Rory Gilmore is a sixteen-year-old straight-A student living with her mother, Lorelai, in Stars Hollow, Connecticut. Rory attends the prestigious Chilton Preparatory High School near Hartford, in which she has a tough time blending with her snobby, rude classmates. Her best friend, Lane Kim, goes to Stars Hollow High along with Rory's boyfriend, Dean. Rory is a true bookworm, bringing a book everywhere she goes (except for the chilton dance--that time she brought the New Yorker!). Although she excells in academics, Rory is not so great in sports--or in the boy department. Being a shy one more accustomed to sitting down with a good book than carrying on a conversation with a boy, she has trouble communicating with Dean at first. Luckily, Dean is understanding and now she has a good relationship with him.