Good Girls Gone Bad

Miley Cyrus isn't the first pop star to show her naughty side – check out how Britney, Christina, Rihanna and more stars went from PG to R-rated

CHRISTINA AGUILERA

The teen went from Disney darling to pants-optional in 2002 as X-tina, prompting Tina Fey to joke on Saturday Night Live that the video for Aguilera's song "Dirrty" "gave my TV genital warts."