Date: October 29, 2007

Ras Kass has been arrested for numerous DUI charges throughout his career. He was on probation when, in 2007, he flew out to Atlanta to attend BET's annual award show. His probation officers weren't too happy when he was spotted in the BET freestyle cyphers that year, rapping alongside Joell Ortiz and Cassidy, and he spent the next two years in jail.