Plot: The students at PS322 in New York City have just had their first sex education class, which doesn't sit well with many of the parents and brings up many questions by the students of their parents, including the "gross" factor of if their parents really had sex to conceive them. But for ten year old Maya Hayes, the ultimate question becomes how her parents, Will and Sarah Hayes, met and fell in love and how that love disappeared on what is now the cusp of their divorce. Maya wants to know to figure out how to make a seemingly unhappy Will, which includes being unhappy in his current job as an ad executive, be happy again, hopefully with Sarah. Upon much coercion by Maya, Will finally relents but with one caveat and two assertions: he will change the names of the women involved so that Maya will have to figure out which is her mother, the story is not as simple as Maya would probably hope, but the story does have a happy ending. Will begins his story in 1992, when he, then politically active and fantasizing of one day becoming president, moves temporarily from his college stomping grounds of Madison, Wisconsin to New York City to work on Bill Clinton's presidential bid. The three primary candidates as Maya's mother are: "Emily", Will's college sweetheart, who is afraid that Will will never return from New York and if he does that his experience there will fundamentally change him; "Summer", Emily's New York based friend, a sexually liberated woman and professionally ambitious writer; and "April", the copy girl in Clinton's New York campaign office, she who challenges Will intellectually but who herself is unmotivated to do anything with her life. As Will's professional life rises and falls, and as Emily, Summer and April enter, exit and reenter his life, Maya continually changes her opinion on who she wants to be her mother. But as Will's story hits what Maya believes to be close to its conclusion (after a series of previous possible close conclusions), Maya believes she's figured out if Emily, Summer or April is indeed her mother. But Maya also learns that Will is correct in that the story is not as simple as a "Will/Sarah" happy ending and tries to help him find that happiness she feels he deserves.
Alternative Plot: Will Hayes (Ryan Reynolds), a thirtysomething Manhattanite, is in the middle of divorce proceedings when his young daughter (Abigail Breslin) asks him about his life before marriage, including how he met and fell in love with her mother. Will flashes back to 1992 and recounts his romances with three women, changing their names so that his daughter must guess which one became his wife.
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