Guest Stars Jim Beaver as Bobby Singer Pascale Hutton as Lia Chad Everett as Old Dean Winchester Hal Ozsan as Patrick Christopher Russell as Cliff Whitlow Co Starring Daesha Danielle Usman as Maid Elan Ross Gibson as Cliff's Wife Veena Sood as Dr. Aldrich Matthew Robert Kelly as Bartender Monica Mustelier as Xavier's Wife Rob Heschl as Older Man at Bar Robert Hewko as Hesh Marianne Patricio as Hooker #2 Grace Beak as Hooker #1 Daniel Arnold as Xavier