Definitely, Maybe

Definitely, Maybe is a 2008 American romantic comedydrama film written and directed by Adam Brooks, and starring Ryan Reynolds, Isla Fisher, Rachel Weisz, Elizabeth Banks, Abigail Breslin and Kevin Kline. Set in New York City during the 1990s, the film is about a political consultant who tries to help his elevenyearold daughter understand his impending divorce by telling her the story of his past romantic relationships and how he ended up marrying her mother.

The story begins in 1992 when Will, a starryeyed aspiring political operative, moves away from Wisconsin and his college sweetheart, Emily Elizabeth Banks to New York City, where he works on the Clinton campaign. Over the years, Will becomes involved with three women who enter and reenter his life, including Summer Hartley Rachel Weisz an aspiring journalist, and April Isla Fisher the copy girl for the campaign. Will and April have a chance meeting outside work, where Will reveals he is going to propose to Emily. When Will practices his proposal to Emily on April, she is taken aback by Wills heartfelt words, and replies, Definitely, maybe. They go back to her apartment, where April has multiple copies of Jane Eyre in her collection, explaining that her father gave her a copy with an inscription in the front shortly before he died, and the book was later lost. She has spent years looking through copies of Jane Eyre at secondhand stores hoping to find the copy her father gave her, but she buys any copy she finds that has an inscription. They kiss, but Will backs away and leaves.Emily comes back to New York where she confesses, just after Will proposes, that she slept with his roommate. She did it on purpose to break up with Will, saying that she is letting him go because she does not share his rather lofty aspirations. After Clinton is elected, Will opens a campaigning business with most of his work colleagues, which enjoys a good amount of success. ........

Source: Wikipedia