Britney Spears - 10 Hottest Looks - as part of the celebrities series by GeoBeats. 10 - Britney combined a black miniskirt, tiny white top and wacky leggings for the MTV Bash: Honoring Carson Daly. 9 - She wore a short, black dress for the Teen Choice Awards 2009. 8 - She sported a girly, halter frock for the 2003 Teen Choice Awards. 7 - She chose tight leather pants and belly shirt for her performance on Good Morning America. 6 - She kept it casual with jeans and a simple white top for a taping of "On-Air With Ryan Seacrest". 5 - She sported a black halter top and striped pants for the premiere of "The Four Feathers". 4 - She covered up with a long turtle neck dress and knee high boots for the premiere of "Crossroads". 3 - She wore a black see-through ensemble with matching under garments at the 2001 MTV Video Music Awards. 2 - She chose a bold, shiny tee dress for the 28th Annual MTV Video Music Awards. 1 - She showcased a classy, one shoulder dress for 2008 MTV Video Music Awards.