sissy boi training - Diaper Sissy

September 22, 2019

Colored diapers White is more attractive and usable.

Published by Diaper Sissy at September 22, 2019

Categories

Naughty, Messy Sissy!

Diaper sissy Amanda was crying harder than she ever had before; fat, round tears streaming down her face as she fussed in her diapers. “Mommmm-yyy pwease change meee!” She whined and whimpered between body wracking sobs, her sissy diapers stretched to gargantuan proportions behind her. “Aww, what’s the matter, baby wetsy pants?” Her hypnosis mommy mistress mocked her, tugging at the back of the over filled diaper stack. “Don’t you remember your sissy rules, princess?” The pathetic sissy baby struggled to choke back her tears long enough to gulp […]

June 30, 2019

Stepmother wearing pantyhose while waiting for dig Bick boy

Published by Diaper Sissy at June 30, 2019

Categories

Showing Off Sissy

“Come on out, dear!” You can hear her calling you from the living room, followed by a bunch of excited giggles from her friends. Running your hands down the front of your short, pleated skirt you wonder how much more of this sissy humiliation you can stand. Here you are, dressed in an adult baby diaper, plastic pants, and oh so short pink skirt and matching blouse, about to walk down the hall and present yourself to your sadistic girlfriend (now your Mommy!) and her attractive female friends, the kind […]

June 15, 2019

He rubbed his thighs together as Mommy Tawny approached

Published by Diaper Sissy at June 15, 2019

Sissy Fucked in Diaper

Andrew rubbed his thighs together, barely hearing the crinkle from his plastic backed abdl diapers as he squirmed on the bed laid out on his back, watching Mommy Tawny walk towards him. Her strap-on was swaying in front of her, and he didn’t even try to look away, the thought of how good that dildo was going to feel inside him made his sissy pussy clench down on the plug inside it in eagerness. It felt so good that a needy moan slipped past his lips and his hips rocked […]

March 24, 2019

solid black leather on one side & red padded garment leather on the other side

Published by Diaper Sissy at March 24, 2019

Categories

Sissy Spanking Needed!

You have misbehaved and been a naughty diaper sissy, haven’t you? Running around, flirting with all the men, flipping your skirt up around them like a little cock tease! That is simply not acceptable, and you know that you are going to be punished for your behavior. Go ahead and kneel next to the bed, resting your arms across it to get in position for your well-deserved paddle spanking. You will count out loud every time I bring the paddle down on your bottom and at the end of your […]

August 28, 2017

A Little Porn Boy Baby He is lying on the bed and wearing a diaper.

Published by Diaper Sissy at August 28, 2017

Categories

Big Black Cock VS Sissy Cock

It is funny just how different sissy cocks are from big black cocks. I mean a real man’s big thick hard cock compared to that tiny baby pee-pee that all sissies seem to have. A man with a big black cock can make me cum over and over, his thick meat just makes my pussy weep with joy. While on the other hand a sissy cock is just so tiny you can’t even feel it, if the sissy can actually work out how to stick it in my pussy. That’s […]

August 30, 2016

A fetish woman is posing for a picture while standing in a public area while donning a black stocking.

Published by Diaper Sissy at August 30, 2016

Categories

Sissy Baby Phone Sex

Who all out there can say they’re ready for some sissy baby phone sex? Sissy adult babies are already fun to begin with but when they want to also be a lurks sissy slut with their mommy it makes them twice as fun to play with. Mommy loves pimping out her sissy adult baby slut to daddy and all of daddy’s friends too! Maybe you can be daddy’s good little sissy adult baby bitch and come out in nothing but an adult diaper and plastic panties that barely cover it. […]

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

Categories

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 […]

December 4, 2015

Published by Diaper Sissy at December 4, 2015

Categories

You Big Sissy

You are a big sissy aren’t you? Always wanted to wear dresses, but never told anyone or ever tried one on until that first day in December. You saw me getting dressed for my Christmas party and I saw you peaking at me through the half opened door. I asked you if you liked my pretty, pretty, party dress and your eyes got real big and you nodded your head yes. You walked over to me and started feeling the pretty red satin material with your hands rubbing up and […]

October 1, 2015

A Magnificent Dress by a Renowned Designer It was a very pleasant sight to behold, and the dress was looking so lovely.

Published by Diaper Sissy at October 1, 2015

Training My Sissy

I’ve got something special planned for you tonight, so why don’t you start by coming over here and sitting on the bed? I’m going to make you feel like such a pretty girl tonight, and you’re going to love me being your Mistress. It’s time to start the feminization process of your Sissy training; and I want to begin with getting you into these cute little panties and matching bra! So pull off your clothes.. and hurry up, or you’re going to get a hard spanking. Once you’re completely naked, I’m going […]