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1. Holiday (1938)
directed by George Cukor
featuring Katharine Hepburn, Cary Grant, Doris Nolan, Lew Ayres, Edward Everett Horton
Both film versions of Phillip Barry's stage comedy Holiday have their merits, but the 1938 version has the added advantage of supercharged star power ... More
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2. Trust (1991)
directed by Hal Hartley
featuring Adrienne Shelly, Martin Donovan, Merritt Nelson, John A. MacKay, Edie Falco
The unlikely relationship between a pregnant high school student and a brooding electronics repairman lies at the center of this droll comedy from ... More
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3. Blondie Meets the Boss (1939)
directed by Frank Strayer
featuring Penny Singleton, Arthur Lake, Jonathan Hale
This second entry in Columbia's new "Blondie" series is every bit as delightful as the first. When Dagwood Bumstead (Arthur Lake) heads off for a ... More
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4. EDtv (1999)
directed by Ron Howard
featuring Matthew McConaughey, Jenna Elfman, Woody Harrelson, Sally Kirkland, Martin Landau
The turning point in the life of Ed Pekurny (Matthew McConaughey) comes thanks to the misfortunes of the NorthWest Broadcasting Company. After two ... More
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5. Funny About Love (1990)
directed by Leonard Nimoy
featuring Gene Wilder, Christine Lahti, Mary Stuart Masterson, Robert Prosky, Anne Jackson, Stephen Tobolowsky
The once-in-a-lifetime collaboration between star Gene Wilder and director Leonard Nimoy resulted in the charmingly haphazard and anachronistic Funny ... More
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6. Moonstruck (1987)
directed by Norman Jewison
featuring Cher, Nicolas Cage, Vincent Gardenia, Olympia Dukakis, Danny Aiello
When there's a full moon over Brooklyn, anything can happen, and everything happens in the neighborhood where widowed bookkeeper Loretta Castorini ... More
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7. The Switch (2010)
directed by Josh Gordon, Will Speck
featuring Jennifer Aniston, Jason Bateman, Patrick Wilson, Jeff Goldblum, Juliette Lewis
A woman approaching middle age yet still childless decides to get pregnant by artificial insemination, only to discover that the donor she chose may ... More
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8. Houseboat (1958)
directed by Melville Shavelson
featuring Cary Grant, Sophia Loren, Martha Hyer, Harry Guardino, Eduardo Ciannelli
Cary Grant scored still another box-office smash with his 1958 vehicle Houseboat. Grant plays a widowed father who packs himself and his spoiled ... More
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9. One Fine Day (1996)
directed by Michael Hoffman
featuring Michelle Pfeiffer, George Clooney, Mae Whitman, Alex D. Linz, Charles Durning, Robert Klein
Even without money problems, many divorced single parents have a hard row to hoe. At the drop of a hat, a competent, responsible professional person ... More
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10. Something to Talk About (1995)
directed by Lasse Hallström
featuring Julia Roberts, Dennis Quaid, Robert Duvall, Gena Rowlands, Kyra Sedgwick
The feminist outrage of Thelma & Louise (1991) screenwriter Callie Khouri blended superbly with director Lasse Hallstrom's predilection for stories ... More
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11. It Takes Two (1995)
directed by Andy Tennant
featuring Kirstie Alley, Steve Guttenberg, Mary-Kate Olsen, Ashley Olsen, Philip Bosco
Identical twin 9-year-old girls, one a poor orphan, the other a rich heiress, cause confusion when they decide to meddle in their caretakers' love ... More
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12. Raising Helen (2004)
directed by Garry Marshall
featuring Kate Hudson, John Corbett, Joan Cusack, Hector Elizondo, Helen Mirren
Directed by Garry Marshall, Raising Helen revolves around Helen Harris (Kate Hudson), whose successful fashion career and decadent Manhattan ... More
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13. Because I Said So (2007)
directed by Michael Lehmann
featuring Diane Keaton, Mandy Moore, Gabriel Macht, Tom Everett Scott, Lauren Graham
