Guest Stars Delaney Williams as Sgt. Jay Landsman Gbenga Akinnagbe as Chris Partlow 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 Al Brown as Dep. Comm. for Admin. Stanislaus "Stan" Valchek Method Man as Calvin "Cheese" Wagstaff Maestro Harrell as Randy Wagstaff Dan Deluca as UM Professor David Parenti Thuliso Dingwall as Kenard Julito McCullum as Namond Brice Marlyne Barrett as Council President Nerese Campbell Sandi McCree as Delonda Brice Jeffrey Lorenzo as Karim Williams Ramón Rodríguez as Renaldo Shamika Cotton as Michael's Mother Susan Duvall as Assistant Principal Marcia Donnelly Nathan Corbett as Donut Stacie Davis as Ms. Duquette Jonnie Brown as Officer Eddie Walker Rashad Orange as Sherrod