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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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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December 20, 2013
Published by Diaper Sissy at December 20, 2013
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Naughty or Nice?

It’s that time of year again – time for Santa to make his list and check it twice.  And what list will you be on?  The nice list?  Or the naughty list?  Will you be getting a stocking full of toys and goodies?  Or will it be full or coal and a paddle for paddling that naughty little behind of yours?  Will you be spending your Christmas morning opening all your wonderful gifts?  Or will you be receiving a paddling for being so very naughty this year?  Well, all I […]
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November 23, 2012
Published by Diaper Sissy at November 23, 2012
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Enema for the Holidays

Did everyone enjoy their Thanksgiving!  I hope so.  Sometimes I have a very…unusual thought process.  Take for example this: as I was stuffing the thanksgiving bird, I was wondering – what if instead of stuffing a turkey, I was stuffing another type of white meat, hehe?  I would have buttered and oiled my little apprehensive morsel (namely you 😉 ).  And of course, I would have had to clean out the inner cavity and bowels properly, which means a very strong and effective enema.  I would tuck your knees under […]
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October 31, 2012
Published by Diaper Sissy at October 31, 2012
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Halloween Scare Phone Sex

So my little Adult Babies and Diaper Lovers and Sissies alike, are we all excited for Halloween?  What do we have planned? Visit a haunted house or a haunted hay ride?  Maybe watch scary movies and stay up all night, peering over your covers and keeping a close eye on the closet door (which, by the way, you could have sworn you closed three times already)?  Perhaps you’re planning on staying in a graveyard till after the witching hour, or performing a séance with some of your ghoulishly fun friends?  […]
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October 10, 2012
Published by Diaper Sissy at October 10, 2012
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Pinup Girl

I’m feeling a bit artsy – and I’m thinking you can help me out with it, hehe.  See, I think I would like to do some pics like the Vargas pinup girls of yester years.  And when I say do, I mean take pictures of YOU in a sexy little number posing provocatively. And I have the most lustrous outfit all ready for you too. Now don’t be bashful – you know you want to try it on.  I’ve seen how you look at all my silky little under garments.  […]
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March 15, 2012
Published by Diaper Sissy at March 15, 2012
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Exhibitionist MILF

Out for a little Moonlight Swim…   The evening sky is clear, and the full moon hangs in a mystic glow.  A soft breeze tickles my skin as I dip a toe into the warm water of the pool.  Perfect I think to myself.  I saunter over to the table and turn the knob on the player – soft sensual music drifts up from the device, filling the air with its seductive tunes.  I turn up the volume, allowing it to be carried on the winds.  I give a little […]
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