Special Guest Stars Rockmond Dunbar as Marion "Pookie" Woods Guest Stars Tim Daly as Ulysses S. Thatcher Cecil Blutcher as Caleb Antwan Jones Cayden Boyd as Keith Kincaid Stevie Baggs Jr. as Dante Simms Sylvia Jefferies as Montana Karina Willis as Natalie Co Starring Tyriq Withers as Connor Tibbs Asiyih N'Dobe as Kai Mack Robert Pralgo as Coach Burt Long Melissa Oulton Haas as Avery J Shivani Persaud as Bistro Waiter Justin David as Ramon Chauncey Miller as Black Elvis