humiliation - Diaper Sissy

January 31, 2016

A Big Diaper Boy is posing while sporting a white diaper and a t-shirt with a line design.

Published by Diaper Sissy at January 31, 2016

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Stinky, Sagging Diaper

Sometimes, an abdl mommy does not have to do a thorough diaper check to see if their adult babies have left a mess for them in their diapers… Sometimes, all it takes is a mommy looking up from her magazine to see her little one waddling around with a bulging diaper swinging and swaying between their knees. My is that full! Sometimes, even worse, a mommy will not even have to look to see that full diaper… Sometimes her nose tells her all that she needs to know when the […]

January 11, 2016

A Half Nude Boob Sex the lady was dressed in all black and was wearing stocks.

Published by Diaper Sissy at January 11, 2016

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Sissy Humilation

I love taking care of my abdl babies and nurturing them but there’s something about dominating my sissy babies that excites me and turns me on. I can be the sweet Mommy Lizabeth but when babies need to be disciplined, I have no problem switching it up, especially when it comes to my sissy babies. Sometimes my sissy babies have been bad and they get out of line. In this case, I like to dress them up in a pink baby doll dress, and pink diaper. To humiliate them even […]

January 4, 2016

Published by Diaper Sissy at January 4, 2016

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Diaper Boy

“Wow! Really? So this is why you wont have sex with me! Now I understand. I wasn’t the problem, you are! I can’t believe I find out that my husband is a diaper boy! Don’t look at me like that! Like you’re disgusted. I’m the one that just found my husband jacking off in his diaper. I thought that you didn’t find me attractive but I completely understand now. Is diaper sex what you want? If that’s the case, then I’m sure our sex life can be salvaged. If being […]

December 29, 2015

There are two women in this photo. One woman is standing on the floor and showing her pussy. She ties the baby bottle to her pussy, and another girl will suck the bottle.

Published by Diaper Sissy at December 29, 2015

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My Adult Baby Caught Wearing My Thongs: Part 1

I sometimes leave my Adult Baby home with the babysitter late into the night. I never worried, knowing he was safe and would be sleeping in his crib. Every time I got home the babysitter told me how quiet he was and just played in his room for most of the night. I would check on him, see him sleeping, and then after shutting his door, I would go undress for bed. I would sometimes notice panties missing from my top drawer, but I never thought much, just thinking I […]

November 1, 2015

A Sweet and Seductive Lady The woman was just partially clothed. And she has the appearance of a candy doll.

Published by Diaper Sissy at November 1, 2015

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Sissy Whorehouse Halloween

Oh man did I have the best halloween ever. There’s never a bad time to add humiliation phone sex to your holidays! This year I got to dress up my little sissy sluts and boy did we have some fun. Instead of a little haunted house we decided to turn our garage into a little Halloween sissy whore house. Instead of passing out candy we passed out blowjobs! My little sissy sluts all stood in a line on their knees as one guy after the other started coming up and […]

October 11, 2015

A stylish girl is posing for the photoshoot, and she is lovely. She displays her sexy hips.

Published by Diaper Sissy at October 11, 2015

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Sharing Mommy’s Pet

Tonight’s a big night for you, Little Miss! I’ve picked out lots of pretty Sissy dresses that I think you’re going to love, and a bunch of frilly panties and bras to match! We’re going to get you all dressed up and then some of Mommy’s friends will be coming over to help me take care of you. We’re all going take turns breastfeeding you, holding you close to us as you suckle away on our big, squishy tits. Once you’ve had enough of that, then it will probably be […]

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

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 […]