Rory Gilmore Haircut
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Rory dreams of studying at Harvard University and gets accepted into the prestigious and fictional Chilton Academy, where she stays for her sophomore, junior, and senior years of high school. To pay tuition, Lorelai asks for the money from her estranged wealthy parents, Richard and Emily. They agree to pay for Rory's education on the condition that the two come to their house every Friday night for dinner. Before leaving Stars Hollow High School, Rory meets Dean Forester (Jared Padalecki). Rory almost convinced herself not to go to Chilton because of not wanting to leave Dean, but after learning of the huge sacrifices her mother made, she decides to go to Chilton. Rory and Dean date for two seasons, only breaking up once when Dean told Rory he loved her on their 3-month anniversary, and she replied that she would have to think about it, but they eventually reconcile. Dean escorts Rory when she is presented to society at a debutante ball hosted by her grandmother's chapter of the Daughters of the American Revolution. During her time at Chilton, Rory becomes engaged in a feud with close academic rival, Paris Geller. Though the two later become friends, the rivalry continues into their university studies. Rory reluctantly runs for student government with Paris and wins, and writes for the Chilton paper, The Franklin.