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Summary
Lucifer has "greatest" trick, and then his his favorite one. As in "Takes the form of someone the person loves most so he can get them to say 'yes'".
Since Sam is a no go (and Lucifer's bored of him anyway), Dean is his best option, being a vessel for an archangel and all. And why not? Lucifer loves the idea of taking his big brothers things.
He also likes the look on Cas' face when he realizes how much of an idiot he's been.
Poor Cas. He could have had Dean all along. Now Lucifer gets to mock him for it while wearing Dean's face.
