edgepedia

Comedies of 1995 to 1999

236 articles

Maddie's Secret

Maddie's Secret is a 2025 American comedy-drama and John Early's feature directorial debut, in which he stars in drag as Maddie Ralph, a food influencer hiding a bulimia relapse; released by Magnolia Pictures June 19, 2026, influenced by the 1986 TV movie Kate's Secret.

Madeline (1998 film)

Madeline is a 1998 live-action family comedy directed by Daisy von Scherler Mayer, starring Hatty Jones as the fearless Parisian schoolgirl from Ludwig Bemelmans' classic children's books.

Magic Farm

Magic Farm is a 2025 comedy-drama directed and written by Amalia Ulman, starring Chloë Sevigny, Alex Wolff, Simon Rex, and Ulman; a Vice-like American film crew lands in the wrong Argentine town while profiling a bunny-suited musician, premiering at Sundance and Berlin 2025 and released by MUBI.

Mahjong (麻将) (1996 film)

Mahjong (麻將, Majiang) is a 1996 Taiwanese black comedy directed by Edward Yang, the second film of his New Taipei Trilogy, starring Virginie Ledoyen, Chang Chen, and Tang Tsung-sheng in a Taipei con-artist tragicomedy.

Major Payne

Major Payne is a 1995 American military comedy directed by Nick Castle, starring Damon Wayans as a Marine commanding a boys' military academy's junior ROTC unit.

Mallrats

Mallrats (1995) is Kevin Smith's second film and View Askewniverse entry, starring Jeremy London, Jason Lee, Shannen Doherty, and Ben Affleck. It grossed $2.1 million on a $6.1 million budget, scored 41 on Metacritic, and became a cult favorite on home video.

Marching Powder (film)

Marching Powder (2025) is a British comedy-drama written and directed by Nick Love, starring Danny Dyer as football hooligan Jack Jones, given six weeks to reform or face prison; released 7 March 2025 by True Brit, unrelated to Rusty Young's book.

Message in a Bottle (film)

Message in a Bottle is a 1999 American romantic drama directed by Luis Mandoki, starring Kevin Costner, Robin Wright Penn, and Paul Newman, based on Nicholas Sparks's novel.

Michael (1996 film)

Michael is a 1996 American comedy-drama directed by Nora Ephron, in which John Travolta plays the archangel Michael, discovered at a rural Iowa motel by Chicago tabloid reporters.

Mickey Blue Eyes

Mickey Blue Eyes is a 1999 romantic comedy directed by Kelly Makin, starring Hugh Grant as an English art auctioneer drawn into his fiancée's mob family.

Mighty Aphrodite

Mighty Aphrodite is Woody Allen's 1995 comedy about a sportswriter seeking his adopted son's birth mother, a prostitute played by Oscar winner Mira Sorvino, framed by a Greek chorus; it earned $26 million worldwide on a $15 million budget.

Money Talks (1997 film)

Money Talks is a 1997 American action comedy directed by Brett Ratner, starring Chris Tucker as a fugitive hustler and Charlie Sheen as the reporter hiding him.

Mountainhead

Mountainhead is a 2025 American satirical comedy-drama film directed by Jesse Armstrong. It centers on four tech executives meeting at a snowy Utah retreat amidst an AI disinformation crisis.

Mouse Hunt

Mouse Hunt is a 1997 American slapstick comedy directed by Gore Verbinski, starring Nathan Lane and Lee Evans as brothers battling a mouse in their inherited mansion.

My Best Friend's Wedding

My Best Friend's Wedding is a 1997 American romantic comedy directed by P.J. Hogan, starring Julia Roberts as a food critic trying to break up her best friend's wedding.

My Daughter Is a Zombie (film)

My Daughter Is a Zombie (좀비딸) is a 2025 South Korean comedy-drama directed by Pil Gam-sung, adapted from Lee Yoon-chang's Naver webtoon. Jo Jung-suk plays a tiger trainer protecting and training his infected daughter; it set Korea's biggest 2025 opening day with 430,000 admissions.

Never Been Kissed

Never Been Kissed (25年目のキス) is a 1999 American romantic comedy directed by Raja Gosnell, starring Drew Barrymore as 25-year-old reporter Josie Geller undercover at a high school; her first Flower Films production, released April 9, 1999 by Fox.

Nine Months

Nine Months is a 1995 American romantic comedy film directed by Chris Columbus, with Hugh Grant as a San Francisco child psychologist whose girlfriend becomes pregnant.

Nirvanna the Band the Show the Movie

Nirvanna the Band the Show the Movie (2025) is a Canadian mockumentary time-travel comedy by Matt Johnson and Jay McCarrol, expanding their web and Viceland series; released by Neon February 13, 2026, 95% on Rotten Tomatoes.

Nothing to Lose (1997 film)

Nothing to Lose is a 1997 American buddy comedy film written and directed by Steve Oedekerk, starring Tim Robbins as an advertising executive and Martin Lawrence as his carjacker.

Notting Hill (film)

Notting Hill (1999) is a British-American romantic comedy directed by Roger Michell, written by Richard Curtis, starring Julia Roberts and Hugh Grant. It grossed $364 million worldwide and was the first British film to pass $100 million at the US box office.

Office Space

Office Space (1999) is Mike Judge's live-action comedy debut about Initech programmer Peter Gibbons, a box-office flop that became a cult classic through DVD and Comedy Central airings.

One More Shot (2025 film)

One More Shot (2025) is Nicholas Clifford's Australian time-loop comedy, starring Emily Browning as Minnie, who uses a magical bottle of tequila on New Year's Eve 1999 to repeatedly restart a party and win back ex-flame Joe (Sean Keenan). Premiered at SXSW, streamed on Stan, released by Samuel Goldwyn Films; distinct from the 2024 Scott Adkins action film of the same name.

Orgazmo

Orgazmo is a 1997 American comedy film written and directed by Trey Parker. It stars Parker as a Mormon missionary who takes a role as a superhero.

Our Hero, Balthazar

Our Hero, Balthazar (2025) is Oscar Boyson's directorial debut dark comedy, starring Jaeden Martell and Asa Butterfield as a New York teen and Texan troll; Tribeca 2025 runner-up, 2026 US release.

París-Tombuctú

París-Tombuctú (1999) is Luis García Berlanga's final film, a Spanish comedy starring Michel Piccoli as a Parisian surgeon who flees by bicycle toward Timbuktu and strands in Calabuch, filmed in Peñíscola.

Paulie

Paulie is a 1998 American family comedy-drama about a talking conure parrot who searches across the United States for the girl who raised him, directed by John Roberts for DreamWorks.

Picture Perfect (1997 film)

Picture Perfect is a 1997 American romantic comedy directed by Glenn Gordon Caron, in which Jennifer Aniston plays a New York advertising executive who invents a fiancé to win a promotion.

Playing by Heart

Playing by Heart (formerly Dancing About Architecture) is a 1998 ensemble comedy-drama written and directed by Willard Carroll, starring Sean Connery, Gena Rowlands, and Angelina Jolie as eleven Los Angelenos entangled in love, released wide January 22, 1999 by Miramax.

Preaching to the Perverted (film)

Preaching to the Perverted is a 1997 British comedy directed by Stuart Urban in which Christien Anholt's character infiltrates a London fetish club for Tom Bell's MP and falls for dominatrix Tanya Cheex (Guinevere Turner).