Guest Stars Brooke Smith as Frances Simpson Wendell Pierce as Ronald Keith Octavius J. Johnson as Marvin Gaye Washington Ambyr Childers as Ashley Rucker Vinessa Shaw as Kate McPherson Sheryl Lee Ralph as Claudette Brian Geraghty as Jim Halloran Austin Nichols as Tommy Wheeler Stephan DuVall as Shorty Omar J. Dorsey as Cookie Brown Eion Bailey as Steve Knight Co Starring Jayne Taini as Harriet Greenberg Jeryl Prescott as Cherry Ryan O'Nan as Stan Omar Nazel as Cookie's Driver Collin Christopher as Bob Lepecka Casey O'Keefe as Girl #2 Aaron Sanders as Teenage Bakery Worker Kabby Borders as Girl #1 Molly Cerne as Girl #3