Guest Stars Brooke Smith as Frances Simpson Wendell Pierce as Ronald Keith Octavius J. Johnson as Marvin Gaye Washington Vinessa Shaw as Kate McPherson Ambyr Childers as Ashley Rucker 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 Ryan O'Nan as Stan Jeryl Prescott as Cherry Omar Nazel as Cookie's Driver Collin Christopher as Bob Lepecka Aaron Sanders as Teenage Bakery Worker Casey O'Keefe as Girl #2 Kabby Borders as Girl #1 Molly Cerne as Girl #3