edgepedia

Comedies of 1995 to 1999

236 articles

Drop Dead Gorgeous (film)

Drop Dead Gorgeous is a 1999 American mockumentary black comedy directed by Michael Patrick Jann, written by Lona Williams, satirizing a Minnesota teen beauty pageant; a box office flop that became a cult classic.

Dunston Checks In

Dunston Checks In is a 1996 American family comedy directed by Ken Kwapis and starring Jason Alexander, Faye Dunaway, and Rupert Everett, about an orangutan in a New York hotel.

EDtv

EDtv is a 1999 American comedy directed by Ron Howard and starring Matthew McConaughey, about a cable channel broadcasting a video-store clerk's life around the clock.

Election (1999 film)

Election (1999) is Alexander Payne's satirical comedy, adapted with Jim Taylor from Tom Perrotta's 1998 novel, starring Matthew Broderick and Reese Witherspoon in a Nebraska high-school election feud; Oscar-nominated screenplay, Criterion spine #904.

Ella McCay

Ella McCay is a 2025 American comedy-drama, James L. Brooks's first directed film in 15 years, starring Emma Mackey as a 34-year-old lieutenant governor who becomes governor in 2008; it flopped critically and commercially.

Empire Records

Empire Records (1995) is an Allan Moyle comedy-drama, written by Carol Heikkinen, about Delaware record-store clerks fighting a corporate takeover; a box-office flop that became a cult classic with Rex Manning Day on April 8.

Encino Woman

Encino Woman (California Woman) is a 1996 ABC two-hour made-for-television comedy sequel to Encino Man, directed and co-written by Shawn Schepps, starring Katherine Kousi as thawed cavewoman Lucy, never released on home media, and currently unavailable on streaming.

Ever After

Ever After: A Cinderella Story is Andy Tennant's 1998 realistic retelling of Cinderella, starring Drew Barrymore as Danielle de Barbarac, Anjelica Huston, and Dougray Scott, set in Renaissance France with Leonardo da Vinci replacing the fairy godmother.

Fackham Hall

Fackham Hall (2025) is a British comedy film directed by Jim O'Hanlon, a Downton Abbey-style period drama spoof starring Ben Radcliffe, Thomasin McKenzie, Damian Lewis, Katherine Waterston, and Tom Felton, co-written by comedian Jimmy Carr.

Fear and Loathing in Las Vegas (film)

Fear and Loathing in Las Vegas (1998) is Terry Gilliam's film adaptation of Hunter S. Thompson's 1971 gonzo book, starring Johnny Depp as Raoul Duke and Benicio del Toro as Dr. Gonzo, released by Universal with a disputed four-writer screenplay credit.

First Kid

First Kid is a 1996 Walt Disney comedy directed by David Mickey Evans, starring Sinbad as Secret Service agent Sam Simms guarding President's son Luke (Brock Pierce); 101 min, PG, $26.5M US gross.

Fiume o morte!

Fiume o morte! ("Fiume or Death!") is a 2025 Croatian-Italian-Slovenian documentary by Igor Bezinović in which Rijeka residents re-enact Gabriele D'Annunzio's 1919-1920 occupation of Fiume; Tiger Award winner at Rotterdam and 2026 Oscar submission.

Flirting with Disaster (film)

Flirting with Disaster is David O. Russell's 1996 screwball comedy starring Ben Stiller, Patricia Arquette, and Téa Leoni, in which a new father searches for his birth parents; Cannes premiere, 88% Tomatometer, $14.8M US gross.

Fools Rush In (1997 film)

Fools Rush In is a 1997 Columbia Pictures romantic comedy directed by Andy Tennant, starring Matthew Perry and Salma Hayek as a couple who marry after an unexpected pregnancy; it grossed $29.3 million domestically and was Perry's favorite of his films.

For Richer or Poorer

For Richer or Poorer is a 1997 American romantic comedy directed by Bryan Spicer, starring Tim Allen and Kirstie Alley as wealthy New Yorkers hiding from the IRS among the Amish.

