Emily and Richard host a party for Yale alumni (and their sons) but Rory is the unknowing guest-of-honor and it ends her relationship with Dean for good. Luke and Lorelai have a complicated dinner date, perhaps because T.J. is there too.
Rory mentions that she's dating Dean again and her grandparents decide to throw a party to introduce her to more "suitable" young men. Logan shows up at the party, clearly well-acquainted with Rory's grandparents. He and some friends form a less-boring sub-party with Rory in the poolhouse. The guys accompany her to the front door when she goes to meet Dean and Dean decides he doesn't belong with Rory anymore.
Emily is upset with Richard for serving the girls appetizers with their drinks because she doesn't want them to be full before going into the house for dinner. Rory’s cell phone rings during dinner and upon questioning she tells her grandmother that the call was from Dean - they are back together. A few days later Emily and Richard call Rory to invite her over early for dinner on Friday because they’re throwing a party for their Yale alumni friends.
Dean and Rory haven’t had much luck lately finding time together, so they have lunch in the store room at Doose’s on Dean’s lunch break on Friday. He says he read her story about the Life and Death Brigade. She asks him what he thought and he says it was good but offers no more specific criticism. Rory tells Dean she’ll meet him outside her grandparents’ house at eight-thirty that night, after the party.
When Rory gets to the Gilmore house for the party, Emily sends her upstairs where her hairdresser is waiting for her. Set up with a new hair style, a diamond necklace, earrings and a tiara Rory feels a little silly, but goes down to the party. It doesn't take Rory long before she realizes that all the guests are couples with sons near her age. She asks her grandparents if any of their friends have daughters. They pretend to be baffled at this realization and assure her that they will have another party on another occasion and only invite their friends with daughters.
Luke's sister Liz and her husband T.J. are thinking of buying a house in Star's Hollow. Liz mentions what a great cook Luke is and Lorelai realizes that she's been missing out, so she convinces him to offer her a fabulous dinner. However, before their dinner gets started, T.J. interrupts, upset because of a fight with Liz.
T.J. begs Luke to let him hang out, and then sits on Jess’ bed and cries while telling the couple not to mind his presence. The dinner is further interrupted when Rory calls to tell Lorelai about the party, and even more when Liz comes over to yell at TJ some more. Liz runs into the bathroom and T.J. follows.
Rory tries to have a good time, but gets in the middle of a conversation about cars and it's when a guy begins to flirt with her that Logan arrives at her side, pretending to be her boyfriend. He and Finn grab some bottles of wine and move the party to the pool house. Rory is having a good time with Logan and his friends until Logan reminds her she needs to choose a man - the entire point of the party. She says she has a boyfriend and then realizes she’s late meeting him. She goes out front to meet Dean and is followed by the guys. She tries to make him feel better by complimenting his new shirt and saying that the party was lame - despite her blushing cheeks and glances back at the front door - Dean tells her he doesn't belong in her world and gets into his truck. She starts crying and Logan tells her it’s going to be okay. He and his friends take her back to the pool house and promises to cheer her up.
After getting home from a disaster date at Luke's Lorelai calls her for organizing the party where it is obvious what their intentions were. Lorelai hears a car pulling up and becomes upset when she looks out the window to see a tipsy, giggling Rory getting out of a limousine with guys.