
Definitely, Maybe is a romantic comedy about a man with 3 women who come in and out of his life. It starts in the beginning that has daughter wants to know the story of how he fell in love, but instead of giving her the real names… he makes them up and turns the story into a sort of love mystery.
Will's story begins in 1992, as a young, starry-eyed aspiring politician who moves to New York from Wisconsin in order to work on the Clinton campaign. For Maya (Will’s daughter), Will relives his past as a idealistic young man learning the ins and outs of big city politics, and recounts the history of his romantic relationships with three very different women.
The first woman is his college sweetheart, Emily, but upon graduation, Will decides to head to the big city of New York to work for Bill Clinton. Emily stays behind and their love eventually fell through due to the distance.
The 2nd woman and my personal favorite is April. She is the copy lady at Will’s work in New York, but soon something more comes between them, even while Will is still with Emily. They kiss, and Will leaves, but they keep being friends. Will plans to propose to Emily just before they break up, and is practicing on a New York City rooftop with April as the dummy. This is my personal favorite part of the movie because this is when April officially falls in love Will. As he rehearses on the rooftops and officially sucks it up, she tells him how bad he sucks and he tries again. He says this, “I want to marry you because you’re the first person I want to look at when I wake up in the morning and the only one I want to kiss goodnight. Because the first time that I saw these hands, I couldn’t imagine not being able to hold them. But mainly, when you love someone as much as I love you… getting married is the only thing left to do. So, will you… umm, marry me?” She responds with, “Definitely, maybe.” I think that is such a key moment in the movie, a kind of realization for the audience that there is a strong connection there, and although Will doesn’t see it at the time, it is so obvious in April.
The third and final girl is Summer. She is from New York, and steals Will’s heart after the breakup with Emily. After she screws him over by writing a controversial article about Bill Clinton, their relationship comes to an end.
Maya, finally comes to the conclusion that Emily is her mom, because the two of them meet back up in New York, and Will talks about how Emily brushes his head and hair and she does the same thing to Maya to make her feel better. The three of them then venture off to the zoo in an attempt by Maya to bring the family together.
At the end, Maya asks why he changes all of the names except for April… and somehow they end up at April’s doorstep. At first, she doesn’t let them in, he counts to 30, and the two of them start to walk away. A few seconds later, she runs out and he explains everything. They go inside, and the two of them kiss as the movie draws to a close.
Ultimately, I thought this was an amazing and rich story that really can relate to a lot of people. I know that it affected me personally because it made me think that maybe, one day, I could end up with someone I’ve always been close to. The movie really made me think, and almost brought me tears at some point. I would give it 4.5 our of 5 stars, essentially brilliant.