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1-22 of 22
- Matt spends the night with a girl in an elevator during power outage in a girls' college dorm. He never sees her. Waking up in the morning, panties are all that's left of her. How does he find her in a building with 100 girls?
- Christopher visits Stars Hollow to see Lorelai and Rory. They all come to dinner at Rory's grandparents' house.
- Lorelai is struck by two deaths; Lorelai decides to finally confront Max with her feelings for him, and he tackles his feelings as well.
- Lorelai gives Rory, Paris, Madeline and Louise tickets to a Bangles concert, but the evening doesn't go quite as planned.
- Two double dates. Rory and Dean set up Lane with Dean's friend and the four go out. Meanwhile Sookie and Jackson's first date includes Lorelai and Jackson's cousin, who's very very weird. Lorelai does not enjoy the evening.
- Rory takes her grandmother around Stars Hollow for a day. She's horrified to see where Lorelai and Rory first lived.
- Richard Gilmore is rushed to hospital after collapsing at the Christmas party. Luke goes with Lorelai to the hospital, where Emily and Rory already are.
- Rory goes golfing with her grandfather and surprisingly has a good time. At Lorelai's inn, a wedding is stressing everyone out.
- Rory gets her first kiss from Dean. The whole town is buzzing about it, yet Rory has not told Lorelai.
- It's snowing, and Lorelai is giddy. She runs into Max in Stars Hollow, and invites him back to her place. But they run into someone unexpected when they get there. Lane feels left-out of Rory's life.
- Lorelai and Max's relationship gets more serious. Luke's girlfriend Rachel returns. Meanwhile, Rory tries to win Dean back.
- Lorelai and Max start dating again. After a fight with Lorelai, Rory spends the night at her grandparents' house. Lorelai confronts Dean about the break-up.
- As the relationship with Rory's teacher Max grows more serious, Lorelai panics and decides to end it, but her attempt to break up with him during Parent-Teacher night at Chilton causes even more trouble at school for Rory.
- Rory is accepted into the elite Chilton prep school. Bad news for Lorelai: she must make amends with her parents to borrow the money for Rory's tuition. The money is available--with strings attached.
- It's Rory's birthday. She gets two parties. An elegant and horrible affair thrown by her grandmother and an informal fun party thrown by Lorelai.
- Rory and Dean attend a formal dance at Chilton. A mishap leads to a fight between Emily and Lorelai.
- 2000–200745mTV-PG8.1 (1.1K)TV EpisodeIt's Rory and Dean's 3-months anniversary, and he plans a special surprise, but it doesn't quite go as he planned. Luke's old girlfriend, Rachel, turns up.
- Rory and Dean fight, because Dean likes the idea of a 50s type house wife. Rory ends up pretending to be such that type of woman for an evening.
- Rebounding from a fight with Dean, Rory ends up kissing Tristin at a party, while Lorelai follows her own impulse to show up at Max's house for a night of passion.
- Rory receives a bad grade as she still struggles to catch up at Chilton.
- 2000–200744mTV-PG8.0 (1.5K)TV EpisodeRory's first day at Chilton, where she has a confrontation with Paris. Emily tries to install an internet connection at Lorelai's house without asking first.
- Lorelai's paternal grandmother arrives from England and stresses Emily out in a big way.