Lorelai oversleeps on Rorys 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 Rorys first day. Lorelai and Emily leave after some awkward moments in the headmasters office, bickering the entire way out. Rorys day goes downhill from there. Shes handed a three inch binder containing one weeks worth of notes from one class and meets some insufferable classmates who are determined to make her life at Chilton miserable.