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1. You've Got Mail (1998)
directed by Nora Ephron
featuring Hallee Hirsh, Michael Palin, Tom Hanks, Meg Ryan, Parker Posey, Greg Kinnear, Jean Stapleton
Sleepless in Seattle director Nora Ephron originally made a name for herself as the writer of romantic comedies such as Heartburn and When Harry Met ... More
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2. Friends [TV Series] (1994)
Few ensemble sitcoms of the 1990s and early 2000s commanded as much love and devotion from their fans as the immensely popular NBC series Friends -- ... More
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3. Hitch (2005)
directed by Andy Tennant
featuring Will Smith, Eva Mendes, Kevin James, Amber Valletta, Julie Ann Emery
A man who teaches dateless wonders how to become irresistible to women learns just how hard it can be to do it yourself in this romantic comedy. When ... More
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4. Seinfeld: Season 05 (1994)
Though it may have seemed impossible for Seinfeld to top the brilliance of its fourth season ("They're real -- and they're spectacular"; "Not that ... More
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5. Seinfeld: Season 06 (1995)
With five brilliant seasons in the can (including the now-legendary seasons four and five), Seinfeld keeps up the pace, and then some, as the series ... More
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6. The Devil Wears Prada (2006)
directed by David Frankel
featuring Meryl Streep, Anne Hathaway, Emily Blunt, Stanley Tucci, Adrian Grenier
Lauren Weisberger's best-selling novel about a young woman who stumbles into the hectic worlds of high fashion and publishing comes to the big screen ... More
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8. A Night at the Roxbury (1998)
directed by John Fortenberry, Peter Markle
featuring Will Ferrell, Chris Kattan, Molly Shannon, Dan Hedaya, Richard Grieco
This comedy extends and embellishes characters introduced on Saturday Night Live by regulars Will Ferrell and Chris Kattan in their sketch series of ... More
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9. Desk Set (1957)
directed by Walter Lang
featuring Spencer Tracy, Katharine Hepburn, Gig Young, Joan Blondell, Dina Merrill
Based on the Broadway play by Robert Fryer and Lawrence Carr, Desk Set represents the eighth screen teaming of Spencer Tracy and Katharine Hepburn. ... More
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10. Friends: Season 01 (1994)
The first season of Friends could easily have been retitled "Getting to Know You," as all the soon-to-be-familiar characters, and their equally soon ... More
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11. Sex and the City (2008)
directed by Michael Patrick King
featuring Sarah Jessica Parker, Kim Cattrall, Kristin Davis, Cynthia Nixon, Chris Noth
The hit cable series Sex and the City catwalks its way onto the big screen in this feature-film continuation that fans all over have been clamoring ... More
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12. Bullets Over Broadway (1994)
directed by Woody Allen
featuring John Cusack, Jack Warden, Chazz Palminteri, Joe Viterelli, Jennifer Tilly, Dianne Wiest
Bullets Over Broadway is a Woody Allen romp that, as the title suggests, combines gangsters with show business at the height of the Roaring Twenties. ... More
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13. Seinfeld: Season 08 (1996)
A few sensitive viewers bailed out on Seinfeld at the end of season seven, in response to George's (Jason Alexander) apathetic reaction to the "death ... More
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14. Sex and the City: Season 04 (2001)
Since at first she didn't succeed, it's try, try again for Carrie Bradshaw (Golden Globe winner Sarah Jessica Parker) when she gets another shot at ... More
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15. Uptown Saturday Night (1974)
directed by Sidney Poitier
featuring Sidney Poitier, Bill Cosby, Harry Belafonte, Calvin Lockhart, Flip Wilson, Richard Pryor
Uptown Saturday Night is a delightful comedy directed by and starring Sidney Poitier. Steve Jackson (Sidney Poitier) is a factory worker. One evening ... More
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16. Friends: Season 05 (1998)
Season five of Friends opens just a few moments after the wedding of Ross (David Schwimmer) and Emily (Helen Baxendale), in which Ross all but sealed ... More
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17. Sex and the City: Season 03 (2000)
Carrie Bradshaw (Sarah Jessica Parker), who lost Big (Chris Noth) to a wife (Bridget Moynahan) 10 years younger and several inches taller than she, ... More
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18. Torch Song Trilogy (1988)
directed by Paul Bogart
featuring Anne Bancroft, Matthew Broderick, Harvey Fierstein, Brian Kerwin, Karen Young
Harvey Fierstein's Pulitzer Prize-winning Broadway hit was adapted for the screen by Fierstein himself. The playwright also repeats his stage role of ... More
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19. Friends: Season 03 (1996)
As Friends enters its third season, the series' romantic intrigues intensify. Monica (Courteney Cox) breaks up with Dr. Richard Burke (played during ... More
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20. Seinfeld [TV Series] (1989)
The famous "show about nothing," NBC's Seinfeld is regarded by many fans as the best network sitcom of the 1990s; some go farther than that, hailing ... More
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21. When Harry Met Sally (1989)
directed by Rob Reiner
featuring Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby
Rob Reiner's romantic comedy When Harry Met Sally stars Billy Crystal and Meg Ryan as the title pair. The film opens with the two strangers, both ... More
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22. Annie Hall (1977)
directed by Woody Allen
featuring Woody Allen, Diane Keaton, Tony Roberts, Carol Kane, Paul Simon
Woody Allen's romantic comedy of the Me Decade follows the up and down relationship of two mismatched New York neurotics. Jewish comedy writer Alvy ... More
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23. Pieces of April (2003)
directed by Peter Hedges
featuring Katie Holmes, Patricia Clarkson, Oliver Platt, Derek Luke, Alison Pill
Novelist and screenwriter Peter Hedges makes his directorial debut with the comedy drama Pieces of April. Family outcast April Burns (Katie Holmes) ... More
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24. The Secret of My Success (1987)
directed by Herbert Ross
featuring Michael J. Fox, Helen Slater, Richard Jordan, Margaret Whitton, John Pankow
Released at the height of his popularity on Family Ties and in the wake of Back to the Future and Teen Wolf, Michael J. Fox stars in this "country ... More
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25. Home Alone 2: Lost in New York (1992)
directed by Chris Columbus
featuring Macaulay Culkin, Joe Pesci, Daniel Stern, Catherine O'Hara, John Heard
John Hughes and Chris Columbus repeat their best-selling formula from the first Home Alone film with this sequel. Once again Kevin McCallister's ... More
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