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Best Winchester Brother Death
Wow, so much to choose from, once again. So much for Kripke's comment about being done killing Winchesters. Sam in "Sympathy For The Devil" (No, when you're out of air it's not passing out, it's death), future Dean in "The End," Sam in "Song Remains The Same," Sam and Dean in "Dark Side of the Moon," and Sam again in "Swan Song."
They were all pretty intense and Sam's death in "Dark Side of The Moon" while Dean watches with absolute horror is jaw-dropping drama, but from a death perspective two shotgun blasts to the chest are pretty quick and effective, even if it resulted in one pretty corpse. I'm going with Sam's death in "Song Remains The Same" because it's so long, dramatic and somewhat Oscar worthy. Plus the visual effects guys really put some effort in getting the blood to pour out of the pipe. There was a nice healthy pool of blood on the floor before Michael rescurrected him.