Most Similar Movies to The Third Wheel (2002)
If you are looking for movies like The Third Wheel (2002), you might like movies tagged with keyword : comedy, romance, independent film, american film, 2000s, love triangle, dating, awkward, friendship, romantic comedy, low budget, urban life, humor, male perspective, female characters, modern relationships, light comedy, slice of life, emotional conflict, male friendship .
My Best Friend's Girl (2008), What Love Is (2006), Splendor (1999), The Best Man (2005), Sidewalks of New York (2001), 50 Ways to Leave Your Lover (2004), Baby, Baby, Baby (2015) ... Let's take a look at the following list...

My Best Friend's Girl (2008)
Tank faces the ultimate test of friendship when his best friend hires him to take his ex-girlfriend out on a lousy date in order to make her realize how great her former boyfriend is.
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What Love Is (2006)
When Tom comes home on Valentine's Day to a "Dear John" Letter from his girlfriend, he spends the rest of the night talking to his four best friends about woman, sex & love until five women show up and the battle of the sexes begins.
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Splendor (1999)
Veronica, 22, meets a writer and a drummer hunk at a club on Halloween. Why choose when she can have both? 3some? But then a third man comes along.
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The Best Man (2005)
A guy tries to help his best friend win the attention of the girl of his dreams.
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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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Baby, Baby, Baby (2015)
The relationship between two mismatched people who try to move past their baggage to make their love work.
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The Brothers (2001)
Four friends (Morris Chestnut, D.L. Hughley, Bill Bellamy) question women, relationships and honesty after one of them becomes engaged.
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That Awkward Moment (2014)
Three best friends find themselves where we've all been - at that confusing moment in every dating relationship when you have to decide "So...where is this going?"
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Mr. Fix It (2006)
A man who tricks women into returning to their ex-boyfriends soon finds himself falling for one of his marks.
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Split Ends (2009)
A feisty hairdresser faces off with an unscrupulous developer - and faces up to the uncertainties of her own life in a small, New Jersey town.
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Her Minor Thing (2004)
The life of a successful professional woman turns chaotic when her boyfriend accidentally reveals on TV a highly personal secret about her.
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The Matchbreaker (2016)
A rich merchant, Antonio is depressed for no good reason, until his good friend Bassanio comes to tell him how he's in love with Portia. Portia's father has died and left a very strange will: only the man that picks the correct casket out of three (silver, gold, and lead) can marry her. Bassanio, unfortunately, is strapped for cash with which to go wooing, and Antonio...Read all
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Talk of the Town (1995)
Monika, the host of a daily radio call-in show on the verge of beco- ming a thirtysomething, has almost given up all hopes of finding the man of her dreams when her gay brother convinces her to try it one last time -- via a contact advertisement. Suprisingly, she finds some- one she instantly falls in love with, only to find out that her "Mr. Perfect" is already marri...Read all
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Drinking Buddies (2013)
Luke and Kate are coworkers at a brewery who spend their nights drinking and flirting heavily. One weekend away together with their significant others proves who really belongs together and who doesn't.
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Puccini for Beginners (2006)
A recently-singled New York writer finds herself in two surprising and complicated relationships.
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About Adam (2000)
A waitress falls for a handsome customer who seduces her, her two sisters, her brother, and her brother's girlfriend.
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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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