Special Guest Stars Jimmy Smits as Neron 'Nero' Padilla Drea de Matteo as Wendy Case Benito Martinez as Luis Torres Harold Perrineau as Damon Pope Guest Stars David Labrava as Happy Lowman Christopher Douglas Reed as Philip 'Filthy Phil' Russell McNally Sagal as Margaret Murphy Wanda De Jesus as Carla Jack Conley as Sergeant Macky Ashley Tisdale as Emma Jean Co Starring Ryder Londo as Abel Teller Jack Guzman as Stockton Cop Winston James Francis as Hightower Bruno Gunn as Dorm Guard Sarah Domin as Perky James Moses Black as Commander Andrew Galves as Solitary Guard Cuete Yeska as Lead Gang Guy Uncredited Roald Smeets as El Sid