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2006·Movie·1h 37m

Romance, Comedy

5.4 / 10 (16 votes)

Reginald "Cool" Coolidge is a struggling actor, fed up with taking stereotypical African American roles and waiting for his big break in a legitimate production. Until this time comes, he works at his mother's boyfriend's gas station to repay him for covering his college tuition. One day at the station, his ex-fiancé - and one true love - reappears at the pumps after 3 years of silence. Cool discovers that it is 36 hours until her wedding to a local lawyer. As Cool embarks on last-ditch attempts to win her back, he takes on the biggest "role" of his life while also learning the secret to mastering his craft.

Directed by
Pete Chatmon, Rick Zahn
Original language
English
Released
2 January 2006

Where to Watch

Availability in the US · Subtitle and audio track data

Prime Video
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Subtitle and audio languages not checked yet.

Last verified 2 Nov 2026

Cast

  • Dorian Missick

    Dorian Missick

    Cool

  • Zoe Saldaña

    Zoe Saldaña

    Charli

  • Hill Harper

    Hill Harper

    Ed

  • Frankie Faison

    Frankie Faison

    Phil

  • William Sadler

    William Sadler

    Cole Carter

  • Sean Nelson

    Sean Nelson

    Austin Price

  • Novella Nelson

    Novella Nelson

    Jayme

  • Eva Marcille

    Eva Marcille

    Farrah