Gilmore Girls - Season 1 Episode 2 The Lorelais' First Day at Chilton

Lorelai oversleeps on Rory's first day at Chilton, and discovers that all her good clothes are at the dry cleaner. She throws on a tiny tie-dyed top, Daisy Mae shorts, and cowboy boots to the dismay of Rory and Emily, who has shown up for Rory's introduction to Chilton's headmaster. Rory's day only goes downhill from there after being handed a three inch binder containing one week's worth of notes from one class and meeting insufferable classmates determined to make her life at Chilton miserable.