Most Similar Movies to Love & Sex (2000)
If you are looking for movies like Love & Sex (2000), you might like movies tagged with keyword : romance, sex, comedy, romantic comedy, relationships, dating, modern love, urban life, female perspective, male perspective, emotional conflict, humor, sex comedy, couples, marriage, single life, erotic, light comedy, new york, independent film .
Miami Rhapsody (1995), Chasing Amy (1997), Crazy, Stupid, Love. (2011), Anything Else (2003), The Best Man (2005), A Case of You (2013), What Love Is (2006) ... Let's take a look at the following list...

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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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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Crazy, Stupid, Love. (2011)
A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars.
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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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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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A Case of You (2013)
A young writer tries to impress a girl he meets online with an embellished profile, but he finds himself in a real mess when she falls for him and he has to keep up the act.
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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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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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Mango Kiss (2003)
"Mango Kiss" is a story about Lou whose world turns upside-down when she falls in love with her best friend Sassafras. They journey to San Francisco and stumble into the wild world of role-playing and non-monogamous S/M dykes. Comedy ensues as these wholesome girls get in over their heads.
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Friends & Lovers (1999)
Ian agrees to visit his father for Christmas in Park City, Utah, and brings a couple of friends with problems along.
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Two Ninas (1999)
Just about to leave New York City to go home to Maine, a man meets and falls for two women (Cara Buono, Amanda Peet) named Nina.
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Hav Plenty (1997)
Lee Plenty is a flailing, wannabe writer, homeless and apartment-sitting for his friend, the wealthy Havilland Savage, while she is off visiting family. So Lee jumps at the chance to see Havilland, whom he has secretly loved for years.
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How to Lose a Guy in 10 Days (2003)
Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days. Andie Anderson covers the "How To" beat for "Composure" magazine and is assigned to write an article on "How to Lose a Guy in 10 days." They meet in a bar shortly after the bet is made.
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The Ugly Truth (2009)
An uptight television producer takes control of a morning show segment on modern relationships hosted by a misogynistic man.
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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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Trainwreck (2015)
Having thought that monogamy was never possible, a commitment-phobic career woman may have to face her fears when she meets a good guy.
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Lovelife (1997)
Love triangles abound in this romantic comedy involving students and teachers at a graduate school. Aspiring writer Zoey (Saffron Burrows) and her boyfriend, Danny (Matthew Letscher), have a hot-and-cold relationship, which is put in jeopardy when Danny's longtime friend, Amy (Carla Gugino), professes her love for him. Zoey is also involved with a professor, Alan (Jon Tenney), who lives with the airheaded Molly (Sherilyn Fenn), who in turn has eyes for mature professor Bruce (Bruce Davison).
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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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