Luke and Lorelai go on their official first date at a restaurant owned by old friends of Luke's parents. Luke reminds Lorelai of how they met, shows her a horoscope she gave him for good luck that he's kept in his wallet, and assures her that he intends to go the distance with her. Lorelai spends the night at Luke's place; in the morning, she goes down to the diner to get coffee, and the breakfast crowd sees her wearing only Luke's shirt. There's suprisingly little gossip about Luke and Lorelai until the next town meeting, where Taylor uses charts to show how disasterous a breakup between them would be for Stars Hollow. Meanwhile: Rory meets a rich Yale student named Logan and chews him out for being rude to her friend Marty; Paris holds a wake for Asher that all the guests assume is a keg party with a weird theme; and Emily freaks out when she discovers that Richard has a social life she doesn't know about, so she invades Rory's dorm during the wake.

After Emily discovers that Rory is seeing Dean again, she calls a temporary truce with Richard so that they can jointly host a Yale alumni party whose express purpose is to find a suitable match for their unsuspecting granddaughter; Liz and T.J. buy a house in Stars Hollow; Mrs. Kim flips out after Kyon tells her that Lane and Zach hugged in Luke's Diner; when the pressures of being new homeowners lead Liz and T.J. to quarrel, T.J. seeks refuge with his brother-in-law, and ruins the romantic dinner and evening Luke prepared for Lorelai; Logan appears at the party just in time to rescue Rory from yet another prospective bridegroom, and Rory learns that he's very well acquainted with her grandparents; Lane leads Kyon over to the culinary dark side and reveals the secrets to living a happy teenage life at the Kim house; Dean realizes that he no longer fits into Rory's life, and Logan gallantly steps in to dry her tears.

Wanting to make peace with Rory, Christopher shows up at Yale, but she brushes off his attempt at compromise. When Lorelai learns that Christopher's father dies, she spends the evening at his place trying to comfort him, then disdains to tell Luke the truth about where she was. Also, Emily & Richard are briefly reconciled when they find and take in a lost dog.

Rory offers to help Logan write an article for the Yale Daily, but she is disappointed when he doesn't invite her to be his date at a book signing party thrown by his father. When Richard sees Emily talking to man she dated, he rear-ends her car, forcing her to ride home with him. The Gilmore's reconcile and decide to renew their wedding vows. Emily warns Christopher that Lorelai and Luke are getting serious and he had better do something quickly if he hopes to end up with Lorelai.