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| Directed by | ||
|---|---|---|
 | Rick Famuyiwa | |
| Starring | ||
|---|---|---|
 | Taye Diggs | Andre Romulus 'Dre' Ellis |
| Sanaa Lathan | Sidney 'Syd' Shaw |
 | Yasiin Bey | Chris 'Cav' Anton Vichon |
| Nicole Ari Parker | Reese Marie Wiggam Ellis |
| Boris Kodjoe | Kelby Dawson |
 | Queen Latifah | Francine |
| Wendell Pierce | Simon |
| Erik Weiner | Ren |
| Reg Wyns | Ten |
| Melissa Martinez | Meghan |
| Aaliyyah Hill | Young Sidney |
| Marc John Jefferies | Young Dre |
| Venida Evans | Older Woman |
| Breece Wilson | Woman |
| Brette Taylor | Woman 2 |
| Donna Duplantier | Woman 3 |
| Rosalyn Coleman | Trish Hofmann |
| Robin T. Kirksey | Bartender 1 |
| Sterling K. Brown | Co-Worker |
| Kofi Boakye | Host |
| Dena Atlantic | Hot 97 Assistant |
| Gerry Pinzon | Instructor |
| Sam McPherson | Iridium Waiter |
| Big Daddy Kane | Self |
| Tariq Trotter | Self - The Roots |
| Quest Love | Self - The Roots |
| Kool G. Rap | Self |
| Helmar Augustus Cooper | Reverend |
| Keith Tisdell | Richard |
| Wyking Jones | Bartender |
| Toks Olagundoye | Sidney's LA Assistant |
| Opal Alladin | Crafts Vendor |
| Angie Martinez | Self |
| Dana Dane | Self |
| Doug E. Fresh | Self |
| Slick Rick | Self |
| Jermaine Dupri | Self |
| Pete Rock | Self |
| Trugoy The Dove | Self - De La Soul |
| Posdnuos | Self - De La Soul |
| Vincent Mason | Self - De La Soul |
| Kimora Lee Simmons | Self |
| Russell Simmons | Self |
| Beanie Sigel | Self |
| Talib Kweli | Self |
| Common | Self |
| Hadley Martin Fisher | Backstage Bartender |
| Justin DJ Spaulding | Kid in the Park |
| Liza Lapira | Hot 97 Receptionist |
| De La Soul | Themselves |
| Method Man | Self |
| DeAdre Aziza | Wedding Patron |
| Vinny DeGennaro | The Bouncer |
| Brother Eden Douglas | Park ChessPlayer #1 |
| Leonard Hub Hubbard | |
| David Jefferson | Manager |
| Ralph E. Tresvant | Royale |
| Kevin Watson | Record Label Executive |
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USA release date: 5th October 2002
South Africa release date: 14th February 2003
Argentina release date: 7th May 2003
Spain release date: 30th May 2003
Italy release date: 6th June 2003
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