Guest Stars Sydney Morton as Dora Larrie Bill Bellamy as Sweetness Martin Roach as Theodore Kimberly Huie as Margaret Washington Roger Guenveur Smith as Booker T. Washington Co Starring Mouna Traoré as Esther Karen Glave as Peggie Prosser Zahra Bentham as Nettie Ransom Rothaford Gray as Reverend Smith Sophia Deerr as Hairstylist at Sarah's Salon Mark Taylor as Emmett Jay Scott Mark Sparks as Landowner Gairey Richardson as Lawyer Jason Burke as Farmer #1 Shakura S'Aida as Claire Thomas Colin Edwards as Reporter Percy Harris as Rich Black Businessman Devante Goulbourne as Numbers Runner Jeremiah Sparks as Band Leader Uncredited Chris Tarpos as Townsman