I just got my SPN Season 6 companion book yesterday, and it explained that, at this point in the season, one of their possible plotlines was to have Sam already working with Crowley, so they had Sam 'uphold the deal' for that reason. Only to decide later that Sam wasn't working with Crowley.
So that leaves us with a weird line that doesn't fit. :)
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So that leaves us with a weird line that doesn't fit. :)