Special Guest Stars Chris Pratt as Winchester "Ché" Cook Guest Stars Wayne Dalglish as Brad Ward Gary Grubbs as Gordon Bullit Brandon Quinn as Spencer Bullit Kat Sawyer as Head Dean Ashley Benson as Riley Co Starring Corey Price as Eric Ward Daniel Graves as Justice of the Peace Janel Parrish as Leah Chris Dotson as Roger Stephen DeCordova as Dalton Kelly Hare as Pam Daniel Booko as Connor Kaili Thorne as Olivia