Diane Keaton stars as a unconditionally loving, but meddling, mother whose vain attempt to prevent her insecure youngest daughter from repeating the ... More
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14. Barefoot in the Park (1967)
directed by Gene Saks
featuring Robert Redford, Jane Fonda, Charles Boyer, Mildred Natwick, Herb Edelman
Based on the hit Broadway play by Neil Simon, who made his screenwriting debut with this adaptation, Barefoot In The Park follows the lives of ... More
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15. Nine Months (1995)
directed by Chris Columbus
featuring Hugh Grant, Julianne Moore, Tom Arnold, Joan Cusack, Jeff Goldblum
A single man faces the terrifying prospect of seeing his carefree life dashed by a visit from the stork in this comedy. Samuel Falkner (Hugh Grant) ... More
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16. Only the Lonely (1991)
directed by Chris Columbus
featuring John Candy, Maureen O'Hara, Ally Sheedy, Kevin Dunn, Milo O'Shea
Writer-director Chris Columbus mines Paddy Chaveysky's Marty for this bittersweet comedy about a lonely 38-year old Chicago cop dominated by his ... More
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17. The Egg and I (1947)
directed by Chester Erskine
featuring Claudette Colbert, Fred MacMurray, Marjorie Main, Percy Kilbride, Louise Allbritton
Based on the humorous autobiographical book by Betty McDonald, The Egg & I casts Claudette Colbert and Fred MacMurray as Manhattan-dwelling newlyweds ... More
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18. The Kids Are All Right (2010)
directed by Lisa Cholodenko
featuring Annette Bening, Julianne Moore, Mark Ruffalo, Mia Wasikowska, Josh Hutcherson
The son of a same-sex couple seeks out the sperm donor who made his birth possible in this comedy from writer/director Lisa Cholodenko. The committed ... More
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19. The Dick Van Dyke Show [TV Series] (1961)
It is now part of TV folklore that the classic sitcom The Dick Van Dyke Show was originally conceived as a starring vehicle for the series' creator, ... More
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20. She's Having a Baby (1988)
directed by John Hughes
featuring Kevin Bacon, Elizabeth McGovern, Alec Baldwin, Isabel García Lorca, William Windom
An aspiring writer faces up to the responsibilities of marriage and family in this romantic comedy from writer, director, and producer John Hughes. ... More
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21. Crazy on the Outside (2010)
directed by Tim Allen
featuring Tim Allen, Ray Liotta, Julie Bowen, Kelsey Grammer, Jeanne Tripplehorn, Sigourney Weaver, J.K. Simmons
Fresh out of prison and eager to start a new life, ambitious ex-con Tommy (Tim Allen) plots to revive the family business and rekindle the romance ... More
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22. Love Wedding Marriage (2011)
directed by Dermot Mulroney
featuring Mandy Moore, Kellan Lutz, James Brolin, Jane Seymour, Jessica Szohr, Michael Weston, Marta Zmuda Trzebiatowska, Richard Reid
A newlywed marriage counselor fights to save her mother and father's crumbling union in this romantic comedy from director Dermot Mulroney. The more ... More
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23. Once Around (1991)
directed by Lasse Hallström
featuring Richard Dreyfuss, Holly Hunter, Danny Aiello, Laura San Giacomo, Gena Rowlands
Swedish director Lasse Hallstrom made his American movie debut with this romantic comedy, starring Holly Hunter as Renata Bella, an aimless Bostonian ... More
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24. Women vs. Men (2002)
directed by Chazz Palminteri
featuring Christine Lahti, Joe Mantegna, Paul Reiser
After his wife Dana (Christine Lahti) walks out on him, Michael (Joe Mantegna) is visited by his friend, Bruce (Paul Reiser). The two discuss the ... More
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25. Overboard (1987)
directed by Garry Marshall
featuring Goldie Hawn, Kurt Russell, Edward Herrmann, Katherine Helmond, Michael Hagerty
This screwball comedy casts real-life couple Kurt Russell and Goldie Hawn in a film that finds the latter returning to her roots in a role ... More
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