In Manhattan, a bike messenger picks up an envelope that attracts the interest of a dirty cop, who pursues the cyclist throughout the city.

Cool is a struggling actor fed up with stereotypical African-American roles. While pumping gas to make ends meet, he collides with his ex-fiancee after three years of silence. She is getting married in 36 hours. As the clock ticks on his life, love, and career, Cool stops looking at his watch and starts looking at himself.