Hustle and Flow (2005)
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11 Of The Absolute Best Hip-Hop Movies Ever

6. Hustle and Flow (2005)
This 2005 film staring Terrance Howard tells the story of DJay, a drug-dealing pimp from Memphis, Tennessee in the midst of a midlife crisis. Although the premise sounds somewhat dark and depressing, Howard gives a sensitive, Oscar-nominated performance as DJay tries his best to get recognition for his rapping abilities so he can leave his life of crime behind. The movie also won the Oscar for best original song, "It's Hard Out Here For A Pimp".