Guest Stars Dylan Everett as Teenage Dean Winchester Sean Michael Kyer as Timmy Erin Karpluk as Robin Karin Konoval as Ruth Blake Gibbons as Sonny Co Starring Hunter Dillon as Young Sam Winchester Radek Hewson as Bully #1 Maxwell McMullin as Bully #2 Sarah Desjardins as Young Robin Tom McBeath as Jack Alika Autran as Ghost Mother Jennifer Oleksiuk as Timmy's Mom Robin Nielsen as Deputy Billy