It was often hard to tell what Castiel meant when he spoke. Sometimes he could be quite plain and sometimes it came out wrong. Still other times he was cryptic as Hell and he may as well have been reading a Haiku for all the sense he made. It was just unfortunate for Jason that the angel wasn't currently conversing at a human level. He was pre-occupied with other things. Namely: Jason.
It wasn't always a good thing to have a being as powerful and ancient as an archangel take such an interest in you.
Okay, it was never a good thing. Just ask Dean. And Sam. And poor Harry Dresden! But, at least the angel was only curious. It could have been far worse.
However, as Jason insisted that he was eating, insisted that he was eating enough, Castiel relented slowly and sat back. He didn't sense any deception there, so he was going to let that go and trust that the human was eating enough to satisfy his nutritional needs. The waitress returned a moment later, smiling down at the dogs and passing off a check to the angel wearing the meat-suit, who (amazingly) knew enough to leave the right amount of credits with the check, there on the table. Dean had taught him that. Something about paying for the food, and then paying more on top of it. It was called 'Tipping your waitress'.
"Is that so?" He asked once they were alone again, leaning to observe the way Ace sat and poised himself so perfectly with his paws on Jay's lap, eager for his treat. Deanna wasn't so well behaved, she stood with her tail wagging eagerly, but she didn't lunge. Hawke had been doing an incredible job with her. Cas just needed to be able to maintain it. "How do you know he's happy?" It was an odd question, but one the awkward holy tax accountant across from the second Robin hadn't been able to figure out.