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The season two finale is centered around Sookie and Jackson's wedding. Christopher and Sherry break up and after spending a romantic evening with Lorelai.
Lorelai graduates from business school, but Rory misses it because she goes to visit Jess in New York.
Richard starts a consulting business and Lorelai helps him find a secretary. Lane decides to master the drums. Carole King guest stars as a music store owner.
Rory, in an attempt to tutor Jess, ends up with a fractured wrist when he crashes her car.
Richard helps Rory with a project for her business class and realizes how much he misses that world.
After Luke's Uncle dies and there's poor attendance at the funeral, Luke is concerned he's going down the same path.
Lorelai and Emily go for an unsuccessful spa weekend getaway, leaving Rory the house to herself. Things don't go any better for Rory when Dean discovers Jess over.
Dean notices Rory's missing braclet that Jess took during "A-Tisket, A-Tasket." Luke looks for a bigger apartment for him and Jess.
Christopher visits and brings his new girlfriend, Sherry, who tries to spend time with Rory.
At the Bid-A-Basket festival, women make picnic baskets and the men bid to enjoy lunch and the company of the women.
A retired Richard is driving Emily nuts, so Lorelai father-sits. Paris goes to expose the corruption she's seeing.
Lorelai's house gets termites and Rory tells Emily of the financial woes surrounding it.
When a last minute Chicago snowstorm strands guests who paid for a dinner at the Inn, Lorelai invites most of Stars Hollow.
Tristan and Rory play Romeo & Juliet in the school play, making Dean jealous. Meanwhile, Lorelai dates a much younger b-school student.
Lorelai and Sookie make their plans for their own Inn and consider the Dragonfily, until they learn Independence Inn might be sold by Mia.
Rory is told her fix her antisocial behavior at Chilton and in her attempts to socialize, she accidentally joins the secret sorority, The Puffs.
Rory formally come out to society and Christopher agrees to escort Rory; Richard vents about being "phased out" of his job.
When Luke's 17-year-old nephew, Jess (Milo Ventimiligia) moves in with him, Lorelai offers unwanted advice.
After calling off her engagement, Lorelai takes Rory on a road trip to Harvard. The ladies stay at a bed & breakfast and then head to the school.
Lorelai and Max plan their wedding until Lorelai's bachelorette party gives her second thoughts; Luke builds Lorelai a chuppah.
Rory volunteers to build a house, putting a strain on her relationship with Dean; Sookie throws Lorelai and Max an engagement party.
Lorelai accepts Max's proposal; Lane's parents get her a one way ticket to Korea; Dean comes to a Friday night dinner.