Most Similar Movies to 40 Days and 40 Nights (2002)


If you are looking for movies like 40 Days and 40 Nights (2002), you might like movies tagged with keyword : romantic comedy, romance, sex comedy, challenge, relationships, modern love, desire, humor, los angeles, dating, temptation, coming of age, emotional struggle, urban life, social media, bar, american film, 2000s, light comedy, life turning point .


A Case of You (2013), Casual Sex? (1988), The Best Man (2005), How Do You Know (2010), Mango Kiss (2003), Love & Sex (2000), High Fidelity (2000) ... Let's take a look at the following list...

A Case of You (2013)

A Case of You (2013)

5.6/10 Comedy, Romance

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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Casual Sex? (1988)

Casual Sex? (1988)

3.1/10 Romance

Two single women (Lea Thompson, Victoria Jackson) talk frankly about men while getting in shape at a health resort.

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The Best Man (2005)

The Best Man (2005)

6.0/10 Romance

A guy tries to help his best friend win the attention of the girl of his dreams.

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How Do You Know (2010)

How Do You Know (2010)

5.4/10 Comedy, Drama, Romance

After being cut from the U.S.A. softball team and feeling a bit past her prime, Lisa finds herself evaluating her life and in the middle of a love triangle, as a corporate guy in crisis competes with her current, baseball-playing beau.

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Mango Kiss (2003)

Mango Kiss (2003)

4.7/10 Comedy, Romance, Drama

"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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Love & Sex (2000)

Love & Sex (2000)

4.7/10 Romance

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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High Fidelity (2000)

High Fidelity (2000)

7.5/10 Comedy, Romance, Drama, Music

Rob, a record store owner and compulsive list maker, recounts his top five breakups, including the one in progress.

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How to Lose a Guy in 10 Days (2003)

How to Lose a Guy in 10 Days (2003)

6.4/10 Comedy, Romance

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 Brothers (2001)

The Brothers (2001)

6.3/10 Romance, Drama, Comedy

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)

Trainwreck (2015)

6.2/10 Comedy, Drama, Romance

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)

That Awkward Moment (2014)

6.1/10 Comedy, Romance

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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Straight Up (2019)

Straight Up (2019)

9.3/10 Romance

Intellectual soul mates bond.

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Coffee Shop (2014)

Coffee Shop (2014)

5.8/10 Romance

When a young coffee shop owner is threatened with repossession she must take a chance with life and love as she fights to save her business.

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Failure to Launch (2006)

Failure to Launch (2006)

5.6/10 Comedy, Romance

A thirty-something is still living with his parents until they hire an interventionist to help him graduate out of the house. That's when the fun begins.

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The Perfect Man (2005)

The Perfect Man (2005)

5.5/10 Comedy, Family, Romance

A lonely mother begins receiving romantic e-mails from a secret admirer, unaware that this perfect man is really a creation of her daughter who is trying to cheer her up.

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It Happened in L.A. (2017)

It Happened in L.A. (2017)

5.5/10 Romance

In this classically styled comedy of manners set in Los Angeles, sophisticated thirtysomethings try to determine whether ideal happiness exists in coupledom or if the perfectly suited couple is actually just an urban myth.

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Dorfman in Love (2011)

Dorfman in Love (2011)

2.1/10 Romance

A young woman (Sara Rue) gets an opportunity to transform her messy life when she volunteers to cat-sit at an unrequited love's downtown Los Angeles loft.

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What Love Is (2006)

What Love Is (2006)

5.4/10 Romance, Gay & Lesbian

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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