RORY: There’s a bad draft over there where I usually sit. It’s kind of like a big downward gust. It’s not exactly ‘Toto, we’re not in Kansas any more’, but it’s still pretty darn uncomfortable, especially when you’re just gotten your hair to behave. So can I sit here?
A reference to The Wizard of Oz, previously discussed.
In the film, Dorothy and her dog Toto are taken to the Land of Oz by a violent cyclone, and when they arrive, Dorothy says, “Toto, I’ve a feeling we’re in not in Kansas any more” – a movie quote nearly everyone gets wrong, just like Rory does.
Rory is saying the draft isn’t exactly a cyclone, but she’d still prefer not to sit in it.
The Annotated Gilmore Girls 