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Sidney (Sanaa Lathan) and Dre (Taye Diggs) trace their friendship and the launch of their careers to a single childhood instant: the day they discovered hip-hop on a New York street corner. Now, 15 years later, both have successful music industry careers. As Sidney, a revered music critic, and Dre, a successful but unfulfilled music executive, lay down tracks toward their futures, something keeps them coming back to that moment on the street corner.