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| Robin Wright Penn | Pippa Lee |
| Keanu Reeves | Chris |
| Alan Arkin | Herb Lee |
| Julianne Moore | Kat |
| Winona Ryder | Sandra Dulles |
| Maria Bello | Suky Sarkissian |
| Monica Bellucci | |
| Zoe Kazan | Grace Lee |
| Ryan McDonald | Ben Lee |
| Blake Lively | Pippa at 16 |
| Robin Weigert | Trish |
Pippa Lee is a middle-aged woman married to a much older man named Herb, a celebrated publisher. After she and Herb move to a retirement community, Pippa's troubled past bubbles to the surface. Though a neighbor's son acts as her confidante, Pippa slowly inches toward a nervous breakdown.
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