Miles "Pudge" Halter is abandoning his safe-okay, boring-life. Fascinated by the last words of famous people, Pudge leaves for boarding school to seek what a dying Rabelais called the "Great Perhaps." Pudge becomes encircled by friends whose lives are everything but safe and boring. Their nucleus is razor-sharp, sexy, and self-destructive Alaska, who has perfected the arts of pranking and evading school rules. Pudge falls impossibly in love. When tragedy strikes the close-knit group, it is only in coming face-to-face with death that Pudge discovers the value of living and loving unconditionally.