Dean could do a pretty good agent when he had to. Logan had potential, and it felt pretty damn good to have someone along who wanted to learn. Sam wasn't like that. Not even the Sam he'd found here, or had found him. This Sam did things on his own, and Dean was trying to learn to live with that. He really didn't have much choice.
The older Winchester gave the Holy Knight a wink and a nod as they passed by to get whatever they were going to eat. She could probably guess that they would bother her soon enough. Possibly.
"Don't screw with the blond out there. She hits." Dean explained as they got inside. He ordered his pie and coffee, plain, black. He waited for Logan to place the order, then again for their orders to be ready. As soon as they were ready, he was heading over to the pretty little blond, checking to make sure his possible Grasshopper was in tow.