sissy - Diaper Sissy

December 13, 2020

Additionally, the bottle was really attractive. It is a Sissy Infant empty transparent baby feeding.

Published by Diaper Sissy at December 13, 2020

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A Reminder to All Sissy Babies

Hey all of you naughty little sissy babies out there… I have eyes everywhere, you should all really know that by now… But it has been made very clear that not everyone does know that, and it is really a shame because now I am here to remind you of what you will have to face if you continue to disobey my rules and cause trouble when you think that I am not around to catch you in the act! This hot ABDL Stepmommy has plenty of friends all over […]

October 18, 2020

A beautiful baby drawing of a girl wearing glasses in black colour stood out among the others.

Published by Diaper Sissy at October 18, 2020

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Diapered Sissy

A Sissy Boy for Mommy

Would you believe it if I told you that I got the most wonderful package delivered on my doorstep the other day? Now, I am not sure what exactly I did in order to get blessed in such an amazing and special way, but boy did I ever! I woke up and was having a hard time dragging myself out of bed. I just felt like I was in a funk or feeling kind of blue, so this little blessing could not have come at a better time for this […]

July 19, 2020

On the ground beside the roadside, a man who has been gendered is standing like a woman.

Published by Diaper Sissy at July 19, 2020

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ABDL Diaper Sissy Humiliation

Excuse you, little diaper sissy! Just what exactly do you think you are doing going through all of your ABDL Mommy’s panties, dirty and clean?! I can see you standing in my room next to my mirror, watching yourself bury your little face in my panties and give them good long sniffs. That pathetic little peepee of yours is already getting hard from the sweet smell of my pussy and your imagination running wild picturing me wearing those silky little panties. Well as flattering as that is, a sissy baby […]

June 13, 2020

A diaper for adults It was really good and secured with a lock and a blue cover.

Published by Diaper Sissy at June 13, 2020

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I am locking you in your diapers and you are not coming out

I am locking you in your diapers and you are not coming out. You will experience extreme diaper humiliation from me as that is part of your punishment for being a naughty little abdl baby. You were told not to release your piss from your clitty sized itty bitty pee pee yet you still pissed yourself without my permission. How dare you release yourself, you fucking little drippy diaper sissy cunt whore! You thought it was a good idea just because you were getting a headache and experiencing severe cramping […]

April 25, 2020

One Panties Man is standing on the ground and wearing colourfully designed underwear.

Published by Diaper Sissy at April 25, 2020

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Diapers on Order

Little JJ is at home locked in his room by himself. He is glad because he doesn’t want anyone to know that he is a diaper lover He is anxiously waiting for the delivery driver to arrive. Praying continuously that on one will come home before his package arrives. The tension just builds more and more with each passing second feeling like hours if not days. I am going to get caught, he thinks to himself. If anyone one finds out I will be completely humiliated. And although, this […]

January 27, 2020

Cross-Dressing Fantasies He is a feminism man, and he is standing on the ground while sporting a black attire.

Published by Diaper Sissy at January 27, 2020

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Sissy Cock Sucker

I used to have this guy I would let take me out on a date once in a while. He ended up being a complete and total waste of time, but I never knew just how much of a weakling he was until the time we got mugged by a huge thug in an alley leaving a cafe one night. He cowered and cried in front of the man, shaking in his loafers and even going so far as to move behind me to shield himself from potential danger! I […]

December 29, 2019

For the photo session, a Diaper Sissy is positioned on the ground while standing.

Published by Diaper Sissy at December 29, 2019

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Good Little Diaper Sissies

Behind every perfectly trained and behaved diaper sissy is the firm and loving hand of an ABDL Mommy who made them that way! In the heat of the moment, when a sissy gets in trouble and is bent over Mommy’s knee with their frilly girly dress hiked up over their shoulders, it can be very hard for them to remember that everything that Mommy does for them is in their best interest! When they get their spanking and those bottoms are red and hot, bearing two hand prints on those […]

December 26, 2019

Standing on the ground wearing the white diaper is a feisty grandmother.

Published by Diaper Sissy at December 26, 2019

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Sissy Baby Turned Into Sissy Puppy!

Michael eased down on all fours, leaning forward so that his bottom lifted up into the air, his sissy dress falling down a bit to his waist. He started to lap at the dog bowl full of baby formula that Auntie Brenda had put down for him, licking it clean, then switching over to doggie bowl with pureed baby food right next to it and gave that one the same treatment. He had been a naughty sissy baby, and his auntie decided that some humiliation punishment would be just want […]

December 1, 2019

She is wearing a white diaper and a Sissy Faggot diaper man is seated on the bed.

Published by Diaper Sissy at December 1, 2019

Cock Lovin’ Sissy Faggot

I am always surprised with just how many diapered sissy faggots there are. Most of them walk around all day fooling people, having them convinced that they’re regular men, instead of cum hungry little faggots that love to get fucked in their diapers! They even try to fool themselves for a little while, but those thoughts of thick cocks, thicker diapers, and getting fucked properly are never too far from the front of their minds. They love the humiliation of being dressed in pretty feminine things with a diaper underneath, […]