Best Celebrity Halloween Costumes

21. Britney Spears Bombs, But...:
I am not sure what Britney Spears is dressed up to be, but she gets points for looking sober and in shape back in 2007 as she went to attend a Halloween party at Green Door in Hollywood. Still, the lack of any clear identity here lands her at the bottom of the list.

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20. Hill as Rat Packer:
Actor and author Hill Harper seems to be dressed as one of the Rat Pack members, but I don't remember anyone being blond. Ah, well -- he gets points for his knowledge of Hollywood history!

Jesse Grant, WireImage

19. Seacrest Gets Goofy:
Ryan Seacrest is very convincing dressed as a young Dracula. The look on his face says: "Your blood would be very tasty..." That, or he just remembered that he left rice cooking on the stove.

Jean-Paul Aussenard, WireImage

18. Paris Shows Us Her Puff:
Paris Hilton posed at a Hollywood Halloween party in 2005 dressed as a pretty Playboy bunny. Too bad her tiny booty is barely bigger than that little puffy tail. Still, I have to admit, she is cute.

David Livingston, Getty Images

17. Montell Goes Mischievous:
Montell Williams was super-convincing as the Devil at the 5th Annual Heidi Klum Halloween Party in 2004. He really looks sinister in nothing more than a black suit with a few accessories. Hmmmmmmmm...... I don't know, Montel!

Carmen Valdes, Retna

16. Mya Makes Us 'Wonder':
Mya hosted the JoonBug Productions' 6th Annual Masquerade Ball in New York City in 2007 as Wonder Woman. What can I say? She looks good! Shine on.

Goshorn, Retna

15. Diddy Does Armor:
Sean "Diddy" Combs took it way back, as old school as you can get, posing as a pimped-out Roman soldier. I wonder what kind of liquor is in his classically-inspired pimp cup. He sure looks like he was feeling it! He is a hip hop king, so it was fitting for Combs to dress as an emperor.

Johnny Nunez, WireImage

14. Rick Fox Rocking Zorro:
NBA player Rick Fox looked very foxy as Zorro. Not every man can pull off a satin cape.

Alexandra Wyman, WireImage

13. Tommy Davidson as 'That '70s Guy':
Comedian Tommy Davidson put on his best "black power" pose for a Halloween jaunt in 2005. We are loving the Angela Davis fro, but he loses points for bringing a friend with no costume. That hair is not quite big enough for her to hide behind.

David Livingston, Getty Image

12. John Legend and Friend as Laid Back Pirates:
Musician John Legend and a friend attended a Roberto Cavalli Halloween event in 2007 in his-and-hers matching pirate looks. They both look suave and swash-buckling, without trying too hard. Kudos!

Shawn Ehlers, WireImage