Felicity Porter, a sheltered young woman just out of high school, moves to New York to attend college despite opposition from her parents. Her friends include dorm resident advisor Noel, who develops a crush on her, high school friend Ben Covington, and new pal, Julie. A gruff New Yorker, Elena Tyler, a fellow student, and new roommate Meghan, complete with tattoos and army boots, expose Felicity to the coarser side of life. Felicity indulges in introspective moments to reflect on her life in taped letters to her close friend and former French tutor, Sally.