MILF - Diaper Sissy

October 3, 2015

A Transparent Hot Lady can be seen seated at the table; she is dressed in all black, and she has a very seductive and alluring appearance.

Published by Diaper Sissy at October 3, 2015

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Share Your Story

I love being a strict disciplinarian to my adult baby. Aby needs a strict mommy just as much as they need a loving one. I am the perfect combination of the two. I love talking to my adult babies and sissies. I enjoy exchanging stories and sharing ideas. When did you first start wearing diapers? Do you wear twenty four seven? What’s your favorite baby outfit? Do you enjoy diaper punishment and discipline? Are you a diaper lover but don’t want to be a baby? What so you love about […]

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 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 25, 2015

Published by Diaper Sissy at August 25, 2015

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Sissified by Mommy Barb

Turning a naughty adult baby into a sissy girl does not always have to be done with domination as the motivation for them to be submissive to the idea. In fact, as my own mother always used to tell me, “you catch more flies with honey”. When you are sweet as pie, the babies often are sweet right back for you, making you taking care of them become much easier. I do my best to practice that method most of the time! I love getting to fill their nursery with […]

August 23, 2015

Published by Diaper Sissy at August 23, 2015

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Taboo MILF Phone Sex

Something that I have been coming across more and more often is cuckolding. Men seem to absolutely go crazy for the idea of their wife, girlfriend, or other intimate partner taking advantage of them and fucking other men. One thing they really love is when their woman takes their affair right before their partner’s very eyes… They seem to just absolutely love the thrill of seeing this other man fucking his wife right in front of him. Things can get heated and take an even sexier turn when we bring […]

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 […]