Every Halloween, the Internet floods with new photos of celebrities in costume. (We’re especially enjoying Robyn as Robin and Amy Poehler and John Krasinski as Andie and Duckie from Pretty in Pink.) But, over the years, a few famous people have emerged as Halloween all-stars. They always dress up, and their costumes are often awesomely outrageous, impressively elaborate, or both. Last year, we pitted daytime TV hosts against each other to determine who (or, more likely, whose wardrobe department) was creating the most entertaining masquerade. Since it looked like Martha Stewart was the clear victor then, in 2011 we’ve thrown her into competition with pop culture’s reigning Queen of Hallowen: Heidi Klum. Follow along from 2005 to the present as we pick a winner.
Honestly, neither of these two are that inspiring. While Heidi is some kind of pre-True Blood sexy vampire, Martha is “Jane of the Jungle.” Martha’s idea is slightly more original, but — and this really hurts coming from the queen of all that is homemade — her costume looks disturbingly store-bought (or, at the very least, thrown together). We’ll give Heidi some leeway on going vamp, since 2005 was a few years before bloodsuckers went mainstream. Also, her wig is better.