Top 10 Romantic Comedies of All Time

There have been countless films made in the romantic comedy genre, but only a select few have the ability to make us cry, smile and laugh each and every time we see them. These include such heartfelt classics as "Breakfast at Tiffany's," "Say Anything" and "When Harry Met Sally." Join WatchMojo.com as we count down the Top 10 best, and most memorable, romantic comedies to ever grace the silver screen.
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Top 10 Romantic Comedies


Romance and love stories have the ability to make us cry, smile and laugh. Welcome to WatchMojo.com and today we’ll be counting down the top 10 romantic comedies of all time.

Number 10: Breakfast at Tiffany's (1961)

Audrey Hepburn stars in her most famous role, as naive and eccentric New York socialite. In the film, she befriends and falls for a young writer who has just moved into her apartment building.

Number 9: Say Anything... (1989)

John Cusack stars as Lloyd Dobler, a popular kid on a quest to win the heart of the school’s socially awkward valedictorian before the end of summer. With her father disapproving of the relationship and her winning a Scholarship in England, he does everything he can to show her how much he loves her.

Number 8: Bridget Jones's Diary (2001)

On New Year's, a woman struggling her age and confidence decides to get her act together and finally find a man. Keeping a journal, she details her love triangle with a lawyer and her womanizing colleague.

Number 7: Pillow Talk (1959)

An interior decorator shares a telephone line with a womanizer who keeps the line occupied all day by calling girls. The two have never met, and have come to hate eachother. All that changes when Brad discovers what she looks like. Adding her to his list of conquests, he creates the persona of a Texas country boy to smooth talk her. Just as the couple falls in love, the truth behind his identity is revealed.

Number 6: My Big Fat Greek Wedding (2002)

In this modern tale of forbidden love, a Greek woman falls for a man who doesn’t share the same heritage or background. Despite their unhappiness with her choice, the family offers to help plan their wedding, and use the opportunity to interfere.

Number 5: There's Something About Mary (1998)

A man hires a private detective to track down his high school crush that he hasn’t been able to forget. Along the way he discovers that there truly is something magical about Mary, as every man she meets seems to be in lover with her, including football star Brett Favre.

Number 4: Pretty Woman (1990)

It started out as a business deal between a street-smart prostitute and a wealthy businessman. However, it quickly turned into a modern Cinderella tale as cold-hearted businessman falls in love with her and rescues her from her life.

Number 3: Love Actually (2003)

We see how love affects people differently in ten separate stories involving, characters whose lives intertwine. New love, forbidden love and young love are just some ways we see love blossom in this romantic comedy. (clip: at the end you see everyone getting together with their loved one)

Number 2: Sleepless in Seattle (1993)

After losing his wife to cancer, Sam Baldwin, played by Tom Hanks, and his son move to Seattle to start a new life. Taking his dad's love life into his own hands, he calls a radio station to find a love interest for his father.

A journalist, played by meg Ryan, is so impressed that she writes a letter asking Sam to meet her at the top of the Empire State Building on Valentines Day. (clip: at the end of the film he says "we better go, shall we" and they walk away hand in hand)

Number 1: When Harry Met Sally (1989)

The age-old question of whether men and women can really just be friends is brought to the big screen in a film best known for its fake orgasm scene. This story follows reckless Harry, and practical Sally's friendship from the moment they first meet to the moment they fall in love.
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