The Best and Worst Celebrity Halloween Costumes
By Ashlee Davis
June 1, 2009 10:54 AMCelebs Play Dress Up
Two costumes in one! Heidi Klum looks positively tempting as the serpent and apple!
Celebs Play Dress Up
We have to hand it to Katie Couric. We dont know if its the toupee or the smug expression, but she makes a great Donald Trump.
Celebs Play Dress Up
There are few words that come to mind when thinking of Jason Biggs as Dorothy from the Wizard of Oz. Were a fan of the red sneakers, but not much else.
Celebs Play Dress Up
Reality television isnt saving the world anytime soon, but we must say, Kim Kardashian does resemble most famous female super hero.
Celebs Play Dress Up
Aaron Carter, what were you thinking? You may have dated Hilary Duff and Lindsay Lohan, but that doesnt mean you should dress up like a teenage pimp.
Celebs Play Dress Up
Anne Hathaway looks exquisite as an elegant Egyptian goddess. And were lovin the headdress!
Celebs Play Dress Up
We just dont get this look. Is Angie Harmon trying to be a Scotsman, a punk rocker, or an abusive girlfriend?
Celebs Play Dress Up
Take it down a notch, Aubrey O'Day. Even the hottest football players dont wear metallic underwear.
Celebs Play Dress Up
Mariah Carey shows some skin in her rendition of The Little Mermaid. Hey, if you've got it, flaunt it!
Celebs Play Dress Up
As the Hindu goddess Kali, we applaud Heidi Klum for her audacity and attention to detail.
Celebs Play Dress Up
The Davis brothers may be oil heirs, but they look far from royal as Paris and Nicky Hilton.
Celebs Play Dress Up
Ready to ruffle some feathers, Audrina Patridge pulls off the peacock look with style.
Celebs Play Dress Up
Cher + Cleopatra = One scary Halloween costume.
Celebs Play Dress Up
Hayley Keenans monarch butterfly costume is where homemade meets high fashion. So original!
Celebs Play Dress Up
Mariah Carey turns on the heat with her firefighter costume. But sex appeal aside, the bra-and-underwear Halloween approach is kind of a cop-out.
Celebs Play Dress Up
When it comes to Jamie Lee Curtis in leopard print, there is such a thing as too much material. But hey, she does resemble a life size jungle cat.
Celebs Play Dress Up
Karolina Kurkova looks like she cat walked out of the 20s and onto the runway in her sultry flapper ensemble.
Celebs Play Dress Up
Joey Fatone is confused, and so are we.
Celebs Play Dress Up
Only Heidi Klum would arrive at her Halloween party riding a horse. We're not sure about her costume, but those long locks go nicely with the mane.
Celebs Play Dress Up
How old are you, Kelly Bensimon? Youre certainly in shape, but is your costume for Halloween or a jungle frat party?
Celebs Play Dress Up
Michelle Trachtenburg is a gorgeous Snow White, but we don't quite get Lydia Hearst's costume - a toga-wearing vampire with butterfly wings?
Celebs Play Dress Up
Martha Stewart lets down her hair and squeezes into a wet suit. Our only question is, did she do this willingly?
Celebs Play Dress Up
This is a great PG effort at Betty Boop, but if she was going for more coverage, maybe Mischa Barton shouldn't have picked the cartoon character used in 1920's eight-pagers.
Celebs Play Dress Up
Only a few months after her time spent in prison, Paris Hilton shows her sense of humor on Halloween.
Celebs Play Dress Up
Heidi Klum gives new meaning to the word vampire. If you choose a classic costume, might as well go all out!

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