File this one under Go Big or Go Home: In May 2011 the former Chanel No. 5 frontwoman was arrested for hitting three parked cars with her Toyota Prius and fleeing the scene. As she was being booked for a DUI, the model/actress managed to slip out of her handcuffs and escape. Once recaptured, she was charged with DUI, hit and run, battery on a police officer, and resisting arrest. Warren eventually pleaded no-contest and agreed to a six-month stint in rehab.
Photo credit: A rehabbed Warren in 2012, Getty Images