Lester Burnham, a depressed suburban father in a mid-life crisis, decides to turn his hectic life around after developing an infatuation with his daughter's attractive friend.

At an elite, old-fashioned boarding school in New England, a passionate English teacher inspires his students to rebel against convention and seize the potential of every day, courting the disdain of the stern headmaster.

The story of three women searching for more potent, meaningful lives. Each is alive at a different time and place, all are linked by their yearnings and their fears. Their stories intertwine, and finally come together in a surprising, transcendent moment of shared recognition.

Gus Van Sant tells the story of a young African American man named Jamal who confronts his talents while living on the streets of the Bronx. He accidentally runs into an old writer named Forrester who discovers his passion for writing. With help from his new mentor Jamal receives a scholarship to a private school.

Precocious teenager Juliet moves to New Zealand with her family and soon befriends the quiet, brooding Pauline through their shared love of fantasy and literature. This friendship gradually develops into an intense and obsessive bond.