Special Guest Stars Rosario Dawson as Claire Temple Guest Stars Sean Ringgold as Sugar Ron Cephas Jones as Bobby Fish Jeremiah Craft as Dave Griffith Kevin Mambo as Sheldon Peter Jay Fernandez as Captain Tom Ridenhour Thomas Q. Jones as Darius "Comanche" Jones Reg E. Cathey as James Lucas Chaz Lamar Shepherd as Raymond "Piranha" Jones Tarah Rodgers as Stephanie Miller / Billie Dorian Missick as Dontrell "Cockroach" Hamilton D-Nice as Himself Jeorge Bennett Watson as Mark Higgins Otto Sanchez as Arturo "El Rey" Gomez III Jacob Wallach as Joey Ross Malcolm C. Murray as Waiter Richardson Desil as Harlem Dad Victor Plajas as Tiburon One Macc H. Plaise as Nigel Garrison Eric Lockley as Corner Kid Donald Harrison as Himself Joi as Herself