For Emilia Greenleaf, life is by turns a comedy of errors and an emotional minefield. Yes, she's a Harvard Law grad who married her soulmate. Yes, they live in elegant comfort on the Upper West Side of Manhattan. But with her one-and-only, Jack, came a stepson, a know-it-all preschooler named William who has become her number one responsibility every Wednesday afternoon. With William, Emilia encounters a number of impossible pursuits, such as the pursuit of cab drivers who speed away when they see William's industrial-strength car seat and the pursuit of lactose-free, strawberry-flavored, patisserie-quality cupcakes, despite the fact that William's allergy is a figment of his over-protective mother's imagination.
As much as Emilia wants to find common ground with William, she becomes completely preoccupied when she loses her newborn daughter. After this, the sight of any child brings her to tears, and Wednesdays with William are almost impossible. When his unceasing questions turn to the baby's death, Emilia is at a total loss. Doesn't anyone understand that self-pity is a full-time job? Ironically, it is only through her blundering attempts to bond with William that she finally heals herself and learns what family really means.