Guest Stars Colin Ford as Teenage Sam Winchester Brock Kelly as Teenage Dean Winchester Candice Accola as Amanda Heckerling Chad Willett as Mr. Wyatt Co Starring Marie Avgeropoulos as Taylor Merritt Patterson as Cheerleader Reilly Dolman as Lunchroom Jock Jenna Romanin as Unknown Adam Macdougall as Unknown Cainan Wiebe as Barry Cook Maggie Ma as Jennifer Tanaka Adam Kennedy as Unknown Tim Henry as Dirk McGregor Sr. Eileen Barrett as Dean's Teacher Dan Joffre as Coach Jermaine Peralta as Unknown Hayley Saulnier as Unknown Casey Dubois as Unknown Doug Abrahams as Eddie