Guest Stars Tyla Abercrumbie as Nina Williams Curtiss Cook as Otis "Douda" Perry Luke James as Trig Miriam A. Hyman as Dre Jasmine Davis as Imani La La Anthony as Dom Co Starring Hannaha Hall as Tiff Cortez Smith as Nuck Bernard Gilbert as Suede Michael Island as Big Mike Maximus Chase Evans as Devante Corey Hendrix as Curtis Danyelle Monson as Shay Julian Parker as Barry Starlyn Stratton as Malaysia Claudia Michelle Wallace as City Clerk / Charlene Jocelyn Zamudio as Shay's Neighbor Andrew Lawrence as Band Member #1 Meghan Maureen McDonough as Lila Calvin Steven C. Scott as Transient Two / Haze Korron Blalark as Band Member #2 Jos N. Banks as Ocean Johnny Wator as Transient One / Pete Jackson Ray Shepard as Band Member #3 Brandi Jiminez Lee as Cliché Adam R'Jon Wheeler as Queer Crooner Kelsie Huff as Organizer Darrionna Barnes as Shay's Sister Devin Demby as Lawrence Leigh Foster as Roger Maryam Basir as Punkin Kroydell Galima as Michael Echaka Agba as Female Officer