Kate Moss as David Bowie
The supermodel posed for "French Vogue" as Ziggy Stardust.
Calista Flockhart as Audrey Hepburn
With a little eyebrow pencil, Flockhart turned into Hepburn from "Breakfast at Tiffany's."
Marilyn Monroe as Theda Bara
"LIFE" captured Monroe as Cleopatra in 1958. The role was originally played by the silent film star Theda Bara.
Gwenyth Paltrow as Faye Dunaway
Paltrow as the infamous bank bandit from "Bonnie and Clyde."
Charlie Chaplin as Napoleon Bonaparte
Chaplin dressed as Bonaparte at a costume party thrown by Randolph Hearst. Chaplin's wife, of course, dressed as Josephine.
Sting as Napoleon Bonaparte
Chaplin wasn't the only fan of Napoleon. Sting also imitated the French emperor.
Michael Jackson as Charlie Chaplin
The King of Pop, who always had a fascination with the silent comic actor, posed in front of the house where Chaplin was born.
Bugs Bunny as Groucho Marx
"Of course you realize, this means war!"
Elton John as Donald Duck
Sir Elton committed a major fashion fail when he dressed up as the Disney character for a 1980 concert in Central Park.
Cher as Elvis
Cher dressed as the King for VH1's Divas concert.
Kurt Cobain as Barney
The guitar totally gives away Barney's hidden rock identity.
Amy Winehouse as Minnie Mouse
At six years old, Winehouse posed as Mickey Mouse's girlfriend.
Jerry Seinfeld as Elvis Presley
Rolling Stone shot two Seinfeld covers — early Elvis and fat Elvis.
Liza Minnelli as Marilyn Monroe
Liza sings, "Happy Birthday, Mr. President."