Most Similar Movies to I Love You, Man (2009)
If you are looking for movies like I Love You, Man (2009), you might like movies tagged with keyword : real estate agent, best friend, girlfriend, mother, father, brother, hilarious, endearing, quirky, hysterical, los angeles, household, office, restaurant, garage, wedding, friendship, marriage, male bonding, relationships, self-discovery, discovery, love, 2000s .
The Meddler (2015), Frances Ha (2012), Bridesmaids (2011), They Came Together (2014), When Harry Met Sally... (1989), The Intouchables (2011), She's Out of My League (2010) ... Let's take a look at the following list...

The Meddler (2015)
An aging widow from New York City follows her daughter to Los Angeles in hopes of starting a new life after her husband passes away.
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Frances Ha (2012)
A New York woman (who doesn't really have an apartment) apprentices for a dance company (though she's not really a dancer) and throws herself headlong into her dreams, even as the possibility of realizing them dwindles.
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Bridesmaids (2011)
Competition between the maid of honor and a bridesmaid, over who is the bride's best friend, threatens to upend the life of an out-of-work pastry chef.
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They Came Together (2014)
A small business owner is about to lose her shop to a major corporate development.
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When Harry Met Sally... (1989)
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
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The Intouchables (2011)
After he becomes a quadriplegic from a paragliding accident, an aristocrat hires a young man from the projects to be his caregiver.
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She's Out of My League (2010)
An average Joe meets the perfect woman, but his lack of confidence and the influence of his friends and family begin to pick away at the relationship.
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My Best Friend's Wedding (1997)
When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding.
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Bride Wars (2009)
Two best friends become rivals when they schedule their respective weddings on the same day.
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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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This Means War (2012)
C.I.A. operatives wage an epic battle on each other when they discover they are dating the same woman.
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Steel Magnolias (1989)
A young beautician, newly arrived in a small Louisiana town, finds work at the local salon, where a small group of women share a close bond of friendship, and welcome her into the fold.
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Love, Rosie (2014)
Rosie and Alex have been best friends since they were 5, so they couldn't possibly be right for one another...or could they? When it comes to love, life and making the right choices, these two are their own worst enemies.
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Beautiful Girls (1996)
A piano player at a crossroads in his life returns home to his friends and their own problems with life and love.
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Swiss Army Man (2016)
A hopeless man stranded on a deserted island befriends a dead body and together they go on a surreal journey to get home.
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The Sisterhood of the Traveling Pants (2005)
Four best girlfriends hatch a plan to stay connected with one another as their lives start off in different directions: they pass around a pair of secondhand jeans that fits each of their bodies perfectly.
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The Dilemma (2011)
A man discovers that his best friend's wife is having an affair.
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Keeping the Faith (2000)
Two friends, a priest and a rabbi, fall in love with the same woman they knew in their youth, but the religious position of both men denies them romance.
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