Forbidden City Cop (大内密探零零发)

Forbidden City Cop (大內密探零零發, aka 鹿鼎大帝) is a 1996 Hong Kong mo lei tau action comedy co-directed by Stephen Chow and Vincent Kok, a James Bond spoof in which agent Ling Ling Fat saves the emperor with his inventions.

Forces of Nature

Forces of Nature is a 1999 American romantic comedy directed by Bronwen Hughes, starring Ben Affleck as a groom racing to his Savannah wedding with Sandra Bullock.

Four Rooms

Four Rooms is a 1995 American anthology comedy, also called 4 Rooms, directed by Allison Anders, Alexandre Rockwell, Robert Rodriguez, and Quentin Tarantino, starring Tim Roth as bellhop Ted in four New Year's Eve hotel segments, released December 25, 1995 by Miramax.

French Kiss (1995 film)

French Kiss is a 1995 romantic comedy directed by Lawrence Kasdan, written by Adam Brooks, starring Meg Ryan, Kevin Kline, and Timothy Hutton; a Fox, PolyGram, and Working Title production about a stolen necklace in Paris, released May 1995 in the US.

Fucktoys

Fucktoys is a 2025 American dark comedy and the directorial debut of Annapurna Sriram, who writes, directs, and stars as cursed sex worker AP questing for $1,000 and a lamb sacrifice in Trashtown; SXSW Special Jury Award winner, shot on Super 16mm.

Get Real

Get Real (1998) is a British coming-of-age comedy-drama directed by Simon Shore, adapted by Patrick Wilde from his play What's Wrong With Angry?, starring Ben Silverstone and Brad Gorton as closeted schoolboys in Basingstoke; released by Paramount Classics in 1999.

God of Cookery (食神)

God of Cookery (食神, Sik San) is a 1996 Hong Kong mo lei tau comedy co-directed by and starring Stephen Chow with Lee Lik-chi, about a fraudulent celebrity chef who falls to Temple Street and reclaims his title; it earned HK$40.86 million, ranking second in 1996 Hong Kong box office.

Gone Fishin'

Gone Fishin' (1997) is a Disney/Hollywood Pictures slapstick comedy directed by Christopher Cain, starring Joe Pesci and Danny Glover as Newark fishing buddies chasing con artist Dekker Massey in the Everglades. It cost $53 million, grossed $19,745,922 domestically, and holds 4% on Rotten Tomatoes.

Gregory's Two Girls

Gregory's Two Girls (1999) is Bill Forsyth's British comedy sequel to Gregory's Girl, with John Gordon Sinclair as Gregory, now a 35-year-old English teacher investigating a factory scandal.

Grosse Pointe Blank

Grosse Pointe Blank is a 1997 American black comedy directed by George Armitage, starring John Cusack as a hit man attending his high school reunion.

Grumpier Old Men

Grumpier Old Men is a 1995 American romantic comedy directed by Howard Deutch, reuniting Jack Lemmon and Walter Matthau as feuding Minnesota neighbors, with Sophia Loren as a restaurateur.

Half Baked

Half Baked is a 1998 American stoner comedy directed by Tamra Davis, written by Dave Chappelle and Neal Brennan, starring Chappelle, Jim Breuer, and Guillermo Diaz; released by Universal January 16, 1998, grossing $17.5M, with 28% on Rotten Tomatoes but 81% audience approval.

Happy Gilmore

Happy Gilmore (1996) is a Universal sports comedy directed by Dennis Dugan, written by Adam Sandler and Tim Herlihy, about a hockey player turned golfer saving his grandmother's house; it grossed $41.4 million and spawned a 2025 Netflix sequel.

Happy Texas

Happy, Texas (1999) is a Mark Illsley comedy, also called Happy Texas, about escaped convicts posing as gay beauty-pageant consultants; a Sundance 1999 Grand Jury Prize nominee bought by Miramax for about $2.5 million.

Heavyweights

Heavyweights is a 1995 American family comedy directed by Steven Brill and co-written by Judd Apatow, about overweight boys at Camp Hope whose summer is upended by a fitness fanatic.