From all outward appearances, Pippa Lee (Robin Wright Penn) leads a charmed existence. An anchor of feminine serenity, she is the devoted wife of an accomplished publisher (Alan Arkin) thirty years her senior, the proud mother of two grown children, and a trusted friend and confidant to all who cross her path. But as Pippa dutifully follows her husband to a new life in a staid Connecticut retirement community, her idyllic world and the persona she has built over the course of her marriage will be put to the ultimate test.
In truth, the gracious woman of the present day has seen more than her fair share of turmoil in her past – an array of erotic misadventures, a diet-pill-addicted mother and the suicide of an exotic rival – until finding love and security in a family of her own. Embarking on a bittersweet journey of self-discovery, along with help from a new, strange and soulful acquaintance (Keanu Reeves), Pippa must now confront both her volatile past and the hidden undercurrents of her seemingly placid world to find the true sense of self which has always eluded her.