So hey, let's talk about how Dean immediately looks at Cas after Jack wakes him up and how his face softens at this sight. Aren't they cute?
I mean, Jack’s “It’s me, it’s me,” (which I keep meaning to write more about, because it lacks any clarification) doesn’t really bring Dean any comfort, you know? But then he sees Cas looking apologetic, and half-asleep, it’s probably like Dean getting hit with that shock/relief/surprise/happiness of getting Cas back all over again. Because remember, this is like ONE DAY LATER. He’s still in the *blinkblinkblink* reaction phase where Cas being back is still NEW.
And then seeing Cas there is just enough of a relief that he lets himself go all sleepy and gooey again, and “who’s gonna make me coffee?” and of course it’s probably Cas, because Cas is good at that now. :)