Lorelai: Um... kind of, uh, casual, seemingly routine dating clothes.
Christopher: Was that intended as a compliment? 'Cause it didn't come out like one.
Lorelai: No, you look good. But I mean, how hard is it to look good when you know where you're going? Not that hard.
Christopher: I could get some points.
Lorelai: I, on the other hand, had to come up with an outfit that could easily convert from totally formal to totally casual with just a few moves. Look, here I am, all ready for an elegant, New York night on the town, carriage ride through the park, dinner at Pastis, drinks at the Algonquin. But if I change my shoes and throw on a cardigan and add necklace number two, then I am ready for a concert at the New Haven Green. Or I could use my cardigan to cover up the security camera in case the date turns into some sort of heist.
Christopher: Well, I'd prefer the sexy shoes to the sandals, but you should be comfortable.
Lorelai: Comfortable? "Comfortable" like we're gonna eat Moroccan and sit on the floor, or "comfortable" like we're gonna go up steps? Steps? Steps? Steps? Are we going to the Mets?
Christopher: No hints.