Category: DressMeUpToPlay

Well, for today DressMeUpToPlay got another beautiful surprise for all of us…
The 5th episode of her “Sissy Boi Gif Training” series! :)
And it’s another incredible and powerful video!
And all those gifs and captions are compiled into a beautifyl piece of sissy art on a completely new level ;)
Enjoy gurls!


Well for this Saturday night premiere something really exciting!
New video by DressMeUpToPlay!
It’s been more than a year since DressMeUpToPlay released her last video…
And now she’s back ;)
And she’s back with the 4th episode of her “Sissy Boi Gif Training” series!
It’s a short and powerful sissy video!
Compilation of various gifs and captions beautifully mixed together…
Enjoy sissies! :)

Anna Malice


After a little summer hiatus… DressMeUpToPlay is back with a new video… ;)
“Night Shift” is an artwork dedicated to the gloryhole fantasy…
Brainwashing every sissy with an idea of servicing so many cocks anonymously… ;)
Something that a lot of sissies dream of…
Because that’s what is in our girly nature… ;)
Obsession and love for a real men cock!
Knowing that we are helpless on our way to complete feminization ;)

Anna Malice


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