Guest Stars Gbenga Akinnagbe as Chris Partlow Anwan Glover as Slim Charles Jermaine Crawford as Duquan "Dukie" Weems Felicia Pearson as Felicia "Snoop" Pearson Brandy Burre as Theresa "Terri" D'Agostino Maestro Harrell as Randy Wagstaff Mack Wilds as Michael Lee Benjamin Busch as Off. Anthony Colicchio Michael Willis as Andy Krawczyk Christopher Mann as Councilman Anthony "Tony" Gray Julito McCullum as Namond Brice Susan Duvall as Assistant Principal Marcia Donnelly Brandon Fobbs as Fruit Richard Hidlebird as Principal Claudell Withers Tyrell Baker as Little Kevin