Dean had snuck away from the crowd after telling Sam that he was going to check in on Henry. He scanned the area, quickly finding Henry lurking in an alley. Obviously, he didn't want to be seen, but Dean wasn't really going to give him the choice. He took a bottle of water out of his duffel for them to split, and then he moved toward the entrance.
After tossing the bottle up for Henry, he sat down on the concrete, sprawling out. "Damn, I've gotta step up the working out. That actually made me tired."