WHEN: 2005
RECORDING: Angry, comically racist voicemail left for ex-wife Denise Richards
WHY IT'S EMBARRASSING: Divorces and custody battles tend to be messy, and there's bound to be some name calling, but Sheen threw everyone for a loop when he called his former blonde Barbie doll not just a "cunt" but also "a coward and a liar and a fucking nigger." WTF! We haven't been this shocked since found out Wentworth Miller was black!