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.

  1. “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.

  2. “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.

  3. “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.

  4. “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.

  5. “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.

  6. “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.

  7. “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.

  8. “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.

  9. “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.

  10. “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.