Britney Spears

If Britney had spent as much time learning how to sing as she did self-destructing, the first half of this decade would've been a lot easier to stomach. By now, most are familiar with the laundry list of her indiscretions, but let's do it one more time with feeling: Brit gets high, flaunts junk for paparazzi, stumbles through VMAs, cuts hair, loses kids, gets Godzilla on an SUV and enters mental ward only to emerge wiser, (presumably) soberer and prepped to write the inevitable tell-all book recounting her triumph over her own base impulses.

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