On their first free Friday night, Lorelai and Rory are at a loss over how to spend the evening, while Emily and Richard cavort at the party they're hosting; Lorelai is appointed Grad Night Treasurer and runs into a playing-it-cool Max at her first Chilton Booster Club meeting; Lane's band gets their first gig at a party and rocks the house, but Dave rocks Lane's world when he flips out after discovering that Young Chui is in love with her; a despondent Lane indulges in a little too much beer, and then drunkenly calls her mother and confesses all; when staff cutbacks at the Inn force Lorelai to do turn-down service, she becomes very unsettled at seeing a cozy Luke and Nicole in the room she's offered as thanks for Luke's help with repairs after the fire; Jess's inability to tell Rory that his frequent absences have caused him to flunk out of school and miss graduation and the prom prompts an argument between Jess and Rory, and then a full-blown brawl with Dean after Dean comes upon a tearful and distraught Rory.

Jess heads out to Venice, California only to learn that his father's community is just as quirky as Stars Hollow; the rift widens between Lorelai and Emily; Luke tells Lorelai that Jess took off for good; Lorelai waits for the right moment to break the news to Rory, who is stressing over finals and graduation.