sissy boys - Diaper Sissy

October 27, 2015

A Sissy Barbie Girl the lady was dressed in an extremely deluxe version of a traditional white southern belle attire.

Published by Diaper Sissy at October 27, 2015

Categories

Halloween for Sissies

It’s that time of the year! That enchanting smell that comes with fall weather, pumpkin spice lattes, and Halloween. What better opportunity is there for a sissy to go out on the town in the frilliest of gowns? Imagine how much fun you can have just preparing for the event. Going to the store and finding a Barbie pink dress with a full skirt so that you can wear a diaper underneath with no one the wiser. A trip to the makeup counter for a bright lipstick to match. After […]

October 25, 2015

The lady was dressed in a white western costume dress with panty, and she was showing off her ample assets.

Published by Diaper Sissy at October 25, 2015

Categories

Sissy, Sissy

Well what have we here? A big whinny sissy boy! Do you really think that I will let you get away with this naughtiness? Bad behavior does not get rewarded! You will come over here right this minute. Stop that whining now. Where ever did you get that dildo from? Don’t try and pretend that I didn’t see you in the corner with your hand in your diaper, and playing with that big dildo. I saw it and now you will pay for it. Come here! Where did you get […]

September 10, 2015

The woman was wading while in black stockings and had a naked sex. She is currently seated on the sofa.

Published by Diaper Sissy at September 10, 2015

Categories

Small Penis Humiliation

Mommy is finally home from work and you know what that means! It’s time for mommy to have some fun with her abdl! We play lots of games together don’t we? Well today mommy is going to play her favorite! It’s called find the pee pee! That’s right you have a tiny little peeny weenie don’t you? Aww it looks so cute nestled between your legs. I bet mommy could find it if she started rubbing it like a little clitty huh? That’s exactly what it is! A little clitty […]

September 6, 2015

Unfeminine Porn This is a product for adults. It has a black color.

Published by Diaper Sissy at September 6, 2015

Categories

Mommy’s New Toy

“Come over here, sweetheart, Mommy has a surprise for you! You’ve been such a good little sissy that I’ve decided that it’s time you get to try your first cock! Now, go into your bedroom, get dressed in your prettiest outfit and don’t forget the lacy pink bra and panties I picked up for you last night!” A little while later, you’ll hear me coming up the stairs towards your bedroom. Three knocks on the door, and I walk in, carrying a black chest into your room with me. As you […]

September 6, 2015

A Hot Girl is in a nude pose and she appears to be hot and sexy.

Published by Diaper Sissy at September 6, 2015

Categories

Mommy’s Dirty Panties

Well what do we have here? I was just about to finish putting your laundry away like the caring mother I am. But then I got to your underwear drawer and I was in for a surprise. I moved some of your briefs to the side to make more room when the back of my hand brushed up against something silky. I closed my fingers around the fabric and low and behold there are my pink panties I wore last night. I’m certain this isn’t a mistake because I put […]

August 31, 2015

A girl stands for a photoshoot, and the background is filled with Pink Flower Standup.

Published by Diaper Sissy at August 31, 2015

Categories

Dressing up

Small pink dresses are among the things I love most in the world. With puffed little sleeves and ruffled edges and dainty bows, they become the definition of cute. Cute, small, and feminine. When I’m done changing a well-behaved abdl, my favorite thing is to find the daintiest and sweetest of outfits to subject him to. His cloth diaper is bulky, but the rubber pants I pull over the fabric makes it seem less bulky and transforms it into a sweet representation of infancy. With his rubber pants snugly around his […]

August 30, 2015

A girl is dressed in a small black gown that is both hot and sexy.

Published by Diaper Sissy at August 30, 2015

Categories

Cuckolding My Sissy

I know you’ve been waiting for this all night; I heard you creep out of your bed, tip toe quietly to the bathroom, and crack open the door, and I knew just when to start undressing to make sure you got see everything. I started slowly, sliding down my skirt and revealing a tiny pair of panties, barely big enough to hide my pussy. Then my top came off to reveal my big, soft tits, my nipples barely hidden beneath a thin black bra. It got me so wet knowing that […]

August 24, 2015

Unclothed during the photo shoot, the blindfolded boy looks incredibly attractive and seductive.

Published by Diaper Sissy at August 24, 2015

Categories

Don’t Tell Mommy

You have been such a good little sissy, that I’ve decided it’s time for a surprise. Your mommy and daddy are going to be gone for a while, so your wonderful ABDL babysitter went out and picked up a special outfit that I want you to wear tonight! After I strip you naked, I’m going to put a cute little diaper on you and help you into your new, tiny, lacy maid dress. I’ll help you slip into your new white stockings, slowly pulling them up on each leg, before […]

August 22, 2015

A Nude Ava Lady is posing for the photographs while sporting a stunning black attire.

Published by Diaper Sissy at August 22, 2015

Categories

Cuckold Sissy Hubby

I bet you think your dick is great… well its NOT! It’s a tiny, little pee pee, and you are a pathetic little cuckold bitch! I’ve eaten fries BIGGER than your puny little pecker. And I KNOW you touch it a lot. There you are diddling your dick in the corner, how PATHETIC!!! But what I can’t understand is how you find the fucking thing! What do you use for a jock strap? A thimble and some thread? Oh wait… you have to be a jock to use a jock […]