Leonard (Joaquin Phoenix) is a charismatic but troubled young man who moves back into his childhood home following a recent heartbreak. While recovering under the watchful eye of his parents, Leonard meets two women in quick succession: Michelle (Gwyneth Paltrow), a mysterious and beautiful neighbor who is exotic and out-of-place in Leonard's staid world, and Sandra (Vinessa Shaw), the lovely and caring daughter of a businessman who is buying out his family's dry-cleaning business. Leonard becomes deeply infatuated with Michelle, while mounting pressure from his family pushes him towards committing to Sandra. Leonard is forced to make an impossible decision between the impetuousness of desire and the comfort of love, or risk retreating back into heartbreak.