Most Similar Movies to Playing It Cool (2014)


If you are looking for movies like Playing It Cool (2014), you might like movies tagged with keyword : friend, love interest, single man, bride-to-be, rival, amusing, charming, confident, endearing, heartwarming, moving, home, charity event, restaurant, office, united states, unrequited love, relationships, romance, friendship, platonic love, challenge, discovery, forbidden love, love, pursuit, rise, rivalry, 2010s .


My Best Friend's Wedding (1997), Made of Honor (2008), Four Weddings and a Funeral (1994), When Harry Met Sally... (1989), Love, Rosie (2014), Love Actually (2003), 27 Dresses (2008) ... Let's take a look at the following list...

My Best Friend's Wedding (1997)

My Best Friend's Wedding (1997)

6.3/10 Comedy, Drama, Romance

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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Made of Honor (2008)

Made of Honor (2008)

5.9/10 Comedy, Romance

A guy in love with an engaged woman tries to win her over after she asks him to be her maid of honor.

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Four Weddings and a Funeral (1994)

Four Weddings and a Funeral (1994)

7.0/10 Comedy, Drama, Romance

Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.

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When Harry Met Sally... (1989)

When Harry Met Sally... (1989)

7.6/10 Comedy, Drama, Romance

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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Love, Rosie (2014)

Love, Rosie (2014)

7.2/10 Comedy, Romance

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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Love Actually (2003)

Love Actually (2003)

7.6/10 Comedy, Drama, Romance

Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England.

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27 Dresses (2008)

27 Dresses (2008)

6.1/10 Comedy, Romance

After serving as a bridesmaid 27 times, a young woman wrestles with the idea of standing by her sister's side as her sibling marries the man she's secretly in love with.

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The Object of My Affection (1998)

The Object of My Affection (1998)

6.0/10 Comedy, Drama, Romance

A pregnant New York City social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.

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Aquamarine (2006)

Aquamarine (2006)

5.3/10 Comedy, Family, Fantasy, Romance

Two teenage girls discover a mermaid in their beach club's swimming pool.

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A Midsummer Night's Dream (1999)

A Midsummer Night's Dream (1999)

6.4/10 Comedy, Fantasy, Romance

Lovers' lives are complicated by city law, feuding faerie royalty, and... love.

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Romeo and Juliet (1968)

Romeo and Juliet (1968)

7.6/10 Romance, Drama

When two young members of feuding families meet, forbidden love ensues.

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Love Potion No. 9 (1992)

Love Potion No. 9 (1992)

5.7/10 Comedy, Fantasy, Romance

Two scientists who are hopeless with the opposite sex experiment with a substance that makes them irresistible to anyone who hears them speak.

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500 Days of Summer (2009)

500 Days of Summer (2009)

7.7/10 Comedy, Romance, Drama

An offbeat romantic comedy about a woman who doesn't believe true love exists, and the young man who falls for her.

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Sleeping with Other People (2015)

Sleeping with Other People (2015)

6.5/10 Comedy, Drama, Romance

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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The Notebook (2004)

The Notebook (2004)

7.8/10 Romance, Drama

A poor yet passionate young man falls in love with a rich young woman, giving her a sense of freedom, but they are soon separated because of their social differences.

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Bride Wars (2009)

Bride Wars (2009)

5.5/10 Comedy, Romance

Two best friends become rivals when they schedule their respective weddings on the same day.

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From Justin to Kelly (2003)

From Justin to Kelly (2003)

2.1/10 Comedy, Musical, Romance

A waitress from Texas and a college student from Pennsylvania meet during spring break in Fort Lauderdale, Florida and come together through their shared love of singing.

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The Truth About Cats & Dogs (1996)

The Truth About Cats & Dogs (1996)

6.2/10 Comedy, Romance

A successful veternarian & radio show host with low self-esteem asks her model friend to impersonate her when a handsome man wants to see her.

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