The best comedy dramas of the 90’s include a number of quirky, independent films that features fantastic acting and a realistic feel instead of the normal Hollywood machinations. These are dark comedies, teen flicks and dramatic slapstick movies and remain some of the best comedies in cinema history.
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“Dazed and Confused” – Austin filmmaker Richard Linklater created this film about the day in life on high school students on the last day of school. Linklater’s masterpiece is a movie that summarized the generation and one of the best comedy dramas of the '90s.
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“Chasing Amy” – Kevin Smith created his masterpiece with this movie. While known for his low-brow, yet smartly written comedies, “Chasing Amy” remains the comedy drama of the '90s that is Smith’s most mature work to date. Smith won an Independent Spirit Award for the script.
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“Jerry Maguire” – This comedy drama of the '90s brings something to the table for both the men and women. The story focuses on a sports agent who wants to succeed in his job while falling in love with the girl of his dreams. There is lots of football action for the guys and a cute kid for the girls.
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“The Truman Show” – Peter Weir caught lightening in a bottle with this movie. Weir cast Jim Carey fresh off his appearance in “Ace Ventura,” believing he could deliver something special with the funny man. Weir was right.
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“Swingers” – Jon Favreau and Vince Vaughn became stars thanks to this Doug Liman directed film. The movie follows two friends in California, one a womanizing partier and the other a depressed, recently single bachelor. The movie is a perfect guy flick and remains a slice of life look at the life on a single man.
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“Barton Fink” – The Coen brothers created one of their strangest, most brilliant movies with this comedy drama of the '90s. John Turturro stars as Barton Fink, a playwright hired to write a wrestling movie for Hollywood. Writers block sets in as he begins to believe his neighbor is a serial killer.
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“Rushmore” – Wes Anderson has made a career directing quirky, comedy dramas. This movie follows the life of an eccentric high school prodigy who ends up in what he believes is a love triangle with his favorite teacher and the millionaire who has taken him under his wing.
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“The Birdcage” – Robin Williams and Nathan Lane star as a gay couple who must pretend to be straight for the sake of their son, who is engaged to a girl whose parents are highly moral and judgmental. This remains one of the best comedy dramas of the '90s, with a social conscious mixed with slapstick moments.
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“The Cable Guy” – This black comedy is directed by Ben Stiller and stars Jim Carey as a cable installation man who becomes obsessed with one of his customers. The movie was a flop upon its release, partially because of Carey’s character not being something his fan base was not comfortable watching.
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“Groundhog Day” – One of Bill Murray’s greatest movies is also one of the best comedy dramas of the '90s. Murray stars as a weatherman who finds himself repeating the same day over and over again. He realizes this will never stop until he figures out the right thing to do.