Guest Stars Delaney Williams as Sgt. Jay Landsman Gbenga Akinnagbe as Chris Partlow Tray Chaney as Malik 'Poot' Carr Anwan Glover as Slim Charles Robert F. Chew as Joseph "Proposition Joe" Stewart Isiah Whitlock Jr. as State Sen. R. Clayton "Clay" Davis Jermaine Crawford as Duquan "Dukie" Weems Felicia Pearson as Felicia "Snoop" Pearson Amy Ryan as Off. Beatrice "Beadie" Russell Hassan Johnson as Roland "Wee-Bey" Brice Paul Ben-Victor as Spiros "Vondas" Vondopoulos Method Man as Calvin "Cheese" Wagstaff Maestro Harrell as Randy Wagstaff Rick Otto as Off. Kenneth Dozerman Edward T. Norris as Det. Edward Norris Cleo Reginald Pizana as Chief of Staff Coleman Parker Neal Huff as Chief of Staff Michael Steintorf Dan Deluca as UM Professor David Parenti Thuliso Dingwall as Kenard Julito McCullum as Namond Brice Kelli R. Brown as Kimmy Sandi McCree as Delonda Brice Ramón Rodríguez as Renaldo Susan Duvall as Assistant Principal Marcia Donnelly Nathan Corbett as Donut Mike D. Anderson as Ghost Stacie Davis as Ms. Duquette Taylor King as Zenobia