Guest Stars David Haydn-Jones as Arthur Ketch Richard Speight, Jr. as Trickster / Gabriel Keith Szarabajka as Professor Donatello Redfield Erica Cerra as Dumah Danneel Ackles as Sister Jo / Anael Jeffrey Vincent Parise as Asmodeus Co Starring Michael Germant as Scarred Young Man Forrest Rozitis as Boy #1 Simon Leung as Staring Pedestrian Robert Rozen as Cupid Neil Webb as Tim Jesse Chongo as Boy #2 Shane Kim as Demon Leslee Achorn as Old Woman on Walker Robert Gordon Harvey as Groom-to-Be