The Winchester Family Business

Updated - Answers now posted.

Supernatural you say is your favourite show.
But how much would you say you really know?
What if I was to recite only a line or two?
Could you guess the episode, is it enough of a clue?
 
 
1* “Don’t hold out on me Dude, share with the class.”
 
2* “Boy this is a piece of, uh Art, Really!”
 
3* “That’s cool! Chicks dig artist!”
 
4* “Sammy we gotta go!” “No! No way Dean”
 
5* “How’s it going?” “Living the dream!”