actually in the original story Dorothy had more than just ruby slippers. She also stole a magic hat that commanded the flying monkeys and one other thing too that I'm failing to remember. Just a thought... flying monkeys could be damn wicked in some way... (though I think they will always make me laugh)
I've always been in love with the scarecrow

so I don't want him to be a blow up doll or a zombie. :( *sniffles* but oh well.
I'm sort of interested in this. Like maybe playing the eldest of the 12 dancing princesses as a Madame (her sisters work for her)... these girls were wearing out their knees, not their shoes...
But I think I might instead go with something out of the Snow Queen, one of my all time favorites. I think the one I would want to play is Kay. Kay was the boy who accidently got a piece of the wicked mirror in his eye and was later stolen by the Snow Queen. I think I would change the story such that at the end of her quest, Gerda's act of selfless love when she sang to him the hymn:
"The rose in the valley is blooming so sweet,
And angels descend there the children to greet."
Instead of inspiring tears, drove Kay to madness (because the glass in his eye had so warped his perceptions) such that he killed her with one of the shards of ice that was meant to spell the word that would grant him freedom. Because her warmth had melted the ice around his heart the bloody act left him scarred and tortured by the horrors he always saw around him. He could not even find beauty in the ice of the Snow Queen's palace and only the Snow Queen could again freeze his heart to where he would no longer be in such terrible distress.
Gerda's intrusion forced him to start again solving the puzzle the Snow Queen had set before him which he still struggles over to this day, though he sometimes forgets why he is trying.
So anyway, that's my idea... I figure I could play either Kay or the Snow Queen, or maybe both.