Romance Comedy
Sidney and Dre can attribute their lifelong friendship and the launch of their careers to one single childhood instant... witnessing the birth of hip-hop on a New York street corner. Now some 15 years later, she is a revered music critic at a national magazine and he is a successful, though unfulfilled, hip-hop record company executive. Both come to realize that their true life passions will only be fulfilled by remembering what they learned that day on the corner.
Directed by
Rick Famuyiwa
Taye Diggs
Andre Romulus 'Dre' Ellis
Common
Self
Wendell Pierce
Simon
Queen Latifah
Francine
Sanaa Lathan
Sidney 'Sid' Shaw
Sterling K. Brown
Co-Worker
Nicole Ari Parker
Reese Marie Wiggam Ellis
Marc John Jefferies
Young Dre
Beanie Sigel
Self
Toks Olagundoye
Sidney's LA Assistant
Boris Kodjoe
Kelby Dawson
Liza Lapira
Hot 97 Receptionist
Magic Johnson
Spencer Kayden
Bridesmaid (uncredited)
Yasiin Bey
Chris Anton 'Cav' Vichon
Method Man
Self
Chyna
Woman at Party (uncredited)
Lamman Rucker
Man on Couch at Radio Station (uncredited)
Vincent Mason
Self - Maseo [De La Soul]
Questlove
Self
Tariq Trotter
Self - Black Thought [The Roots]
Venida Evans
Older Woman
Jermaine Dupri
Self
Rosalyn Coleman
Trish Hofmann
David Jolicoeur
Self - Trugoy the Dove [De La Soul]
Big Daddy Kane
Self
Brette Taylor
Woman 2
Donna DuPlantier
Woman 3
Vinny DeGennaro
Bouncer (uncredited)
Erik Weiner
Ren
Russell Simmons
Self
Opal Alladin
Crafts Vendor
Talib Kweli
Self
Kimora Lee Simmons
Self
Kelvin Mercer
Self - Posdnuos [De La Soul]
Kevin Watson
Record Label Executive (uncredited)
Angie Martinez
Self (Radio DJ)
Helmar Augustus Cooper
Reverend
Ralph E. Tresvant
Royale (uncredited)
Doug E. Fresh
Self
Slick Rick
Self
Dana Dane
Self
Kool G Rap
Self
Bennie Maupin
Reggi Wyns
Ten
Melissa Martínez
Meghan
Aaliyyah Hill
Young Sidney
Keith Tisdell
Richard Lawson
Breece Wilson
Woman
Robin T. Kirksey
Bartender 1
Kofi Boakye
Host
Dena Atlantic
Hot 97 Assistant
Gerry Pinzon
Instructor
Sam McPherson
Iridium Waiter
Wyking Jones
Bartender
Pete Rock
Self
Hadley Martin Fisher
Backstage Bartender
Justin 'DJ' Spaulding
Kid in the Park
Erica Ise
Bridesmaid (uncredited)
Robert Hurst
Marcus Woods

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