Best Romantic Comedies About Dating

Best Romantic Comedies About Dating Relationship Comedies

Are you in the mood for some laughter and love? Our curated list of the top 10 romantic comedies about dating is here to tickle your funny bone and warm your heart. From awkward first dates to hilarious misunderstandings, these films capture the essence of modern romance with a comedic twist. Whether you're single, dating, or in a relationship, these movies offer a delightful escape into the world of love, laughter, and everything in between.

How to Lose a Guy in 10 Days (2003)
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How to Lose a Guy in 10 Days (2003)

Description: A journalist writes an article on how to drive away men, while a marketing executive bets he can make any woman fall in love with him in 10 days, leading to a hilarious clash of intentions.

Fact: The film was originally titled "How to Lose a Guy in 10 Days or Less." The famous yellow dress worn by Kate Hudson was custom-made for the film.

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Hitch (2005)
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Hitch (2005)

Description: Will Smith stars as a professional "date doctor" who helps men win over the women of their dreams, but when he falls for a journalist, his own dating advice backfires hilariously.

Fact: The film was originally titled "The Last First Kiss." Also, Eva Mendes, who plays the love interest, had to learn to salsa dance for her role.

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The Break-Up (2006)
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The Break-Up (2006)

Description: After a couple breaks up, they continue to live together, leading to a series of comedic and touching moments as they navigate post-breakup life.

Fact: The film was inspired by real-life events of the writers, who had experienced similar breakups. Vince Vaughn and Jennifer Aniston had to learn to play pool for the movie.

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She's Out of My League (2010)
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She's Out of My League (2010)

Description: An average guy starts dating a stunning woman, leading to a series of comedic situations as he tries to convince himself and others that he's good enough for her.

Fact: The film was originally titled "Out of My League." The character of Molly was inspired by a real-life friend of one of the writers.

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He's Just Not That Into You (2009)
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He's Just Not That Into You (2009)

Description: This ensemble comedy-drama explores the dating scene in Baltimore, offering a humorous take on the various stages of relationships and the often confusing signals people send.

Fact: The film is based on a self-help book by Greg Behrendt and Liz Tuccillo. It was originally planned as a television series.

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500 Days of Summer (2009)
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500 Days of Summer (2009)

Description: This film takes a non-linear approach to tell the story of Tom Hansen's relationship with Summer Finn, exploring the highs and lows of modern dating with a unique narrative style.

Fact: The film was inspired by director Marc Webb's own experiences with love and heartbreak. The title was originally "500 Days of Summer" but was changed to "(500) Days of Summer" for marketing purposes.

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The Proposal (2009)
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The Proposal (2009)

Description: A high-powered book editor convinces her assistant to marry her to avoid deportation, leading to a fake engagement that turns into real feelings amidst comedic chaos.

Fact: The film was originally titled "The Proposal: A Fake Engagement." Sandra Bullock and Ryan Reynolds had to learn to dance for a scene in the movie.

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The Ugly Truth (2009)
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The Ugly Truth (2009)

Description: A rom-com where a TV producer and a chauvinistic correspondent clash over their views on love, leading to a series of comedic and romantic misadventures.

Fact: The film was originally titled "The Truth About Men." Katherine Heigl and Gerard Butler had great chemistry, which was evident in their off-screen banter.

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Date Night (2010)
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Date Night (2010)

Description: A married couple's attempt to spice up their routine date night turns into a wild adventure when they're mistaken for a couple of criminals.

Fact: The film was originally titled "The Date." The car chase scene was filmed in New York City, causing significant traffic disruptions.

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Crazy, Stupid, Love (2011)
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Crazy, Stupid, Love (2011)

Description: A recently divorced man tries to reinvent himself as a suave bachelor, only to find himself entangled in a web of relationships that are anything but simple.

Fact: The film was originally titled "Untitled Steve Carell Project." The script was on the Black List of the best unproduced screenplays in

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