A serial dater afflicted with a lifelong curse of loneliness attempts to win the love of a clumsy but beautiful penguin expert in the one romantic comedy that proves true love never comes easy. As a ten-year-old boy, Charlie (Dane Cook), breaks the cardinal rule of spin-the-bottle by refusing to kiss a demented goth girl. Crushed by the disheartening snub and determined to ensure that Charlie never finds true love, the vengeful brooder places a hex on the cowardly rule breaker that follows him well into his adult life.