Most Similar Movies to Gigantic (2008)
If you are looking for movies like Gigantic (2008), you might like movies tagged with keyword : comedy, romance, indie film, quirky, new york, self-discovery, coming of age, urban life, slice of life, human relationships, emotional exploration, modern love, character-driven, cultural clash, life turning point, urban loneliness, identity, absurdity, age gap, family issues .
Shopgirl (2005), Never Again (2001), Les poupées russes (2005), Kissing Jessica Stein (2001), Anything Else (2003), Learning to Drive (2014), Seven Girlfriends (1999) ... Let's take a look at the following list...

Shopgirl (2005)
A film adaptation of Steve Martin's novel about a complex love triangle between a bored salesgirl, a wealthy businessman and an aimless young man.
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Never Again (2001)
Two people who have pledged never to fall in love again then discover each other in a gay bar.
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Les poupées russes (2005)
Five years after their summer together in Barcelona, Xavier, William, Wendy, Martine and Isabelle reunite.
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Kissing Jessica Stein (2001)
A woman searching for the perfect man instead discovers the perfect woman.
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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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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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Seven Girlfriends (1999)
A guy proposing is told that he has no idea how to have a relationship. On the way to the funeral of another ex, he goes on a road trip to find out what went wrong with the 7 girlfriends in his life by contacting them.
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50 Ways to Leave Your Lover (2004)
A writer decides to leave Los Angeles to restart his life but before leaving, he meets the woman of his dreams and his plans quickly go awry.
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If Lucy Fell (1996)
Two NYC roomies have a pact to jump off Brooklyn Bridge, if they haven't found life partners before she's 30. That's less than a month away.
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Key Exchange (1985)
A young woman wants to get her boyfriend to commit to her, but the most she can get him to do is exchange apartment keys.
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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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Nobody Loves Me (1995)
On the brink of her 30th birthday, Fanny feels the door to marital happiness closing up on her. She is obsessed with death, even visits evening classes on dying and so it seems fitting, that she encounters a skeleton in the malfunctioning elevator of her apartment building. The skeleton is her neighbour Orfeo, a black, gay self-declared psychic, who convinces her that...Read all
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Whatever Works (2009)
A middle-aged, misanthropic divorcée from New York City surprisingly enters a fulfilling, Pygmalion-type relationship with a much younger, unsophisticated Southern girl.
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Love and Anarchy (2020)
A married consultant and a young IT technician assign each other challenges in a flirtatious game.
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A Lot Like Love (2005)
Unaquainted Emily and Oliver join the mile high club together on the way from LAX to NYC - end of story except they meet on and off the next 7 years. Are they meant for each other?
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The Baxter (2005)
A quintessentially nice guy (Michael Showalter) spends two weeks ridden with anxiety before his wedding.
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Sleeping with Other People (2015)
A good-natured womanizer and a serial cheater form a platonic relationship that helps reform them in ways, while a mutual attraction sets in.
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Once We Were Strangers (1998)
Antonio is a seductive, charismatic Sicilian living illegally in New York. He wanders from job to job, lives as a squatter and enjoys a carefree romantic tryst with a wealthy art dealer. When he falls in love with Ellen, a strong-willed radio talk-show host who is set to move to Paris within a few days, he decides he must find a way to keep her from leaving. Meanwhile...Read all
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