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Film: Definitely, Maybe
A 2008 Romantic Comedy written and directed by Adam Brooks, and starring Ryan Reynolds, Elizabeth Banks, Isla Fisher, and Rachel Weisz. Reynolds plays Will Hayes, a divorced 38 year old father. His 10 year old daughter Maya (Abigail Breslin), lives with her mother but visits him twice a week. On one of these visits, after her first sex education class at school, Maya asks him to recount the story of how he and her mother met, and though initially reluctant to do so, he eventually relents and agrees to tell her the story, on the condition that he be allowed to change the names and some of the facts. The rest of the movie consists of flashbacks to Will's single life, and his relationships with three different women, his college fiancee Emily/ Sarah (Banks), his coworker April/ April (Fisher), and magazine writer Summer/ Natasha (Weisz) , intercut by occasional questions and commentary from Maya in the present. It is left to Maya (and the audience) to try and figure out which of the three Will ended up with, and thus which of the three is Maya's mother.

The story begins in 1992 when Will, having just graduated college as an idealistic young aspiring politician, moves from Wisconsin to New York City to work for Bill Clinton's presidential campaign along with his best friend Russell (Derek Luke). The initial plan is for Emily to join him after a few months, at which time he intends to propose, but things don't go according to plan and Will ends up going through several relationships and years of of romantic highs and lows before he finally meets the woman he eventually marries.

In other words, it's How I Met Your Mother without the zany friends hogging all the screentime and is over much quicker.

The movie received positive reviews from critics, who noted its realistic portrayal of modern relationships and nuanced characters; unlike in most romantic comedies, there's no clear "good" or "bad" love interest, and whom to root for is left up to the audience.

This film contains examples of the following tropes:

