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14. Britney Spears
Naughty Bit: On a fatal day in 2006, Commando Commander Britney Spears boarded Paris Hilton's car, giving a show to some classy paparazzi waiting patiently up her skirt.
Post-Nude Fallout: This event simultaneously signaled the beginning of Britney's meltdown and coined the phrase "showing her Britney" for lazy bloggers everywhere.