1999
The former Mouseketeer proved she's "not that innocent" in an all-black ensemble at the MTV Video Music Awards.
2000
The pop princess evoked the vibe of Old Hollywood in a white gown and fur at the Grammy Awards.
2001
The Louisiana girl brought her boots and playful style to her Britney album release party.
2002
The pop star opted for a classic red gown and big, sexy hair for the Grammy Awards.
2002
The svelte singer showed off her bod in a sultry burgundy asymmetrical dress.
2003
Brit had fun with fashion in a black fedora, ripped Page Six T-shirt, black mini, and funky tights.
2004
Brit rocked one of her sexiest looks ever at the NRJ Music Awards. The gold sequin dress highlighted her killer assets.
2006
Brit stepped out in a very little black dress and strappy black sandals.
2008
Talk about making a comeback! At the MTV Music Video Awards, Britney took home three awards — and looked smoking-hot in a one-shoulder silver-sequin dress. Isn't sexiness the best revenge?
2009
On tour for her new album, Circus, Britney starts yet another fashion trend: the band uniform jacket. Only she can pull off this look without pants!
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