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Biggest “Ouch My Heart” Moment
- While I know the instant reaction is Sam and Dean’s confrontation in “Brother’s Keeper”, I’m going with Dean’s words to Sam in “The Prisoner” when they salted and burned Charlie’s body.
- Dean: The Mark isn't gonna kill me.
- Sam: Maybe not, but... when it's done with you, you won't be you anymore. Dean you're all I got, so of course I was gonna fight for you, because that's what we do. Listen I had a shot.
Dean: Yeah you had a shot. Charlie's dead, nice shot.
Sam: You think I... you think I'm ever going to forgive myself for that?
- Dean: You wanna know what I think? I think it should be you up there and not her. This thing with Cass and the book ends now. Shut it down before somebody else gets hurt, you understand me?
Honorable mention, “Soul Survivor”
“You notice I tried to get as far away from you as possible? Away from your whining, your complaining. I chose the King of Hell over you. Maybe I was just…tired of babysitting you. Or always having to yank your lame ass out of the fire, since…forever. Or maybe, maybe it was the fact that my mother would still be alive if it wasn’t for you. That your very existence sucked the life out of my life.”