Diaper Sissy - Diaper Sissy

July 3, 2016

A sexy naked woman is seated on the ground wearing white underwear while posing for photographs.

Published by Diaper Sissy at July 3, 2016

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Public Punishment

So let me tell you how my date went the other night ! We went out to eat. By the way , I am a very demanding date! I gotta be in control at all times! Don’t think about making any decisions without me making them for you! Well, when was getting ready to leave i slipped him a bright pink package and told him to open it, right here at the table. Once he opened it he pulled out a pair of sheer pink panties and a nice butt […]

July 2, 2016

A humiliation girl is sitting on the couch, showing off her bare chest while donning white underwear.

Published by Diaper Sissy at July 2, 2016

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Diaper Humiliation !

Did you think that I didn’t see you with your hands in your Bambinos Diaper? Silly Sissy fag! Mommy sees everything. Since you wanna masturbate like a big boy, momma’s going to show you what it’s like to be one! We are going to have some fun with you !! First we are going to call daddy in here and have you play with Daddy! Would you like that Sissy fag ? I bet you would!! Oh look you getting a nice size hard on. Are you thinking of all […]

June 30, 2016

Published by Diaper Sissy at June 30, 2016

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Humiliating Sissy

Oh, you think I didn’t see you wearing that ruffly pink dress you little sissy boy. You thought I was out with my friends but no, I can’t believe my boyfriend wears dresses! And panties! I can’t wait to tell everyone. Oh…you don’t want me to tell everyone do you? Well then you’ll have to do something so I don’t tell. You’ll have to do anything I want or everyone’s going to know how much you love sissification and how much of a slut you are. Wearing hot pink lace […]

April 24, 2016

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

Published by Diaper Sissy at April 24, 2016

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Sissy Humiliation

You would do anything to make your mommy happy. You my favorite, obedient little sissy baby. I tell you that decided that its time for the world to know who you are. Your eyes get wide with fear. All you can think about is what your neighbors and coworkers would think. You’re a very powerful man in this town and being labeled as a sissy baby would ruin you. Of course humiliating you gives me pleasure so I shrug you off and tell you that if you don’t reveal yourself, […]

April 24, 2016

The woman was dressed in a western outfit and was participating in A ABDL Adult Baby Boob Sex.

Published by Diaper Sissy at April 24, 2016

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Sissy Chastity Phone Sex

This abdl mommy has spent quite a lot of time around you and I am well aware of exactly when you are looking at me with a naughty and lustful expression on your little face. Your cheeks get red and your eyes get heavy-lidded from your spot staring at my curvy body. Tsk tsk, little one… A sissy baby like you could never please mommy the way that she needs to be pleased. Knowing that, you should not look so surprised when mommy pulls out some of her favorite ways […]

April 21, 2016

A Fetish Boob Sex in which the lady was completely naked.

Published by Diaper Sissy at April 21, 2016

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Trouble Pt 3

I made her wonder for a little while just lightly tapping the hairbrush on her little baby bottom from time to time. Once I knew she wasn’t sure when the spanking would begin, I landed the first smack right in the middle of her two precious cheeks and watched her bottom quiver. Of course she let out a cry, but I was determined this little girl was going to learn her lesson. I started scolding her while I spanked in rhythm, “don’t you ever go outside without mommy or daddy […]

April 21, 2016

A Child's Bed With Adult Belongings On It The child's bed has some adult belongings on it.

Published by Diaper Sissy at April 21, 2016

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Listen Up Princess

Oh my God!! What did you just do! Did you just wet your bed again? Never mind I already know the answer. Listen here Sissy princess, mommy isn’t going to let you keep wetting your bed! And you say you can be a big girl, well we know that isn’t true. You know what mommy’s going to do about this? First I am going to put you over my knees, strip you of your wet panties, and spank your sissy bottom till it’s nice and red and don’t worry about […]

April 20, 2016

A Barbie Sex The lady was dressed in a barbie outfit complete with stockings and was walking around in pink high heel slippers.

Published by Diaper Sissy at April 20, 2016

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Small Penis Humiliation

I saw what you were doing the other day and I think it’s going to make for a great small penis humiliation and sissifacation phone sex story. You thought I was out at work didn’t you? Well I came home early and boy did I come home to a sight to see. I was about to walk into my bedroom when I heard something in there. I saw the door was cracked when I clearly remember shutting it when I left for work. I peeked my head in only to […]

April 20, 2016

A girl is sitting on the edge of the bed and wearing black lingerie underwear.

Published by Diaper Sissy at April 20, 2016

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Sissy Phone Sex

Are you a sissy boy phone sex lover? Don’t try and deny it now! I saw you wearing my stockings around the house when I wasn’t home. I noticed all of my lingere was a little stretched out and even had some hair on it. That hair certainly wasn’t from me, so it had to be you. Still denying it? Well that’s alright because I have proof. I set up a little nanny cam in my bedroom before heading off to work this morning and sure enough when I came […]