fun - Diaper Sissy

March 19, 2026

a diapered sissy goes to the store with mommy

Published by Diaper Sissy at March 19, 2026

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Sissy Training

Sissy diaper training, sissy mommy takes me shopping

I woke up in my crib wearing the cutest baby pink satin dress Mommy picked out. It’s all poofy layers of chiffon and tulle that swish and rustle every time I toddle, with tiny white lace hearts sewn along the hem like they’re giggling at me. Underneath? My thick, crinkly diaper, the kind with the little teddy bears on the front so everyone knows I’m a little sissy baby, and the frilliest pair of panties ever, pure white with rows of baby pink ruffles that peek out no matter how […]

March 13, 2026

sissy shows off her training to mommy and her friends

Published by Diaper Sissy at March 13, 2026

Categories

Sissy Training

Sissy showing off training

It started with Mommy calling me into the living room, her voice like warm honey. “Come here, my precious rose bud,” she cooed, and I waddled over in my fluffy pink dress, the one with layers of lace that swish swish against my thighs. The fabric is so silky, hugging my curves in all the right places, making me feel like a dainty doll ready for tea time. Underneath, my lacy panties peeked out just a bit, all frilly and white with tiny rosebuds embroidered on them, but today Mommy […]

June 18, 2017

A front and black diaper girl is barefoot and standing on the ground.

Published by Diaper Sissy at June 18, 2017

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Abduction Fantasy!

You was walking down the street when all of the sudden you look around and you see this me walking up to you, once up to you i start talking to you and then have you smell my perfume which happens to be some chloroform and you immediately go unconscious two other girl and I pick up your limp body and place you in our car and drive you to the our dungeon When we get you inside we strap your hands and feet down and slide on an adult […]

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

Categories

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 […]

July 30, 2015

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

Published by Diaper Sissy at July 30, 2015

Categories

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 […]

July 23, 2015

Published by Diaper Sissy at July 23, 2015

Categories

Adult Baby Diapers from Mommy

My ABDLs love their nice cozy adult baby diapers. I have so many stacks of cute diapers for you in the nursery I made just so you could be safe and have fun with me. I would love to spend some quality time playing dress up and dollies with a sissy boy. Maybe you just need someone to love on you while you suck on some big tits and take in the warm milk to fill you up when you’re hungry. Your crib and changing table are all ready for […]