LORELAI: Okay, look, nobody wants to say this any less than me, but I – maybe you don’t have a medical condition or a mental problem. Maybe, honey, you are falling for Jess.
In an echo of the end of “Back in the Saddle” when Dean bitterly admits that Rory likes Jess (more than him), Lorelai ends this episode having to be honest with herself and admitting that Rory must be falling for Jess.
There is no such awareness or honesty from Rory, though. She denies it, and says she loves Dean, and he will be her boyfriend forever. Jess is gone, and now all their problems are over. She refuses to talk about it any more, and only talks about her trip to New York as a “horrible, horrible day”. It’s very dishonest, especially to herself, when her day in New York with Jess was an absolutely magical experience until the bus debacle.
It will take just a little while longer for Rory to also realise that she is falling for Jess.
The Annotated Gilmore Girls 