Guest Stars DeRon Horton as Hilliard "Hilly" Percy Daggs IV as Pity Denise Burse as Shirley Wring Patrick R. Walker as Roger Dawes Omar Benson Miller as Reggie Lloyd Enoch King as Alfred Gulla Sonya Eddy as Miss Delia Maury Ginsberg as Moishe Abromovitz Jr. Josh Daugherty as Mr. Malman Co Starring Charity Jordan as Nina La Fontaine-Lloyd Breanna Allen as Melinda Hogarth Nicole Lockley as Iona Grey Avangeline Friedlander as Maude Petit Percy Bell as Regent / Black Cop Lauren Halperin as Patron J. Anthony Pena as Hernandez JoAnn Willette as Judge McCarty Tara Warren as Bailiff #2 Michelle Lukiman as Angela Liem