20. 50 Cent
Worst Performances: Get Rich Or Die Tryin' (2005), Home Of The Brave (2006), Righteous Kill (2008), Before I Self Destruct (2009)
The hip-hop scene has bestowed cinema with a continually growing pile of inept rappers-turned-actors. Who could forget Nas' sleepy work in Belly? Or Mack 10 and Fat Joe duking it out for "worst performance ever" honors in Thicker Than Water? OK, the second one's stretching it. But who's the worst rapper-turned-actor of all? That's Curtis "50 Cent" Jackson, simply because he keeps cranking out movies without showing any signs of improvement. For such a dynamic guy on record and in interviews, he's dry as hell in movies. Worst of all, he can't even play variations of himself well (his performances in Get Rich Or Die Tryin' and Righteous Kill are particularly bad).