2. Vianne Rocher (Juliette Binoche), Chocolat (2000)

It's 1950s rural France and Vianne's swanning around in red stilettos handing out chocolates with names like "nipples of Venus." She's dead brave.
 
Her flicky skirts and rouged lips make her, undeniably, the most stylish woman in... well, in the village. At least.
 
 
How We'd Dress Her: As an Oompa-Loompa from Willy Wonka & The Chocolate Factory (1971)

It shouldn't be too much of a stretch.
 
She already has the hair, and once she's kicked off those heels she ought to be a good few inches shorter.
 
Chocolate-making's her bag, and these little fellers would be her chocolatiere kinsmen.

3. Susan Vance (Katherine Hepburn), Bringing Up Baby (1938)

Putting a leopard in the care of Susan Vance was a pretty big gamble.
 
It wouldn't have been at all surprising if she'd clubbed Baby to death and made a lovely coat.
 
Turns out she's an animal lover...

 
How We'd Dress Her: As Sigfried/Roy, Sigfried & Roy: The Magic Box (1999)

Tans, wax and wide collars. Now that's style.
 
Not only could they teach her a thing or two about fixing up and looking sharp, but she could pick up some animal husbandry tips, too.
 
Who knows, she might learn how to stick her hand in Baby's mouth! Then get brutally mauled.

Next: Dr. Zhivago, Atonement