Lorelai oversleeps on Rory's first day at Chilton, and discovers that all her good clothes are at the cleaners. She throws on a tiny tie-dyed top, Daisy Mae shorts, and cowboy boots to the dismay of Rory, the Chilton headmaster, and Emily, who has shown up for Rory's first day. Lorelai and Emily leave after some awkward moments in the headmaster's office, bickering the entire way out. Rory's day goes downhill from there. She's handed a three inch binder containing one week's worth of notes from one class and meets some insufferable classmates who are determined to make her life at Chilton miserable.

Headmaster Charleston decrees that both Gilmore girls need to improve their socialization skills at Chilton if they want him to write a glowing recommendation for Rory's Harvard application.

Rory's first attempt to socialize leads her to ask a group of girls at lunch if she could join them. They agree and hit it off famously. After lunch, an insanely jealous Paris accosts Rory and tells her the the group that she innocently stumbled into is ""The Puffs"", Chilton's famed secret sorority. Paris would do anything to join, and she begs Rory not to bad-mouth her to the group. At the next opportunity, Rory talks Paris up to the group and they are both accepted as pledges. The Puffs ""kidnap"" Rory, Paris and the other pledges very early one morning under the guise of taking them to breakfast, but instead take them to Headmaster Charleston's office to be initiated into the group. In the middle of the ceremony, they are discovered by Charleston and the security guards. He calls their parents an

Luke is opposed to having Taylor's attorney Nicole oversee the paperwork for the construction of the new soda shop until he meets the attractive redhead, who takes as immediate a shine to Luke as he does to her; Lane's clever scheme to get her mother's permission to attend the prom horribly backfires; Luke offers to teach Lorelai the fine art of angling after Alex invites her to go fishing; Rory and Lorelai clear out their garage for Lane's band and Lorelai gains a new admirer from the band; Lane and Rory have some hearts-to-hearts about the men in their lives; Paris's ratcheting up the conflict between her and Rory when she calls for Rory's impeachment by the student council is brought to a swift end by Headmaster Charleston, who threatens to revoke the glowing letters he wrote to Harvard for each of them.