Two sisters, plus a dead mother, a remarried father, and a hostile step-mother. The sisters, each in her way, have perfected the art of losing. The elder, Rose, is an attorney, responsible, lonely, with a closet full of shoes. The younger is Maggie, beautiful, selfish, and irresponsible. Her drunken behavior gets her tossed by her step-mother from her dad's house; worse behavior gets her tossed from Rose's apartment. Then, while searching in her father's desk for money to filch, Maggie finds an address; the past and the future open up to her and, with any luck, may open to her sister as well.

Helen Harris (Kate Hudson) is living the life she's always dreamed of: her career at a top modelling agency is on the rise; she spends her days at fashion shows and her nights at the city's hottest clubs. But her carefree lifestyle comes to a screeching halt when one phone call changes everything. Helen soon finds herself responsible for her sister's children: fifteen-year-old Audrey (Hayden Panettiere), ten-year-old Henry (Spencer Breslin), and five-year-old Sarah (Abigail Breslin). No one doubts that Helen is the coolest aunt in New York City, but what does this glamor girl know about raising kids? The fun begins as Helen goes through the transformation from super-hip to super-mom, but she quickly finds that dancing at 3a.m. doesn't mix with getting kids to school on time, advice that Helen's older sister, Jenny Portman (Joan Cusack), is only too quick to dish out. Along the way, Helen finds support in the most unusual place, with Dan Parker (John Corbett), the handsome young pastor and principal of the kids' new school, and realizes the choice she has to make is between the life she's always loved and the new loves of her life.

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