Style Evolution: Britney Spears(01 of22)
Open Image ModalJanuary 1999. One of her first red carpet appearances the 26th Annual American Music Awards. (credit:Getty)
Style Evolution: Britney Spears(02 of22)
Open Image ModalJune 1999. Britney on a shopping spree at Walt Disney World. (credit:Getty)
Style Evolution: Britney Spears(03 of22)
Open Image ModalAugust 1999. Teen pop sensation Britney Spears performs Baby One More Time. (credit:Getty Images)
Style Evolution: Britney Spears(04 of22)
Open Image ModalSeptember 1999. Britney donned fur and sequins at the 1999 MTV Video Music Awards. (credit:Getty)
Style Evolution: Britney Spears(05 of22)
Open Image ModalFebruary 2000. Britney Spears performs at the Grammy Awards. (credit:Getty Images)
Style Evolution: Britney Spears(06 of22)
Open Image ModalDecember 2000. One of Britney's 'so bad it's good' numbers at the 2000 Billboard Music Awards. (credit:Getty)
Style Evolution: Britney Spears(07 of22)
Open Image ModalJanuary 2001.Britney and Justin's double denim outfits have gone down in red carpet history, but for all the wrong reaons. They worked their matching style at the American Music Awards. (credit:Getty)
Style Evolution: Britney Spears(08 of22)
Open Image ModalFebruary 2003. Britney donned her style staple, the skimpy jumper, backstage at the first MTV TRL Awards. (credit:Getty)
Style Evolution: Britney Spears(09 of22)
Open Image ModalJanuary 2004. On the red carpet in Cannes for France's annual NRJ music awards. (credit:Getty)
Style Evolution: Carey Mulligan(10 of22)
Open Image ModalJanuary 2004. Britney and Justin hit the 29th Annual American Music Awards in Los Angeles. (credit:Getty)
Style Evolution: Britney Spears(11 of22)
Open Image ModalMay 2004. Britney worked a half rock-chick, half gym kit ensemble for an appearance on MTV TRL in London. (credit:Getty)
Style Evolution: Britney Spears(12 of22)
Open Image ModalMarch 2005. Britney celebrated the global launch of her fragrance Curious in 2005. (credit:Getty)
Style Evolution: Britney Spears(13 of22)
Open Image ModalJuly 2005. A pregnant Britney Spears and now ex-husband Kevin Federline at the premiere of Charlie and the Chocolate Factory. (credit:Getty)
Style Evolution: Britney Spears(14 of22)
Open Image ModalMay 2006. A happy mum with her son Sean Preston. (credit:Getty)
Style Evolution: Britney Spears(15 of22)
Open Image ModalAugust 2006. Britney showed off her blooming baby bump at the 2006 Teen Choice Awards. (credit:Getty)
Style Evolution: Britney Spears(16 of22)
Open Image ModalDecember 2006. Britney hosted New Year's Eve 2007 at Pure Night Club in a thigh-skimming mini dress. (credit:Getty)
Style Evolution: Britney Spears(17 of22)
Open Image ModalAugust 2009. One of her better red carpet moments at the 2009 Teen Choice Awards. (credit:Getty)
Style Evolution: Britney Spears(18 of22)
Open Image ModalJanuary 2010. While the 52nd Annual Grammy Awards marked one of her worst fashion moments. (credit:Getty)
Style Evolution: Britney Spears(19 of22)
Open Image ModalMay 2011. Britney attended an evening of Southern Style presented by the St. Bernard Project and the Spears family. (credit:Getty)
Style Evolution: Britney Spears(20 of22)
Open Image ModalAugust 2011. Britney sported a sequin mini dress and patent boots at the 2011 MTV Video Music Awards. (credit:Getty)
Style Evolution: Britney Spears(21 of22)
Open Image ModalSeptember 2011. Britney kicked off her UK tour at the Sanctum Soho hotel in London. (credit:Getty)
Style Evolution: Britney Spears(22 of22)
Open Image ModalMay 2012. Singer Britney Spears poses during The X Factor auditions. (credit:Getty Images)