sissy - Diaper Sissy

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

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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 […]

October 25, 2015

A Magnificent Dress It was blue in colour, and the gown itself was of the size of a small child's gown.

Published by Diaper Sissy at October 25, 2015

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Mommy Spoils Her Baby

Good morning my little adult baby. Mommy made you a big yummy breakfast downstairs. Mommy lifts you and sits you up in your high chair at the table. I strap the little belt across your waist so my sweet baby doesn’t fall out. Mommy made you a supper nummy breakfast to start off a super fun day. I made you some pancakes! Some are heart shaped because I love my little baby. Some are diaper shaped. And some are dress shaped. Mommy knows how much her sissy baby loves their […]

October 25, 2015

A girl's gown is shown in the image, and it is very pretty in light pink.

Published by Diaper Sissy at October 25, 2015

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Perfect Sissy Boy

I got the chance to play with the most well behaved little sissy boy the other day! He told me that he just loved to be put in adult baby diapers. They got him so excited! Well knowing that, I made it my personal mission to have him make a big mess of a certain sort in his diaper for me. He listened to everything I said, and when I had him lay across my lap and give him a few hard spankings just because I can, he could hardly […]

October 15, 2015

A Hot Lady The woman was dressed in a pink western attire.

Published by Diaper Sissy at October 15, 2015

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Dirty Diary

Hello Eric, your mommy had to go away for the day so I am going to watch you. My name is Mr. Zuni, but you will call me daddy. Your mommy trusts me to watch you so you will not tell her anything that happens today, you can write about it in your dirty diary I want to be able to watch you all the time. I love how you look in that sissy outfit. It’s so short I can see everything when you bend over. Those panties look so […]

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 […]

October 9, 2015

Published by Diaper Sissy at October 9, 2015

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Canadian Thanksgiving

Do you know what this Monday is? It is Canadian Thanksgiving. And since mommy Susan is Canadian what better way to spend the day with my little sissy then to have a wonderful turkey dinner. You will wear your new sissy dress mommy bought for you. The one with the pink bows. And your new wig as well. I love how long and brown it is. My family can’t wait to meet you. I have told everyone about my little tiny cocked sissy. I may even let uncle Marv spend […]

October 4, 2015

The boy was dressed in a pink sissy adult dress, high-heeled slippers, and stocks.

Published by Diaper Sissy at October 4, 2015

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Sissy Slut

It is always so funny to me when little sissies try to deny that that is what they are. They will try so hard to convince me and other beautiful MILFs that they are men! Can you believe that? With their tiny little cocks, all they deserve is to have it hidden away from the rest of the world in a thick adult baby diaper. They come to realize and accept it once I have done my motherly duties and told them what is best for them. Eventually they come […]

October 2, 2015

A Good Fashion Designer The gown has a very nice appearance, and it was blue in colour; additionally, the design of the gown was very nice.

Published by Diaper Sissy at October 2, 2015

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A Beautiful Dress

Hello adult babies! I found something that I know all you sissies, sissy sluts, and sissy fags will absolutely love. I saw another sissy being walked around by her mommy and she wearing the most beautiful dress! It was short and made of blue satin. There was lots of pretty, fluffy white tool making the bottom nice and poofy, and there was a gorgeous white satin sash cinching in the sissy’s waist. The collar was surrounded by frilly white lace that fell across the poofy blue sleeves. But that’s not […]

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 […]