Christopher comes to town on a business trip with his girlfriend Sherrie in tow. Since Sherrie and Christopher's relationship is getting serious, Sherrie wants to begin bonding with Rory -- on Friday night. Without consulting Emily, Lorelai excuses Rory from The Gilmore Friday Night Dinner, and takes Christopher with her instead. When Emily finds out about Sherrie over cocktails, she has a meltdown and rushes off to the kitchen. Lorelai follows her there and finds out that Emily has always envisioned that Lorelai and Christopher would end up together. Now that she sees that this isn't going to happen, Emily blames Lorelai for always keeping him, and everyone else, at arms length. After mulling over her mother's words, the next morning Lorelai tells Christopher that she's always thought that they would get back together, too, and that's why she's never had a relationship that lasted, including the one with Max. Christopher gets very angry, refusing to accept the responsibility for the w

Lorelai chauffeurs Rory to Sherry's baby shower in Boston and finds herself dragged into the festivities against her will; Miss Patty gets a new beau; Jess comes home with a car and Luke tries to find out where he got the money to pay for it; one of Stars Hollow's more eccentric citizens requests a permit to mount a demonstration in the town square.

Luke and Nicole have a successful first date; Jess and Dean trade verbal blows; Sherry goes into labor with only Lorelai and Rory for company; Lorelai reminisces about her pregnancy and Rory's birth; Lorelai introduces Emily to modern entertainment technology; Richard and Emily decry Lorelai's and Rory's plans to backpack through Europe; the war between Paris and Rory continues when Paris picks a photo of the ""Franklin"" staff for the yearbook that has the worst possible shot of Rory.