Anyway, that’s my current reading of this scene – miscommunication worthy of Romeo and Juliet themselves, or, perhaps more appropriately, Cesario and Orsino.
Oh, HELL yes, Cesario and Orsino! That is sooooo perfect.
(Oh, dear, does that make Crowley Olivia?)
And this is yet another reason I’m not giving up on Destiel, because this misunderstood pining trope has been around a LONG DAMN TIME.