JESS: How well do you know Manhattan?
RORY: I’ve been here a few times. We saw The Bangles here.
JESS: When was that, twenty years ago?
The Bangles, previously discussed.
Rory refers to “Concert Interruptus”, when she saw The Bangles on their reunion tour in New York, in February 2001. Jess is polite about it when he knows Rory thinks they’re great, although he can’t possibly think they match his idea of what’s “cool”.