  • Affectionate Gesture to the Head: Recognizing the gesture is how Maya works out which of the women in the story is her mother.
  • Amicably Divorced: Will and Maya's mother ( Sarah/Emily) are in good terms.
  • And Starring: Rachel Weisz in the OBB.
  • Animal Metaphor: The daughter tells her divorced parents that penguins mate for life, but sometimes the husband and wife penguins get separated 'cause of their migratory patterns and sometimes they're apart for years, but they almost always find each other.
  • Big Applesauce: Though Will is from Wisconsin, almost the entire movie takes place in New York.
  • Black Best Friend: Russell, though his race isn't particularly emphasized.
  • Blonde, Brunette, Redhead: There's one of each among the primary love interests - blonde (Emily), brunette (Summer), and redhead (April).
  • Boy Meets Girl: Averted. More realistically, it's boy meets one girl, then another, and then another, and tries (unsuccessfully) to find lasting love with each of them in turn.
  • Break His Heart to Save Him: Emily thinks Will would be better off not tying himself down at a young age, and refuses his marriage proposal. When he insists, she informs him that she cheated on him, and it's suggested she did so to make breaking up with him easier.
  • Cassandra Truth: Charlie jokingly warns Will that he shouldn't leave "Emily" alone with him. Then again, it is later implied that Emily just used him as a scapegoat for the Break His Heart to Save Him above to become easier.
  • Chekhov's Gun:
  • Code Name: Will calls his exes by alternate names, presumably to conceal their identity from his daughter who knows her mother's real name. She realizes her dad's in love with April because he doesn't give her a code name.
  • Cheerful Child: Maya is very cheerful and understanding for a 10 year old, despite the fact that her father tells her some rather sordid and unhappy details about his past life.
  • Chick Magnet: Both Will and Hampton.
  • Comic Role Play: Will practices his proposal speech with April standing in for Emily. The speech:
    Will: "Will you, um, marry me?"
  • Cry Cute: Maya and April at different points in the film.
  • Disposable FiancÚ: Subverted.
  • Divorce Is Temporary: Thankfully averted. Maya eventually accepts that her parents aren't the OTP.
  • Drowning My Sorrows: Will starts to drink heavily after finding out that April is dating a new guy at one point.
  • Earn Your Happy Ending: After Will has been divorced by Sarah (Emily), it's suggested at the end that he may get together with April, after much heartache and years of not even speaking to each other.
  • Eureka Moment: Maya, when she figures out that Emily (aka Sarah) is her mother.
  • Falling in Love Montage: Will and Summer in tune of the latter's "I've Gotta Crush on You".
  • First Father Wins
  • First Girl Wins: Maya's mother ends up being Emily, with whom Will once again gets together after years apart. Subverted in that the two are now divorced.
  • Foreshadowing: Take a look at Maya's tally sheet. Pay very close attention to the color she uses...
  • Framing Device
  • Genre Savvy: Maya knows that April's like the character in the story who's always been the friend. Then she realized she doesn't just want to be the friend. She wants to be the girlfriend, except it's too late. Maya had to explain to Will that April had come home for him.
  • Girl on Girl Is Hot: At one point Will and Russell discuss this after coming across a description of a lesbian kiss in Emily's diary.
  • Graceful Ladies Like Purple: April constantly seems to favor this.
  • Grey and Grey Morality: Unlike in most romantic comedies, none of the characters is entirely saintly or entirely psychotic in their relationships - they're all flawed but well-meaning people trying to figure out what's best for themselves.
  • Happily Ever After: Subverted. One of the first things the audience learns is that Will is being divorced by the woman he married.
  • Heroes Want Redheads: Will seems to prefer April to the other two.
  • Hot Scoop: Summer, played by Rachel Weisz.
  • How We Got Here: The framing device of the movie.
  • In Medias Res: Sort of. The movie is a subversion of the typical romantic comedy plotline in that there is no neat resolution to Will's pursuit of love at the end.
  • Intrepid Reporter: Summer.
  • Ironic Echo: "We've all gotta make copies sometime; your time is now" "Oh, very funny. You're really funny! What a dick."
  • Kavorka Man: Summer's journalism professor, Hampton Roth, who despite being nearly sixty is quite popular with female graduate students.
  • Lady in Red: Summer during the Falling in Love Montage.
  • Last Girl Wins: Subverted. In fact, his relationship with Summer ended in a very bad way, though they later reconciled.
  • Last Minute Hook Up: Implied.
  • Little Black Dress: Emily is wearing one during the climatic scene. Oddly, Summer never wore any of these.
  • Long Distance Relationship: Will and Emily, initially.
  • Looking for Love in All the Wrong Places: April. Also Will to an extent.
  • Love Hurts: At times.
  • Manic Pixie Dream Girl: April, sorta, though it's strongly and repeatedly subverted. Summer also has elements of the character type.
  • May-December Romance: Hapton and Summer.
  • Meet Cute: With April.
  • Memento MacGuffin: April is searching for a copy of Jane Eyre that was given to her by her late father shortly before he died, which plays a rather important role in the plot.
  • Narrative Profanity Filter: As a Call Back to the explanation that casual sex is "rehearsing" for making babies, it's implied that Will's been using that word a fair bit in his relation of the story;
    Maya: I can't believe Emily rehearsed with Charlie!
  • The Nineties: Much of the story takes place in this era.
  • No Ending: At the end of the movie, Will finally gets together with April. Or maybe not. It's definitely implied that they reconcile as friends, but beyond that, it's left ambiguous.
  • No Man of Woman Born: At her baby shower, Summer tells Will he wants her to meet one of her exes as she thinks they will get along. Summer being bisexual; the ex turns out to be Emily. Will does get along with her, marrying her and fathering Maya.
  • Official Couple: Soundly averted.
  • Real Name as an Alias: An important plot point.
  • Rehearsed In College: While Summer is an admitted, dyed-in-the-wool bisexual, this was Emily's take on their time together.
  • Resurrected Romance: Ultimately subverted. Will and Emily/Sara did got back together and married, but they are now divorced.
  • The Reveal: Eventually, the viewer finds out which of the three women Will married.
  • Romantic Comedy: Though it subverts or deconstructs most of the typical tropes.
  • Romantic False Lead: There are several characters who would fit this role in a conventional romantic comedy, but it's consistently subverted as there is no Official Couple and they are generally (and realistically) just portrayed as other fish in the dating pool, not as obstacles to true love.
  • Sleazy Politician: Will's first major client, Arthur Robredo, a candidate to be governor of New York. Will also ends up feeling this way about Bill Clinton.
  • Sweater Girl: Emily constantly wear these.
  • Teacher/Student Romance: Hampton seems to favor this.
  • Title Drop: April pretends to be Emily to help Will rehearse his proposal speech at one point - it's her reply when he asks her to marry him.
  • Triang Relations: A couple different variations occur between different characters at different points.
  • True Blue Femininity: Emily's outfits are commonly blue.
  • Truth in Television: The movie received much praise for its realistic portrayal of modern relationships.
  • Twenty Minutes into the Past
  • Tying Up Romantic Loose Ends: Either subverted or averted entirely, depending on the character.
  • UST: Mostly between Will and April, the only one of the three with whom Will doesn't have a romantic relationship at some point.
  • Wham Shot: When Will returned April's book, the dedication from her father is zoomed and we see her name is indeed, April.
  • Wide-Eyed Idealist: Will is at first, about both love and politics.
    • Maya's heavy-handed narrative about penguins mating for life, and what she hopes it will mean for her divorced parents, falls here too. Maya being a naive preteen, she fits this pretty generally.
  • Woman in Black: Summer is mostly clad in black outfits.
  • You, Get Me Coffee: Will's job at the campaign office in New York.
  • Your Cheating Heart: Precipitates one of Will's breakups at one point.
  • Zettai Ryouiki: April occasionally wore grade Cs in the past.

A Prairie Home CompanionCreator/Kevin KlineThe Tale of Despereaux
DefendorDramedyThe Dilemma
DefianceFilms of 2005 - 2009 Delgo

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