Jim Morrison
Before his passing in 1971, Jim Morrison, the lead vocalist of The Doors, amassed a significant number of arrests, earning him permanent membership in the infamous "27 Club." His first legal trouble was minor in comparison to the outrageous drug and alcohol-fueled mischief that characterized his brief but eventful career.
Morrison stole an umbrella and a police officer's helmet from a squad car while at a Florida State football game. He was accused of "disturbing the peace by being intoxicated," "resisting arrest," and "petty thievery" by the Tallahassee Police Department.