February 20, 2026

New Year New Rules for Mommy’s 2026 Sissy Training

Well here we are in 2026 and Mommy has been busy putting together some new rules for all her sissy babies. If you thought last year was intense, you haven’t seen anything yet. The mommies at Diaper Sissy have been talking and planning and let’s just say there are some exciting changes coming to how we train our little ones. First up, we’re getting even more personal with our sessions. A few of our mommies have started keeping detailed notes on their regular callers. That means when you call back, […]
April 10, 2025

The Best Fluffy Padded Diapers for Every Diaper Sissy

If you’ve ever spent an hour online trying to figure out which adult diapers are actually worth buying for your sissy time, you know the struggle is real. Not every diaper is created equal, especially when you’re looking for that perfect combination of thick, crinkly, and absolutely adorable. Let me break it down from someone who talks to diaper sissies literally every single day. First off, if you want that authentic baby feeling, you want something with serious padding. The thicker the better. A lot of our callers swear by […]
October 18, 2021

Granny Minnie’s Sticky Sissy

I am Granny Minnie and I used to be the nanny for little Winnie.  Little Winnie has a little ittie bittie clitty and she likes to dress up inside of it with a little diapie.  There are so many choices for her to choose from and it runs the gamut of what she will wear for the day. To decide what will be worn there would be a plethora of diapers to choose from.  Sometimes it would be cloth diapers that were white and then other times it would be […]
February 6, 2021

Dana’s Domination

My sissy Dana has not followed instructions or listened to me all week which is so out of character for her to do.  It is as if she has been testing me to see what she could get away it.  I would ask her something and she would not respond and other requests that I made to her fell on deaf ears.  I have had my fill with her and I decided that today will be the day that I will administer on her a great dose of sissy diaper […]
December 13, 2020

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 […]
September 16, 2020

A Great Big Giant Sissy Shitter Gets Punished

So, do you really think that Dommy Mommy Scarlet is going to overlook the fact that you woke up with a giant load of shit in your diaper and some of it leaked out on your pretty princess sissy dress and then got mushed inside of your crib?  Absolutely not! This is the third time this week that this has happened and you will be punished for it.  Since you are a little sissy slut that has no consideration at all and it also appears to me that you have […]
July 19, 2020

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 […]
January 27, 2020

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

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 […]
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