November 21, 2015
The image shows a unicorn plush toy that appears to be a soft stuffed toy.
Published by Diaper Sissy at November 21, 2015
Categories

Sissy’s Stuffed Toys

Mommy Lauren knew you were a sissy when she caught you playing with Barbie dolls. You knew that Mommy knew when she started buying you cute and cuddly stuffed animals! No more hard plastic trucks and wooden logs for you- now it’s all velvety soft dolls! What would you friends think if they saw your room now, with bright pink bunnies and fluffy unicorns? They’re so nice to play with! You can hug them as you fall asleep, lay back on them as a pillow, and have them dance around your bed. How about a tea party? Or playing dress-up? There are so many more options than when you only had hard plastic army men! Maybe if you asked nicely, Mommy Lauren would join in on your fun! Isn’t Mommy Lauren wonderful for being so sweet to her sissy? She would never tell your friends how much you like these pretty toys! Would she? Call Mommy Lauren at 888*938*7382
Do you like it?22
Read more
November 19, 2015
The image contains brrrrr letters, which look nice.
Published by Diaper Sissy at November 19, 2015
Categories

It’s Getting Colder!

The weather has started getting cooler so it’s about time that I update my abies’ wardrobes to make sure that all my sissies stay warm this winter! I like to start by pulling out my long sleeved dresses, ones that are usually made of thicker warmer materials like fleece or heavy cotton. Then, I like to pull out fleece stockings with cute patterns (like snowflakes or flowers) along the legs. Usually that’s enough to keep my sissies nice and warm, but just in case, I like to have a few sweaters and coats around too. I’d hate for my sissies to catch a cold just because they weren’t dressed for the weather! Hats, gloves, and scarves are all a regular part of my sissy winter wardrobe, all pink and frilly of course! As a mommy, I always do my best to make sure my sissies are just as pretty as they are warm.     —Barbie <3 888-430-2010
Do you like it?61
Read more
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 that, returning home and trying it all on in front of your mirror, looking at what a beautiful sissy you are. That’s so exciting! I love hearing about sissies dressing up in girly clothes and hiding a diaper underneath. Maybe with lacy underwear over it! Are you planning on going out in your sissy wears? Call Mommy Laura and tell me all about it. Lauren 888*430*2010
Do you like it?60
Read more
October 27, 2015
a pair of sissy pants in pink and white The lady was dressed in a frilly sissy panty that was pink and white in color and did not have any designs on it.
Published by Diaper Sissy at October 27, 2015
Categories

Dressing Up My Little Baby

My little boy is so much better as a sissy in a dress. Brian turns into Briana like magic when I slip him into a lacy skirt and top. Briana squeals with delight at anything pink and loves to play with mommy’s makeup. I see how Briana looks enviously at my painted nails, but I can’t let her use my nail polish on her own fingers like she wants- she would make such a mess! My makeup is fine though. She’s darling with a bit of barbie pink lipstick on her chubby baby lips. I brush her hair, sometimes curling it, and always put in a little ribbon bow. She says that her friends tease her but I tell her they’re just jealous of how pretty she is. That makes her blush bright red. She’s the best sissy a mommy could ever wish for! Want to talk to a mommy about your pretty clothes? I’m Mommy Lauren at 888*938*7382   
Do you like it?19
Read more
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 this dildo from? Oh my! Not the babysitter when she stayed last weekend with you. Now let me check that diaper first. Of course as I suspected you made a big mess in your diaper from playing with that pecker. You came all in it and now you need to be cleaned up.  But first things first, bend over my lap. Yes that is my leather paddle you see. I am going to use this leather paddle on your bare butt. Stop whining, sissy boy! I am going to show you where this dildo goes for you, sissy boy. Call Tawny (888) 430-2010
Do you like it?43
Read more
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
Categories

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 to push you back and slide these panties onto you, and then the bra, both frilly and pink. I’ll slide some cute stocking up onto your legs, slowly pulling them all of the way up, then I’ll put you into a pair of hot pink high heels. After you’ve gotten used to walking in those tall stilettos, it will be time to put you in a short pink dress that ties behind your neck… Looking beautiful already, now it’s time for the fun stuff… xoxo Brittney 888-430-2010 
Do you like it?14
Read more
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
Categories

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 the halls. I stood up and walked over to him, lifting up his head so I can see his face, then giggling when I notice the bright pink lipstick and red blush on his cheeks. I lifted up the back of his dressed and couldn’t help but smile when I saw a thick, pink diaper on him.. This was going to be fun. I took him by the hand and sat him down in one of the empty desks, then I handed him a pop quiz I had written up the day before. Let’s hope he passes, or life is going to get a lot harder for this little sissy bitch. Brittney 888-430-2010
Do you like it?78
Read more
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 those panties in my dirty hamper last night before taking a shower. Why would you have mommy’s panties in your drawer? Dirty ones at that! Do you like to sniff your mothers dirty panties? Or maybe you even like to wear them. What a poor excuse for a teenage son you are. Well you’re going to be in for a shock next time you open up that drawer young man. If you like wearing panties so much then I shouldn’t have to keep wasting money on those expensive boxers of yours. Adult baby Mommy is going to get rid of them all and fill that drawer with all sorts of frilly silky and even lacey panties that you love so much. That’s what you get for stealing my panties.
Do you like it?30
Read more
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 diaper I take him to the closet to survey my options for outfits. We stand in front of rows and rows of dresses and I look for the shortest, most effeminate one to button onto my good little aby. The one I finally settle on is pale pink, with a frilled collar and set of three heart-shaped buttons leading to the neck. Aby stands attentively waiting for me to pull the dress over the top of his head and guide his hands through the filly arm holes and the hem down to his bottom, where it just barely covers the pink pants I’ve just wrestled him into. We stand at the closet as I do up the snaps on the back of his dress, and he looks at himself in the mirror and smiles; “You are the prettiest girl in the room,” I whisper to him as I lean in to tenderly kiss him on the back of his neck. Have Nanny Rachel pick out an outfit for you: 1*888*430*2010  
Do you like it?94
Read more
Load more
Call Now Button