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Comedies of 1995 to 1999

236 articles

Primary Colors (film)

Primary Colors is a 1998 American comedy-drama film directed by Mike Nichols and starring John Travolta, based on the anonymous novel about a Clinton-like presidential campaign.

Pursuit of Happiness (film)

Pursuit of Happiness is a 2003 independent romantic comedy directed by John Putch, written by John Zaring, starring Frank Whaley and Annabeth Gish, released by Showcase Entertainment, running 1 hour 33 minutes, and distinct from The Pursuit of Happyness.

Re-Election (film)

Re-Election is a 2025 American comedy written, directed by, and starring Adam Saunders, about a 42-year-old who re-enrolls in high school to rerun a lost class president election.

Romy and Michele's High School Reunion

Romy and Michele's High School Reunion is a 1997 Touchstone comedy directed by David Mirkin, starring Mira Sorvino and Lisa Kudrow as friends who fake inventing Post-Its for their reunion; also a 2005 prequel, 2025 musical, and 2026 Hulu sequel.

Runaway Bride (film)

Runaway Bride is a 1999 American romantic comedy directed by Garry Marshall, in which newspaper columnist Richard Gere falls for Julia Roberts, a woman famous for leaving grooms at the altar.

Sabrina (1995 film)

Sabrina is a 1995 American romantic comedy directed by Sydney Pollack, a remake of the 1954 film, starring Harrison Ford, Julia Ormond, and Greg Kinnear.

Same Love, Same Rain

Same Love, Same Rain (El mismo amor, la misma lluvia) is a 1999 Argentine romantic comedy-drama by Juan José Campanella, starring Ricardo Darín and Soledad Villamil as a couple whose on-and-off romance spans two decades of Argentine history; it won eight Silver Condor awards in 2000.

Sgt. Bilko

Sgt. Bilko is a 1996 American military comedy film directed by Jonathan Lynn, starring Steve Martin as a con-artist army motor pool sergeant who runs gambling operations.

She's All That

She's All That is a 1999 American teen romantic comedy starring Freddie Prinze Jr. and Rachael Leigh Cook, in which a popular senior bets he can make an outcast prom queen.

She's the One (1996 film)

She's the One is a 1996 American romantic comedy written, directed by, and co-starring Edward Burns, about two Irish-American brothers whose romantic lives collide over the same woman.

Shirley-My Darling

Shirley-My Darling (Ширли-мырли) is Vladimir Menshov's 1995 Mosfilm comedy-farce about con man Vasily Krolikov, his unknown twin brothers, and the stolen giant diamond "Savior of Russia", starring Valery Garkalin and Vera Alentova.

Show Me Love (film)

Show Me Love (Fucking Åmål) is Lukas Moodysson's 1998 Swedish debut feature about teenage girls Elin and Agnes falling in love in small-town Åmål; a Teddy Award winner and Swedish box-office hit rivaled only by Titanic.

Shower (洗澡) (1999 film)

Shower (洗澡, Xizao) is a 1999 Chinese comedy-drama directed by Zhang Yang, set in a Beijing hutong bathhouse run by Old Liu and his sons Da Ming and Er Ming, facing demolition; it won the San Sebastián Silver Seashell for Best Director.

Sliding Doors

Sliding Doors (1998) is a British romantic comedy-drama, Peter Howitt's directorial debut, starring Gwyneth Paltrow as Helen Quilley, whose life splits into two parallel timelines when she catches or misses a London Underground train.

Something to Talk About (film)

Something to Talk About is a 1995 American comedy-drama directed by Lasse Hallström, starring Julia Roberts as a Southern wife who confronts her husband's affair, with Dennis Quaid, Robert Duvall, and Gena Rowlands.

Soul Food (film)

Soul Food (1997) is a comedy-drama written and directed by George Tillman Jr., starring Vanessa Williams, Vivica A. Fox, and Nia Long, about a Chicago family's Sunday dinners after the matriarch's coma; it grossed $43.5M and spawned a Showtime series.

Spinal Tap II: The End Continues

Spinal Tap II: The End Continues is a 2025 mockumentary comedy sequel to This Is Spinal Tap, directed by Rob Reiner, reuniting McKean, Guest, and Shearer for one final New Orleans concert, with McCartney and Elton John cameos.

Spit (2025 film)

Spit (2025) is an Australian comedy-crime film by Jonathan Teplitzky and Chris Nyst, a sequel to Gettin' Square, starring David Wenham as Johnny Spitieri, detained on return to Australia; released 6 March 2025.

Splitsville (film)

Splitsville (2025 film), also known simply as Splitsville, is a screwball comedy by Michael Angelo Covino and Kyle Marvin starring Dakota Johnson and Adria Arjona about open marriage; Cannes 2025, Neon release August 22, 2025.

Spy Hard

Spy Hard is a 1996 American spy-movie parody starring Leslie Nielsen as Agent WD-40. He is called out of retirement to stop General Rancor, played by Andy Griffith.

Stepmom (1998 film)

Stepmom is a 1998 American comedy-drama directed by Chris Columbus, in which Julia Roberts and Susan Sarandon play a girlfriend and ex-wife who move from hostility to cooperation after a cancer diagnosis.

Striptease (film)

Striptease is a 1996 American comedy-drama film directed by Andrew Bergman, based on Carl Hiaasen's 1993 novel, in which Demi Moore's former FBI assistant dances to fund a custody battle.

Stuart Little (film)

Stuart Little (1999) is a live-action/CGI family comedy directed by Rob Minkoff, based on E.B. White's 1945 novel, starring Geena Davis, Hugh Laurie, and the voice of Michael J. Fox; it grossed over $300 million worldwide and spawned two sequels.

Superstar (1999 film)

Superstar (1999 film) is an American-Canadian comedy directed by Bruce McCulloch. It stars Molly Shannon as Mary Katherine Gallagher, an SNL character who enters a talent contest.

That Thing You Do!

That Thing You Do! (1996) is Tom Hanks's writing and directing debut, a comedy-drama about the Wonders, a fictional 1964 Pennsylvania one-hit-wonder band, released by 20th Century Fox, grossing about $34.6 million and later becoming a cult favorite.

The American President

The American President is a 1995 romantic comedy directed by Rob Reiner, starring Michael Douglas as a widowed US president who falls for lobbyist Annette Bening.

The Baby-Sitters Club (film)

The Baby-Sitters Club is a 1995 American comedy-drama directed by Melanie Mayron. It follows seven girls in Stoneybrook, Connecticut, as they run a summer camp and face personal crises.

The Best Man (1999 film)

The Best Man (1999) is Malcolm D. Lee's directorial debut romantic comedy, produced by 40 Acres and a Mule for Universal, starring Taye Diggs as a novelist whose book exposes college friends at a wedding; it opened #1, grossed $34.1M, and spawned a franchise.

The Big Green

The Big Green is a 1995 Walt Disney Pictures family sports comedy, also called Big Green, written and directed by Holly Goldberg Sloan, starring Olivia d'Abo and Steve Guttenberg as coaches of a Texas kids' soccer team; it grossed $17.7 million and holds 0% on Rotten Tomatoes.

The Birdcage

The Birdcage is a 1996 American comedy directed by Mike Nichols and starring Robin Williams, Gene Hackman, and Nathan Lane, remaking the 1978 film La Cage aux Folles.