Good Romantic Comedy Movies

Good romantic comedy movies will make you laugh, cry, and dream of meeting that special someone. Well, they’ll do all the above if you’re a woman. If you’re a guy, they’ll probably just make you sit in the dark and pray for the end credits.

But not all romantic comedy movies have to be a torturous experience. In the following list, I’ve tried to include films that can be enjoyed by both sexes, and some may even have male viewers reaching for the Kleenex before the lights come up.

Amazon has lots of good romantic comedy movies, by the way. We’ll receive a small commission for sending you their way, but that doesn’t affect your cost at all.

• Pretty Woman (1990) – Julia Roberts shot to superstardom as a hooker with a heart of gold, and Richard Gere is the businessman who can’t resist her charms. Jason Alexander gives a solid turn as the unlikable Stuckey. Completely unrealistic, but what romantic comedy isn’t?
• The Philadelphia Story (1940) – A divorced socialite (Katharine Hepburn) is about to be remarried, but things get complicated when her ex (Cary Grant) and a handsome reporter (Jimmy Stewart) enter her life. Stewart would nab an Oscar for Best Actor in the role of Macaulay “Mike” Connor.
• Annie Hall (1977) – This Best Picture Oscar winner marked a new direction for director Woody Allen, as he’d formerly been known for madcap comedies. The film follows a comic (Allen) as he tries to maintain a relationship with Annie (Diane Keaton), a woman who’s much different than himself.
• Groundhog Day (1993) – Bill Murray gets to do what he does best in this comedy from Harold Ramis. He plays Phil Connors, a self-centered weatherman trapped in a small Pennsylvania town and forced to live the same day over and over until he gets it just right. Co-starring Andie MacDowell, Chris Elliott, and that cowardly Brian Doyle-Murray.
• While You Were Sleeping (1995) – Sandra Bullock demonstrates her charm as Lucy Moderatz, a young elevated railway attendant who witnesses a passenger (Peter Gallagher) fall onto the tracks and lapse into a coma. Due to a misunderstanding, the man’s family believes her to be his fiancee, something she‘s too embarrassed to deny. Happy to be welcomed into his family, things get turned upside-down when brother Jack (Bill Pullman) is introduced and Lucy starts developing feelings for him.
• 50 First Dates (2004) – Drew Barrymore is Lucy Whitmore, a young woman suffering from a rare disorder in which her memory disappears at the end of each day. Adam Sandler is the veterinarian who falls for her. As expected, Rob Schneider also has a role.
• Sabrina (1954) – Two wealthy brothers (William Holden and Humphrey Bogart) compete for the affections of their chauffeur’s daughter (Audrey Hepburn) in this timeless romantic comedy from director Billy Wilder. Nominated for five Oscars (it won for Best Costume Design).
• Zack and Miri Make a Porno (2008) – When two platonic pals (Seth Rogen and Elizabeth Banks) find themselves desperate for money, they decide to make a porno together. The focus of the film is on how this act changes their relationship. Justin Long has a standout role as gay porn star Brandon St. Randy.
• Jerry Maguire (1996) – Director Cameron Crowe introduced several new phrases into the pop culture lexicon (“Show me the money” and “You had me at ‘hello’”) with his tale of a sports agent (Tom Cruise) who suffers a crisis of conscience and sets out on his on. Left with only one client (Cuba Gooding Jr.) and a loyal assistant (Rene Zellwegger), he tries to make sense of his life and find a little romance.
• Knocked Up (2007) – Judd Apatow wrote/directed/produced this film about a slacker (Seth Rogen) who gets a career-minded professional (Katherine Heigl) pregnant. With a baby on the way, they try to make their relationship work despite very different backgrounds.

For more ideas on good romantic comedy movies, see the following posts:

• Good Comedy Movies
• Good Romance Movies
• Top Romantic Movies

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