3. Chris Klein - Arrested in April of 2005 and June of 2010, Charged: Drunk Driving
Everyones favorite jock turned soloist, Chris Klein won over audiences with his good-guy routine in the American Pie franchise and Election (another Witherspoon co-star, weird). However, in 2005, he was pulled over and charged with a DUI after swerving in and out of traffic on an LA highway. His first arrest had coincided nicely with Katie Holmes and Tom Cruises leap into publicity with their shocking relationship. You see, Katie Holmes was engaged to marry Chris Klein not a month before the first picture of TomKat graced the pages of the tabloids. Poor Chris. He got quite used to drinking after that, blacking out while drinking alone, worrying his family and friends, etc. Eventually, his habits pushed him out of the Hollywood limelight and straight into the police officers spotlights.