Guest Stars Jim Beaver as Bobby Singer Richard Speight, Jr. as Trickster / Gabriel David Tom as Curtis Co Starring Matreya Fedor as Taylor Desiree Loewen as Classy Girl Emma Lahana as Jen Neil Grayston as Frat Kid Tara Wilson as Coed Barclay Hope as Professor Arthur Cox Elena Esovolova as Starla Angela Case as Brunette Trickster Girl Mashiah Vaughn-Hulbert as Blonde Trickster Girl Chad Hershler as Research Scientist