Top 10 Romantic Comedies Of All Time

Sunday, April 3 by Andrew Jett

Blending genuine love stories with knee-slapping hilarity, the top 10 romantic comedies are genre-crossing successes. The best romantic comedies feature realistic characters experiencing the trials and triumphs of falling in love, and these movies don’t disappoint when it comes to depicting emotion and laughter.

  1. “Knocked Up” Comedic genius Judd Apatow is responsible for this 2007 romantic comedy gem, and it’s up to his usually high standards. The film stars Seth Rogen and Katherine Heigl as a mismatched couple dealing with an unexpected pregnancy. The creative script and spot-on jokes make this romantic comedy work.
  2. “Roxanne” The incomparable Steve Martin is the driving force in this 1987 romantic comedy. It’s a modern take on “Cyrano De Bergerac,” with Martin in the large-nosed lead. He pines for Daryl Hannah’s beautiful astronomer character, and the resulting scenes between them are some of the best in romantic comedy history.
  3. “When Harry Met Sally” Rob Reiner is a master of the romantic comedy genre. He proved that with this 1989 movie. With career-defining performances from Billy Crystal and Meg Ryan, this romantic comedy examined such expansive topics as friendship and sex with a playful tone that has since been unmatched.
  4. “City Lights” As the oldest of the top ten romantic comedies, this classic film dates all the way back to 1931. It tells the achingly cute story of a poor man who falls in love with a blind street vendor. Charlie Chaplin revives his iconic tramp character in this heartfelt tale of love, devotion and comedic surprise.
  5. “High Fidelity” Hip, poignant and intriguing, this 2000 romantic comedy proves John Cusack’s dominance within the genre. Cusack plays the owner of a record store who revisits his past failed relationships in an effort to figure out what he’s been doing wrong. Adding to this romantic comedy’s laugh power, Jack Black turns in a hilarious co-starring performance as a know-it-all store employee.
  6. “The 40-Year-Old Virgin” In a plot that’s as creative as you’ll ever find, Steve Carell plays a kind-hearted forty-year-old who’s never had sex. Things take a hilarious turn when his friends learn of his plight, sending him on a series of missions to end his virginity. This 2005 romantic comedy has heart, too. Carell finds true love with a middle-aged woman who accepts him for who he is.
  7. “The Wedding Singer” With the release of this 1998 romantic comedy, Adam Sandler was at the top of his game. Sandler plays a down-and-out 1980’s wedding singer who’s been unlucky in love. When Drew Barrymore’s waitress character enters his life, he finds a new reason to believe in romance. If you dig nostalgia, you’ll love this romantic comedy.
  8. “Forget Paris” Smart, sweet and utterly hilarious, this 1995 romantic comedy has it all. As an NBA referee, Billy Crystal’s character is doing what he loves. His personal life, however, is a different story. When Crystal goes to Paris and meets airline employee Debra Winger, they fall in love, then spend the rest of the movie trying to recreate their initial spark.
  9. “Say Anything” With John Cusack’s second appearance in the top ten romantic comedies, this 1989 film is a modern classic. Cusack plays an aspiring young kick-boxer out to win the affections of Ione Skye, the beautiful valedictorian. This romantic movie contains several iconic scenes, accurately depicting the urgency and uncertainty of young love.
  10. “So I Married An Axe Murderer” Mike Myers isn’t the most logical choice for a romantic lead, but he pulls it off in this 1993 movie. Myers’ poet character falls for a gorgeous butcher, but things go awry when he begins to suspect she’s a tabloid serial killer. This romantic comedy is severely underrated, but it’s worth your time.

COMMENTS

  1. April 3, 2011 1:58 am

    magicfrypan

    I like how you stuck ‘City Lights’ in there to legitimize this otherwise questionable (‘Forget Paris’) list. Have you ever seen a Woody Allen film?