Most Similar Movies to When Harry Met Sally... (1989)
If you are looking for movies like When Harry Met Sally... (1989), you might like movies tagged with keyword : romance, comedy, romantic comedy, friendship, relationships, new york, dialogue-driven, coming of age, time span, marriage, dating, classic, 1980s, humor, emotional depth, observational, cultural impact, soundtrack, modern love, nostalgic .
Best Friends (1982), What's Your Number? (2011), Sleeping with Other People (2015), Trainwreck (2015), That Awkward Moment (2014), The Best Man (2005), Romantic Comedy (1983) ... Let's take a look at the following list...

Best Friends (1982)
Hollywood screenwriters (Burt Reynolds, Goldie Hawn), happy as lovers, unwisely get married and go east to meet their in-laws.
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What's Your Number? (2011)
A woman looks back at the past nineteen men she's had relationships with in her life and wonders if one of them might be her one true love.
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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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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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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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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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Romantic Comedy (1983)
Two of the screen's finest comic actors, Dudley Moore and Mary Steenburgen, star as successful writing partners whose timing is perfect on stage but amusingly pathetic in their love life. In HD.
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Down to You (2000)
A young man wins and loses the first serious love of his life. Al Connelly falls in love with the girl of his dreams. After the summer she breaks up with him. As he tries to recover Al goes to desperate measures.
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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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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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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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The Sure Thing (1985)
A college student plans a cross-country trip to get laid, but ends up traveling with a young woman. They hate each other, so naturally...
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The First Time (2012)
A shy senior and a down-to-earth junior fall in love over one weekend.
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Running Shaadi (2017)
Two friends, Ram Bharose and tech genius Cyberjeet, create a website that helps lovers to elope. The site is an instant hit; young couples line up for the opportunity to escape strict families and run away with the ones they love.
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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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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 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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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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