I always forget about the Sam thing, because it was the last thing in a whole chain of things...but, I also think it was the most important nail in that coffin.
Right. And I wasn't even thinking of the "lying about getting Sam out of Hell" thing, I was thinking of the "breaking Sam's wall" thing. It's true, Castiel thought he could fix it, but that turned out to not be true (or while he had the ability, he was too high on power and rightousness to actually fulfill the promise). But even if he hadn't promised to fix him, hurting Sam really is the last thing you ever do in a friendship with Dean.
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I always forget about the Sam thing, because it was the last thing in a whole chain of things...but, I also think it was the most important nail in that coffin.
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