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