This is one of my favorite categories this year, for every time I think about the winner it makes me smile. First though, there is an honorable mention. This moment goes to a place we never thought Sam and Dean would go, even with their always close quarters. Dean is caught doing an "act" in a place where urban legends come true and has the hairy palm to prove it. If that's not funny enough, Sam with one eye roll manages to top that. "You could go blind doing that too." Wow, did that just happen? "Seinfeld" set a precedent I guess.
However, there's one better. It is the dream Winchester "family" moment, aka what would have happened if Mary hadn't died. It's the awkward Winchester family roadtrip! Dean and Sam are in the back of the Impala, young Mary in the passenger seat and John is driving. John has just found out monsters are real and the other three vehicle occupants are hunters and he's a trite put out. Mary tries to explain, Sam and Dean tries to defend, but there's no way John's letting them get in a word. "Shut up all of you! Not another word or so help me I'll turn this car around!â€ God bless you Sera Gamble and Nancy Weiner. Even just one glimpse of the Winchesters behaving like a normal family makes me happy.