Feeling a little lonely, Lorelai adopts a dog. Luke agrees to repair Lorelai's house, rather than buy the Twykham house. This soon turns into trouble as TJ does some unwanted construction on the house. Rory starts her community service assignment. Feeling neglected and unhappy with how things are going, Rory visits Luke at his diner. He lets it slip that he and Lorelai are engaged, leaving Rory feeling even more alone.

After months of separation, Sookie tries to reconcile Rory and Lorelai by asking them to be the godmothers of her two children. However, they both end up fighting when Lorelai realizes that Rory didn't see fit to share her new cell phone number with her.

Lorelai needs Richard's help with her insurance after a small fire at the Dragonfly Inn and uses the occasion to talk to him about the fact that he didn't manage to get Rory back into Yale. Although he doesn't appreciate Lorelai's reprimand, Richard has to admit that Rory is not where she should be.

Meanwhile, Rory organizes a fabulous D.A.R. party for Emily but the evening doesn't turn out so well when Richard confronts Mitchum Huntzberger, Logan's father, about his opinion on Rory's journalistic talents.