Guest Stars Domenick Lombardozzi as Det. Thomas "Herc" Hauk Seth Gilliam as Det. Ellis Carver Jim True-Frost as Det. Roland "Prez" Pryzbylewski Michael K. Williams as Omar Little Robert F. Chew as Joseph "Proposition Joe" Stewart Michael Kostroff as Maurice "Maury" Levy Melanie Nicholls-King as Cheryl Pablo Schreiber as Nickolas "Nick" Sobotka Callie Thorne as Elena McNulty Michael Hyatt as Brianna Barksdale James Ransone as Chester "Ziggy" Sobotka Charley Scalies as Thomas "Horseface" Pakusa Jeffrey Pratt Gordon as John "Johnny Fifty" Spamanto Wendy Grantham as Shardene Innes Luray Cooper as Nathaniel "Nat" Coxson Chris Ashworth as Sergei "Serge" Malatov Jeffrey Fugitt as Claude Diggins Lev Gorn as Eton Ben-Eleazer Erik Todd Dellums as Dr. Randall Frazier Susan Rome as State's Attorney Ilene Nathan Fredro Starr as Bird Hilton Delon Howell as Inmate #1 Donovan Hagins as Dancer Richard Price as Library Discussion Leader Jacques Derosena as Leech