Christopher Scott Cherot as Lee Plenty

Chenoa Maxwell as Havilland Savage

Tammi Katherine Jones as Caroline Gooden

Robinne Lee as Leigh Darling

Reginald James as Felix Darling

Kim Harris as Bobby Montgomery

Betty Vaughn as Grandma Moore

Margie St. Juste as Alexandria Beaumont

Chuck Baron as Mr. Savage

Hill Harper as Michael Simmons

Nia Long as Trudy

Mekhi Phifer as Harold

Rozonda Thomas as Kris(as Chilli)

Shemar Moore as Chris

Lauryn Hill as Debra

Patrik-Ian Polk as Caprice Films Entourage Member

Leslie Segar as Jane(as Leslie "Big Lez" Segar)

Shara P. Fleming as Caprice Films Entourage Member

Bridget D. Davis as Caprice Films Entourage Member

Erik McKay as Bar Patron(uncredited)

Christine Greaves as Supermodel

Babyface as Lloyd Banks

Tracey Edmonds as Amy Madison

Keith Hudson as Festival Participant

Alaina Irizarry as Spectator

Reggie Bruce as Spectator(as Reginald Bruce)

Shontonette Crawford as Spectator

Christopher Batyr as Emcee

Vincent Nolasco as Hav's Co-Worker

Celia Didier as Hav's Co-Worker

Marco Materassi as Hav's Co-Worker

Juana Cullen as Hav's Co-Worker

Melissa Brooks as Hav's Co-Worker

Isaac B. Marten as Brunch Extra

Mandy Zagon as Brunch Extra

Emir Radoncic as Brunch Extra

Anthony Beneri as Brunch Extra

Arnold Bayley as Dream Extra

Diane Barone as Dream Extra

Julio Yurnet as Dream Extra

Jennifer Gaglia as Dream Extra

Courtney Berlin as Dream Extra

Robyn M. Greene as Dream Extra

Wanda Candelario as Girl in Gas Station

Misty as Sylvia's dog

Milo as Hav's cat

Paula Gene Reese as Evelyn(as P. G. Reese)

Michelle Turner as Sylvia Savage