The Waitress has never liked Charlie, from the episode when she calls him a Nazi and a racist ("The Gang gets racist"). The only time The Waitress is nice to Charlie is when she is on ecstacy when the gang travels to The Jersey Shore (The Gang Goes to the Jersey Shore) Charlie has devised elaborate but unsuccessful schemes to trick the Waitress into going out with him including: Charlie often stalks the Waitress (The Nightman Cometh). He has even hired someone to stalk her for him. (Who Pooped the Bed?).