Special Guest Stars Drea de Matteo as Wendy Case Jimmy Smits as Neron 'Nero' Padilla 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 James Moses Black as Commander Bruno Gunn as Dorm Guard Andrew Galves as Solitary Guard Cuete Yeska as Lead Gang Guy Sarah Domin as Perky Uncredited Roald Smeets as El Sid