Dean didn't know how to react beyond putting his hands in his back pockets. Or, at least, seeming to, more like going to where he had a knife settled, but ready to grab it if this turned dangerous with the man who approached them. He looked the man up and down briefly, judgement going from 'misunderstood guy that somehow got our information and needs us for something' to 'potentially dangerous angel or demon who we need to look out for'

"Who the hell're you?" It was the middle of the day and if a fight broke out, there would be extreme hell to pay. Not just from the Winchesters combined forces, nevermind Dean being incredibly pissed off his car is missing, but the fact that the cops could easily come by to try and break it up and that was just more people that didn't need to be involved in anything like this.