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Best “One Tortured Look Tells the Entire Heart Crushing Story” Moment
To be honest, this season was missing plenty of the deeply emotional moments that were common in other seasons. Or at least scenes involving Sam and Dean. That's why the winner this year is Bobby in “Death’s Door.”
There were a lot of great, great, emotional scenes in this one, but the one that impacted me the most was the one that first made me cry. Bobby had to experience again the time he told his beautiful wife Karen in their bedroom that he didn't want to have children. They didn't show him saying it, only her absolutely crushed reaction. Not only did Karen make us cry with her sobbing and cut foot, but watching Bobby's devastated gaze while he went through all of that again should have come with a flashing tissue warning. It was even more painful for him this time, since he knew that only three days later he lost her to demonic possession.
"Biggest regret of my life, this fight. You'd think it was when I had to stab her to death, but... no. All through that... I was thinking we never got to get past this. If I'd have known, I'd have said anything she wanted to hear."
Honorable mentionSam in “Slash Fiction." It killed me when was trying to process the fact that Dean killed Amy after finding out through evil Leviathan Dean. He had to do this while the real Dean was rescuing him. He didn't say a word, but his face was total 100% heartbreak and he couldn't move from his spot.