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The season picks up at the exact point the previous season ended, with Lorelai embarking on a relationship with Luke and Rory beginning an affair with married Dean. Having finally admitted they are separated, Richard and Emily formalize things by having Richard move into the pool house, with the girls splitting Friday nights between the two of ...
Dean gets jealous, but he and Rory grow closer and have an affair, during which Rory loses her virginity. Lorelai is angry and disappointed in Rory, who decides to leave for Europe with her grandmother for the summer to avoid conflicts. Shortly after, Dean separates from Lindsay, and they continue to see each other. They break up after Dean ...
"You Jump, I Jump, Jack" is the seventh episode of season 5 of Gilmore Girls. In the episode, Luke (Scott Patterson) meets Emily (Kelly Bishop) at dinner and Richard (Edward Herrmann) for golf, while Rory (Alexis Bledel) is taken on a Life and Death Brigade event with Logan (Matt Czuchry), where the pair jump off scaffolding from a large height.
Friday dinners with Emily and Richard are often a non-negotiable outing for Rory and Lorelei. On season one, episode 16, Rory attempts to get out of dinner to celebrate her anniversary with Dean ...
The two end up getting divorced while Dean and Rory pursue a relationship until she becomes attracted to a fellow Yale University student named Logan Huntzberger.
Eventually, they head back to Luke’s where Rory’s love life amps up the drama as her new boyfriend Jess (Milo Ventimiglia) gets threatened by her ex Dean (Jared Padalecki). 4. ‘The Sopranos ...
In the fifth season, Lorelai embarks on a relationship with Luke after discovering Rory has lost her virginity to married Dean, her first love and former boyfriend. Dean had married another girl after breaking up with Rory. This entanglement with a married man strains Rory and Lorelai's mother-daughter relationship. Eventually, Rory apologizes.
In Season 6, Brian accidentally causes the band's break-up when he writes a song about Lane, infuriating fellow band member, and Lane's boyfriend, Zach. The band eventually re-unites at Zach and Lane's wedding but disbands once more when Lane becomes pregnant.