September 13, 2015
Boy Sissy Sex The boy was dressed in a sissy outfit with high-heeled slippers and tights.
Published by Diaper Sissy at September 13, 2015
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Pretty Little Diaper Sissy

I am a loving, nurturing MILF. I do not like to have to repeat myself or raise my voice. Unless in a sexy role play, my typical demeanor is one that commands obedience and a submissive attitude. The perfect little sissy would know their place and acknowledge my full dominance over every aspect of their life without me ever having to utter a word. That is a tell-tale sign of a perfectly trained sissy slut. When mommy comes home from a long day and is tired, do you think she […]
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September 6, 2015
Wearing a pink dress, a fetishistic back girl flashes her bare butt.
Published by Diaper Sissy at September 6, 2015
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Be Mommy’s Perfect Sissy

It is so nice when I have a good little submissive to play with however I see fit. When they do not talk back or fight the things I say, I am one happy MILF. I have a big, lonely house. One thing I have been wanting to get into the house lately is a pretty little sissy girl to do everything I say without giving me any lip! I have all sorts of plans for her, mainly letting her know that no matter what, mommy is in charge! When […]
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August 25, 2015
Wearing a pink dress, a fetishistic back girl flashes her bare butt.
Published by Diaper Sissy at August 25, 2015
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Sissified by Mommy Barb

Turning a naughty adult baby into a sissy girl does not always have to be done with domination as the motivation for them to be submissive to the idea. In fact, as my own mother always used to tell me, “you catch more flies with honey”. When you are sweet as pie, the babies often are sweet right back for you, making you taking care of them become much easier. I do my best to practice that method most of the time! I love getting to fill their nursery with […]
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August 23, 2015
Published by Diaper Sissy at August 23, 2015
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Taboo MILF Phone Sex

Something that I have been coming across more and more often is cuckolding. Men seem to absolutely go crazy for the idea of their wife, girlfriend, or other intimate partner taking advantage of them and fucking other men. One thing they really love is when their woman takes their affair right before their partner’s very eyes… They seem to just absolutely love the thrill of seeing this other man fucking his wife right in front of him. Things can get heated and take an even sexier turn when we bring […]
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July 30, 2015
A Nude Ava Lady is posing for the photographs while sporting a stunning black attire.
Published by Diaper Sissy at July 30, 2015
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Mommy for Diaper Girl

I have so many wonderful sissy boys in my nursery and I just love getting to play with them. I think it would be fun to have some time playing with a sweet diaper girl. She can join us while we play dress up and with all the toys I have for us. I can buy new outfits for my adult babies, the pair of them will look so pretty in their dresses and adult baby diapers! I would hold them to my chest and have them each latch onto […]
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July 23, 2015
Published by Diaper Sissy at July 23, 2015
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Adult Baby Diapers from Mommy

My ABDLs love their nice cozy adult baby diapers. I have so many stacks of cute diapers for you in the nursery I made just so you could be safe and have fun with me. I would love to spend some quality time playing dress up and dollies with a sissy boy. Maybe you just need someone to love on you while you suck on some big tits and take in the warm milk to fill you up when you’re hungry. Your crib and changing table are all ready for […]
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February 14, 2014
Published by Diaper Sissy at February 14, 2014
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Valentine Heels

Aren’t these adorable?  Perfect for this special day!  Can you imagine finishing off that special Valentine’s dress with these?  I can see it now – a sweet little red dress, hair swept up in a cute red bow, and lips painted a very sultry red!  Quite the fashion statement!  Oh, and did I mention that it wouldn’t be me wearing these, but you?  NO? How silly of me, heehee!  But you must admit, you being a sissy and all, and a sissy that I insist should always look their best, […]
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February 7, 2014
Published by Diaper Sissy at February 7, 2014
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Playing Dress Up

Mommy Scarlet wants to play dress up with you this evening. I already went to the mall to buy you some cute outfits. I am so excited to be dressing you up.   The first thing I bought you was a pink dress with flowers. I know you are going to look cute in it. I also bought you some cute pink shoes to go with your dress. If you want I can fix your hair too. I want to make you look pretty like me.   I have some dresses in my closet that I don’t wear anymore […]
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January 31, 2014
Published by Diaper Sissy at January 31, 2014
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Diaper Punishment: If You Wear it You Must Use It

You think to yourself, “Well I suppose this isn’t too bad…” as you get used to the feeling of a diaper encapsulating your derrière, your weewee. You think back as to how you came to be in this predicament…   You remember the look of exasperation on my face as I chastise you for the latest offense among a long list of past transgressions.  You remember how my face transformed from one of furry to one of almost sadistic satisfaction.  You thought I was joking when I had said that […]
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