Most Similar Movies to Whatever Works (2009)
If you are looking for movies like Whatever Works (2009), you might like movies tagged with keyword : comedy, romance, new york, intellectual, marriage, satire, divorce, philosophy, self-discovery, eccentric characters, urban life, independent film, dialogue-driven, midlife crisis, cultural clash, humor, social commentary, romantic comedy, life turning point, woody allen .
Anything Else (2003), Annie Hall (1977), Non-Fiction (2018), It's My Turn (1980), Learning to Drive (2014), Fading Gigolo (2013), Good Advice (2001) ... Let's take a look at the following list...

Anything Else (2003)
Jerry Falk learns a lesson the hard way when he falls head over heels in love with a beautiful but flighty girl, Amanda.
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Annie Hall (1977)
Neurotic New York comedian Alvy Singer falls in love with the ditzy Annie Hall.
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Non-Fiction (2018)
A controversial Parisian writer blurs the line between fact and fiction when he starts to use real-life love affairs as fodder for his explosive new novel.
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It's My Turn (1980)
A professor (Jill Clayburgh) with a boyfriend (Charles Grodin) falls in love with the son (Michael Douglas) of her father's next bride.
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Learning to Drive (2014)
As her marriage dissolves, a Manhattan writer takes driving lessons from a Sikh instructor with marriage troubles of his own. In each other's company they find the courage to get back on the road and the strength to take the wheel.
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Fading Gigolo (2013)
Fioravante decides to become a professional Don Juan as a way of making money to help his cash-strapped friend, Murray. With Murray acting as his "manager", the duo quickly finds themselves caught up in the crosscurrents of love and money.
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Good Advice (2001)
An investment banker loses everything and must discover what's important in life.
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Suddenly Naked (2001)
A famous 'Jackie Collins'-type novelist falls for a quirky twenty-year-old kid.
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Over the Brooklyn Bridge (1984)
A Jewish man who owns a Brooklyn deli asks his domineering uncle for a loan so he can buy his dream restaurant in Manhattan, but the uncle demands that he give up his Gentile girlfriend even though she's one of the few sources of stability in his somewhat chaotic life.
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Miami Rhapsody (1995)
Gwyn begins doubting her "yes" to Matt's wedding proposal, when she hears about her parents' and brother's adultery.
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Love & Sex (2000)
While writing a story on modern dating, a journalist (Famke Janssen) reflects on her own bad choices stemming from her fear of commitment.
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Design for Living (1933)
A woman cannot decide between two men who love her, and the trio agree to try living together in a platonic friendly relationship.
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Chasing Amy (1997)
Holden and Banky are comic book artists. Everything's going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's a lesbian.
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Adam (2009)
Adam, a lonely man with Asperger's Syndrome, develops a relationship with his upstairs neighbor, Beth.
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But Not for Me (1959)
A Broadway producer's (Clark Gable) secretary (Carroll Baker) inspires his play about a younger woman chasing an older man.
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Crossing Delancey (1988)
A Manhattan single meets a man through her Jewish grandmother's matchmaker.
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