Best movies like How Do You Know

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Moonstruck (1987)

Plot Summary:

Cher is devastatingly funny, sinuous and beautiful as Loretta, an unlucky-in-love Italian widow who finds romance through the intervention of the Manhattan moon. With her wedding to a close friend just weeks away, she meets - and falls hopelessly in love with - his younger brother (Cage)!.

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The Back-up Plan (2010)

Plot Summary:

When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she's artificially inseminated, she meets Stan, who seems to be just who she's been searching for all her life. Now, Zoe has to figure out how to make her two life's dreams fit with each other.

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Dan in Real Life (2007)

Plot Summary:

Advice columnist, Dan Burns is an expert on relationships, but somehow struggles to succeed as a brother, a son and a single parent to three precocious daughters. Things get even more complicated when Dan finds out that the woman he falls in love with is actually his brother's new girlfriend.

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He's Just Not That Into You (2009)

Plot Summary:

Remember that really cute guy who said he'd call – and didn't? Maybe he lost your number. Maybe he's in the hospital. Maybe he's awed by your beauty, brains or success. Or maybe... he's just not that into you.

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How to Be Single (2016)

Plot Summary:

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

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Confessions of a Shopaholic (2009)

Plot Summary:

In the glamorous world of New York City, Rebecca Bloomwood is a fun-loving girl who is really good at shopping-a little too good, perhaps. She dreams of working for her favorite fashion magazine, but can't quite get her foot in the door-until ironically, she snags a job as an advice columnist for a financial magazine published by the same company.

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Catch and Release (2006)

Plot Summary:

Gray Wheeler just lost everything. But it could be the best thing that ever happened to her. After the death of her fiancé, Gray moves in with her late love's best friends. While Sam and Dennis do their best to cheer Gray up, Fritz doesn't seem to care. Once Gray breaks through Fritz's defenses, however, she finally sees why her fiancé thought so highly of him. As they spend more time together, Gray learns that her chances for love have not died out with her fiancé. But when some surprise guests show up on their doorstep, it'll take the love of all of her new friends to help Gray learn that life may be messy, but love is messier.

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The Longest Week (2014)

Plot Summary:

As he eases into adulthood at the age of forty, Conrad Valmont, the over-educated, under-employed heir to the Valmont Hotel fortune, is cut off from his allowance following his parents abrupt divorce and tossed out into the unforgiving streets of the Upper West Side. Luckily, he is taken in by his old friend Dylan, and returns the favor by immediately falling for Dylan’s girlfriend Beatrice. As Conrad attempts to woo Beatrice while keeping both their relationship and his bank balance secret, Dylan tries to set him up with Jocelyn. Ever committed to the charade that he eventually finds difficult to maintain, Conrad quickly realizes his charm can only extend so far into debt. Now deep into an extensional reflection, will it take losing everything to make Conrad realize what he can truly become?.

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Bridget Jones's Diary (2001)

Plot Summary:

A chaotic Bridget Jones meets a snobbish lawyer, and he soon enters her world of imperfections.

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What If (2013)

Plot Summary:

Wallace, a medical school dropout, has been repeatedly burned by bad relationships. So while everyone around him, including his roommate Allan, seems to be finding the perfect partner, Wallace decides to put his love life on hold. It is then that he meets Chantry, an animator who lives with her long term boyfriend Ben. Wallace and Chantry form an instant connection, striking up a close friendship. But there is no denying the chemistry between them, leading the pair to wonder: what if the love of your life is actually your best friend?.

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Before We Go (2014)

Plot Summary:

A woman who is robbed on her way to catch the 1:30 train to Boston is left stranded in New York City. She meets a man who helps her during the course of the night and the two form a romance.

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The Accidental Husband (2008)

Plot Summary:

When radio love guru Dr Emma Lloyd convinces Patrick Sullivan's fiancée to dump him the week before their wedding. He sets about teaching her a lesson for interfering in other peoples lives that she knows nothing about. Things take a turn when he finds himself falling for the very person who ruined his life and everyone is going to have to learn a few lessons about 'Real Love'.

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27 Dresses (2008)

Plot Summary:

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

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50 First Dates (2004)

Plot Summary:

Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because the delightful Lucy has no short-term memory, so Henry must woo her day after day until he finally sweeps her off her feet.

Similar in 86%

You've Got Mail (1998)

Plot Summary:

Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet – both blissfully unaware that he's putting her out of business.