In the course of a hunter's work, especially after the Gate opened in AHBL, you're going to have to deal a lot with possessions - not to mention other nasties like ghouls, shapeshifters, and werewolves. So obviously you're going to have to learn to make a mental separation between what you're dealing with and whose face they're wearing. Now think back to Devil's Trap. Remember how when YED was possessing John, Dean didn't hesitate to pull a gun on him, because he knew that wasn't his dad - and from a fairly subtle cue as well.
When you apply this thinking to what happens at the end of Rapture and suddenly everything makes a lot more sense. Dean's picked up on the cues in this situation - seriously, drinking demon blood? Really Sam? - and made what is, from his point of view, a fairly reasonable assumption. He's made that differentiation between who and what. Dean doesn't think he's dealing with his brother any more.
I don't know, I think Dean's opening up to the idea of shades of grey - remember Casey the demon barmaid? And of course after Hell there's a bit of a pot-kettle thing going on anyway. Thing is though, if my theory isn't about to get thoroughly Kripke'd on Thursday, then Dean doesn't think he's dealing with Sam any more - like I said above, the same way he pulled the Colt as soon as he was sure he wasn't really dealing with John.
In the course of a hunter's work, especially after the Gate opened in AHBL, you're going to have to deal a lot with possessions - not to mention other nasties like ghouls, shapeshifters, and werewolves. So obviously you're going to have to learn to make a mental separation between what you're dealing with and whose face they're wearing. Now think back to Devil's Trap. Remember how when YED was possessing John, Dean didn't hesitate to pull a gun on him, because he knew that wasn't his dad - and from a fairly subtle cue as well.
When you apply this thinking to what happens at the end of Rapture and suddenly everything makes a lot more sense. Dean's picked up on the cues in this situation - seriously, drinking demon blood? Really Sam? - and made what is, from his point of view, a fairly reasonable assumption. He's made that differentiation between who and what. Dean doesn't think he's dealing with his brother any more.
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