Well, I was kinda sick of Bobby at one point because he seemed a bit over-used and the boys stopped doing their own research, etc because they'd just call Bobby. Same with Cas when he became their easy rescue out of every tight spot they found themselves in. But I do like Bobby and would hate for him to die; I think he still has a part in their world and valuable things to offer and that Dean is in such a bad place now emotionally, Bobby's death might just prove too much. I also thought for a second, what if the Bobby who ran out and got in the van at the end is a cloned Leviathan, but when you shoot them they bleed black goo and Bobby's wound bleeds red, plus how would they explain his anomalies at the ER in the next episode? So it's gotta be genuine Bobby shot in the head, sadly enough.
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More.
Bobby's a fixed point in their world.
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