Charlie liked the waitress, or more he liked that she seemed so willing to help. Though, he did catch her slight hesitation when the young guy asked another bowl of whatever it was. His head tilted as he thought on this. Why would the waitress have a problem with serving the young man? The clothes might have suggested the young man couldn't pay for the meal, but then Charlie had no problem paying for another person's meal.
Paying for anyone's meal gave the ginger haired detective pause. He dug into his pockets and was rewarded with just enough to cover his order and maybe a little something else. That seemed a good thing. He rested his hands on the table; his attention back on the disheveled(?) young man who seemed a little out of place. Something was not right about this picture, but then Charlie didn't like seeing anyone out of sorts. He didn't like seeing someone getting the bad end of the stick if said end was undeserved. Of course, Charlie had no problem giving someone the bad end if they did indeed deserve it.
"The cobbler's good here." As if the young man had asked. "I like the apple the most."