Comedy Matthew McConaughey Romantic Comedy Roles

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The best of Matthew McConaughey's romanic comedy roles that appear on this list are sweet, funny, and a little bit cheesy - all the makings of a classic rom-com. McConaughey's adorable southern drawl is enough to make any of his onscreen leading ladies melt, and his impeccable comedic timing is sure to bring home the laughs.

Whether you're a fan of his determined, game-playing character in How to Lose a Guy in 10 Days, or his stubborn, immature character in Failure to Launch, this list of the best Matthew McConaughey romantic comedies is sure to feature some of your favorites. If you enjoy this list, you should also check out the list of best Jennifer Lopez romantic comedy roles.

Check out this list of Matthew McConaughey's most iconic romantic comedy roles, and enjoy the movie trailers as well.
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EDtv is a 1999 American satirical comedy film directed by Ron Howard. An adaptation of the Quebec film Louis 19, le roi des ondes, it stars Matthew McConaughey, Jenna Elfman, Woody Harrelson, Ellen DeGeneres, Martin Landau, Rob Reiner, Sally Kirkland, Elizabeth Hurley, Clint Howard, and Dennis Hopper. Despite mixed reviews and being a box office flop, EDtv has become a cult film since its release. The film was screened out of competition at the 1999 Cannes Film Festival. ...more on Wikipedia

Actors: Matthew McConaughey, Elizabeth Hurley, Ellen DeGeneres, Bryce Dallas Howard, Jay Leno, + more

Initial Release: 1999

Directed by: Ron Howard

Also Ranked

#74 on Movies Turning 20 in 2019

#62 on The Best Movies of 1999

#23 on The Greatest Comedy Movie Remakes

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Failure to Launch is a 2006 American romantic comedy film. In the movie a 35-year-old man lives in the home of his parents and shows no interest in leaving the comfortable life his parents, especially his mother, have made for him there. ...more on Wikipedia

Actors: Zooey Deschanel, Sarah Jessica Parker, Matthew McConaughey, Bradley Cooper, Terry Bradshaw, + more

Initial Release: 2006

Directed by: Tom Dey

Also Ranked

#20 on The Greatest Man Child Movies

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Fool's Gold is an 2008 American-Australian adventure-romance film from Warner Bros. Pictures about a recently divorced couple who rekindle their romantic life while searching for a lost treasure. The film was directed by Andy Tennant and reunites the How to Lose a Guy in 10 Days stars Matthew McConaughey and Kate Hudson. ...more on Wikipedia

Actors: Kate Hudson, Matthew McConaughey, Donald Sutherland, Kevin Hart, Ray Winstone, + more

Initial Release: 2008

Directed by: Andy Tennant

Also Ranked

#20 on The Best Gold Things

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How to Lose a Guy in 10 Days is a 2003 romantic comedy film, directed by Donald Petrie, starring Kate Hudson and Matthew McConaughey. It is based on a short cartoon book of the same name by Michele Alexander and Jeannie Long. ...more on Wikipedia

Actors: Kate Hudson, Matthew McConaughey, Bebe Neuwirth, Marvin Hamlisch, Kathryn Hahn, + more

Initial Release: 2003

Directed by: Donald Petrie

Also Ranked

#33 on The Greatest Date Movies of All Time

#13 on The Best Valentine's Day Movies

#1 on Romantic Movies Your Girlfriend Forces You To Watch

#5 on If Your Partner Suggests Any Of These Movies, They Want An Engagement Ring

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