Christopher Scott Cherot
— Lee Plenty
Chenoa Maxwell
— Havilland Savage
Tammi Katherine Jones
— Caroline Gooden
Robinne Lee
— Leigh Darling
Reginald James
— Felix Darling
Kim Harris
— Bobby Montgomery
Betty Vaughn
— Grandma Moore
Margie St. Juste
— Alexandria Beaumont
Chuck Baron
— Mr. Savage
Hill Harper
— Michael Simmons
Nia Long
— Trudy
Mekhi Phifer
— Harold
Rozonda Thomas
— Kris(as Chilli)
Shemar Moore
— Chris
Lauryn Hill
— Debra
Patrik-Ian Polk
— Caprice Films Entourage Member
Leslie Segar
— Jane(as Leslie "Big Lez" Segar)
Shara P. Fleming
— Caprice Films Entourage Member
Bridget D. Davis
— Caprice Films Entourage Member
Erik McKay
— Bar Patron(uncredited)
Christine Greaves
— Supermodel
Babyface
— Lloyd Banks
Tracey Edmonds
— Amy Madison
Keith Hudson
— Festival Participant
Alaina Irizarry
— Spectator
Reggie Bruce
— Spectator(as Reginald Bruce)
Shontonette Crawford
— Spectator
Christopher Batyr
— Emcee
Vincent Nolasco
— Hav's Co-Worker
Celia Didier
— Hav's Co-Worker