1. Snoop Dogg
Bow down. He sang songs and enjoyed a toke with Willie, but mostly he stands alone. Many celebrities suffer the scrutinizing eye of the police, but none so much as Snoop. Arrested marijuana possession in 1998, 2001, 2006, 2007 and again in January 2013, Snoop earns the number one spot for being the most prolific individual charged with Mary Jane. Fun fact: he went to high school with actress Cameron Diaz—and sold her ganj from time to time.