phone sex - Diaper Sissy

December 10, 2015

There were numerous Christmas presents on the ground for the people.

Published by Diaper Sissy at December 10, 2015

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Christmas Surprise

Mommy was so excited Christmas morning. She and you had spent a lot of time putting strings of bright lights and pretty ornaments on the tree, and now there were big boxes wrapped in paper sitting beneath it. Mommy pulled out one of the boxes, one covered in long curls of ribbons, and handed it to you. Her face was radiant as she waited for you to tear off the paper and see what she had for you inside. You tried so hard to smile when you looked at all […]

December 6, 2015

Butt Sex While Wearing a Sissy Diaper Dress The lady was dressed in a sissy diaper dress and was wearing white stockings.

Published by Diaper Sissy at December 6, 2015

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Double up the Diapers

Brrrrrr! I don’t know about what you all think, but the weather has really been getting chilly lately! Perfect for sweaters, cocoa, and curling up with my little adult babies. The fireplace warms us up nicely while we lay on the couch and cuddle and spend time together. We can’t always stay here in our little slice of paradise though… Sadly. Sometimes, we have to be productive and we have to leave the house and our warm blankets behind. With the cold weather comes new thoughts on my mind… I […]

December 4, 2015

Published by Diaper Sissy at December 4, 2015

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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 […]

November 28, 2015

A Pink Princess Dress The doll was dressed in a pink princess gown. It's standing close to the window.

Published by Diaper Sissy at November 28, 2015

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You’re Mommy’s Little Girl

Oh no! Mommy caught you trying on her pretty bra and panties set and now she’s decided that she’ll turn you in the baby girl that she’s always dreamed up. What started as a bit of curiosity is now going to become a lifestyle. Everyone is going to find out that you’re a big sissy! You only wanted to try on her sexy pink bra and panties once. That’s all! You liked looking at mommy as she got dressed because she looked so pretty with her big, milky white tits […]

November 16, 2015

Published by Diaper Sissy at November 16, 2015

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Mommy’s New Man-Baby

You arrive at my door on a standard repair call. I open it and at once I knew. I knew it was you I was looking for. I let you in and show you where the leaking pipe is. I leave and then return with a bottle of water for you, to quench your thirst as you work. You are appreciative, and I see you looking me up and down with a lustful look in your eye. How could you not? I’m beautiful, nice firm, tight body, killer tits and […]

November 12, 2015

He is a handsome man wearing a black clothing and wearing makeup.

Published by Diaper Sissy at November 12, 2015

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Forced To Be Pretty

You’re in big trouble now! Mommy Lauren caught you in the bathroom, playing with a lipstick she had left on the counter. She had always thought you were a big sissy and now she knows for certain. She’s not going to let you off the hook so easily. Mommy Lauren tells you to sit down on the toilet and stay still, she’s going to make you so pretty. She takes the lipstick out of your hand and tells you to pucker your lips. She applies a thick layer of hot […]

November 8, 2015

A pink skirt with frills that was maintained on the floor was quite attractive to both see and wear.

Published by Diaper Sissy at November 8, 2015

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All Pretty in Pink

Part of being a good little sissy is making sure to always listen carefully and perfectly obey everything that mommy tells you to do. You are not to ask questions or talk back. You must always remember that I am in charge here, and the better you behave for me, the sweeter I can be to you! I know that the ruffled pink dress I picked out for you might seem scary at first, but there is a first time for everything! You’ve never had to be submissive in this […]

November 6, 2015

In Mommy's Slutty Outfit, a woman is shown walking along the street while sporting a miniskirt.

Published by Diaper Sissy at November 6, 2015

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Mommy’s Sexy Clothes

Your fetish for slutty clothing started at a young age and you know exactly what started it all. Your mother was always strutting around in tight skirts, low-cut tops, and high heels. Your friend’s parents would comment that the way she dressed made her look like a whore but you always thought she was the prettiest woman you’ve ever seen. Imitation is the sincerest form of flattery, isn’t it? So you think she would be happy to see how hot you look when you wear the same type of clothing […]

November 1, 2015

A Domination of Role Playing The thoughts on the wall are all black in colour.

Published by Diaper Sissy at November 1, 2015

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Bend Over for Mommy

You know what always makes mommy soooo happy? I think you might have an idea of what inside that naughty little mind of yours.. When mommy has had such a long and stressful day, nothing would be enjoyed more than coming home to see an obedient and willing little sissy on their hands and knees on the bed, bent over and waiting for mommy to come stuff a big strap-on deep into your ass. I can see you look back at me from where you kneel. You look so submissive […]