015

Graney is lying down on the floor, wearing an adult big diaper in pink.

Published by Diaper Sissy at September 26, 2015

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Wearing Diapers With Mommy

As a special treat to my adult babies and diaper lovers alike, I think that it might be fun to get into something a little different one of these days. I was thinking about having a session in which I take my time taking care of whichever lucky ABDL gets to come and spend this time with me. I will take off that stinky diaper that they come to me in and gently wipe them down and make sure they are squeaky clean! After I get my nice big bottle […]

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 […]

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

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 […]

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 […]

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 […]

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 […]

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 […]