Guest Stars Shannon Kane as Ilsa Dejarnette Kelly Rowland as Gladys Knight Co Starring James Devoti as Brooks Donald India R. McGee as Flo Davis Perri Camper as Delores Cornelius Simeon Daise as Reggie Michaels Phillip Mullings, Jr. as Patrick Lorraine Ashani Roberts as Andrea Tucker Shannon Wallace as Private Nate Barker Reginald Johnson as Willie Kristopher Charles as Benny / Stage Manager Elisabeth Omilami as Ma Mable Joseph Lee Anderson as Joseph Clarke Dana Vaughns as Curtis 'Fresh' Edwards Eli Daoudi as Daniel Clarke Keith Arthur Bolden as Mr. Willard Allen Waddell as Eddie Jonathan Bryant as Bubba Knight David Alexander as Officer Pete Rozier Tyrin Niles as Jamie "Latch" Collins Ben VanderMey as Army Medic Paul Ryden as Dave Bryant Bryan McClure as Army Signaler Karon Joseph Riley as Corporal Siprian Alannah Wilhite as Honey Cone #3 Mia Matthews as Mrs. Arimus Aaron Strand as Officer John McMartin Ron Clinton Smith as Leland Mills Ammaya Calhoun as Honey Cone #2 Tadria Allen as Edna / Honey Cone #1 Naomi Mack as Pammy Sade E. Moore as Diahann Carroll Look-a-Like Betsy Graver as Marilyn Monroe Look-a-Like Max Bickelhaup as Lieutenant Bowles Cottrell Guidry as Rob / Director Will Roberts as Captain Locksley