Classic Rom-Coms
by laurenjohnson2013 | created - 1 month ago | updated - 1 month ago | Public- Instant Watch Options
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1. While You Were Sleeping (1995)
PG | 103 min | Comedy, Drama, Romance
A hopelessly romantic Chicago Transit Authority ticket booth operator is mistaken for the fiancée of a comatose patient.
Director: Jon Turteltaub | Stars: Sandra Bullock, Bill Pullman, Peter Gallagher, Peter Boyle
Votes: 114,101 | Gross: $81.06M
2. You've Got Mail (1998)
PG | 119 min | Comedy, Drama, Romance
Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet, both blissfully unaware that he's trying to put her out of business.
Director: Nora Ephron | Stars: Tom Hanks, Meg Ryan, Greg Kinnear, Parker Posey
Votes: 229,833 | Gross: $115.82M
3. Serendipity (2001)
PG-13 | 90 min | Comedy, Romance
A couple search for each other years after the night they first met, fell in love, and separated, convinced that one day they'd end up together.
Director: Peter Chelsom | Stars: John Cusack, Kate Beckinsale, Jeremy Piven, Bridget Moynahan
Votes: 121,438 | Gross: $50.29M
4. The American President (1995)
PG-13 | 114 min | Comedy, Drama, Romance
A widowed U.S. President running for reelection and an environmental lobbyist fall in love. It's all above-board, but "politics is perception," and sparks fly anyway.
Director: Rob Reiner | Stars: Michael Douglas, Annette Bening, Martin Sheen, Michael J. Fox
Votes: 60,661 | Gross: $65.00M
5. Some Kind of Wonderful (1987)
PG-13 | 95 min | Drama, Romance
When Keith goes out with Amanda, the girl of his dreams, Amanda's ex-boyfriend plans to get back at Keith. Meanwhile, Keith's best friend, tomboy Watts, realizes she has feelings for Keith.
Director: Howard Deutch | Stars: Eric Stoltz, Mary Stuart Masterson, Lea Thompson, Craig Sheffer
Votes: 34,696 | Gross: $18.55M
6. Before Sunrise (1995)
R | 101 min | Drama, Romance
A young man and woman meet on a train in Europe, and wind up spending one evening together in Vienna. Unfortunately, both know that this will probably be their only night together.
Director: Richard Linklater | Stars: Ethan Hawke, Julie Delpy, Andrea Eckert, Hanno Pöschl
Votes: 339,682 | Gross: $5.54M
7. Before Sunset (2004)
R | 80 min | Drama, Romance
Nine years after Jesse and Celine first met, they encounter each other again on the French leg of Jesse's book tour.
Director: Richard Linklater | Stars: Ethan Hawke, Julie Delpy, Vernon Dobtcheff, Louise Lemoine Torrès
Votes: 288,100 | Gross: $5.82M
8. Sweet Home Alabama (2002)
PG-13 | 108 min | Comedy, Romance
A young woman who has reinvented herself as a New York City socialite must return home to Alabama to obtain a divorce from her husband after seven years of separation.
Director: Andy Tennant | Stars: Reese Witherspoon, Patrick Dempsey, Josh Lucas, Candice Bergen
Votes: 123,673 | Gross: $127.22M
9. Sleepover (2004)
PG | 89 min | Comedy, Family, Romance
Desperate to improve their social status, four best friends enter into an all-night scavenger hunt against the popular clique in their school.
Director: Joe Nussbaum | Stars: Alexa PenaVega, Mika Boorem, Scout Taylor-Compton, Jane Lynch
Votes: 18,034 | Gross: $9.44M
10. Mona Lisa Smile (2003)
PG-13 | 117 min | Drama
A free-thinking art professor teaches conservative 1950s Wellesley girls to question their traditional social roles.
Director: Mike Newell | Stars: Julia Roberts, Kirsten Dunst, Julia Stiles, Maggie Gyllenhaal
Votes: 91,017 | Gross: $63.86M
11.
The Wonderful World of Disney (1997–2023)
Episode:
Eloise at Christmastime
(2003)
TV-G | 89 min | Adventure, Comedy, Drama
A 6-year-old girl tries to reunite a young woman with a former boyfriend before she marries another.
Director: Kevin Lima | Stars: Julie Andrews, Sofia Vassilieva, Kenneth Welsh, Debra Monk
Votes: 2,567
12. Sleepless in Seattle (1993)
PG | 105 min | Comedy, Drama, Romance
A recently widowed man's son calls a radio talk-show in an attempt to find his father a partner.
Director: Nora Ephron | Stars: Tom Hanks, Meg Ryan, Ross Malinger, Rita Wilson
Votes: 191,001 | Gross: $126.53M
13. Sabrina (1995)
PG | 127 min | Comedy, Drama, Romance
An ugly duckling having undergone a remarkable change, still harbors feelings for her crush: a carefree playboy, but not before his business-focused brother has something to say about it.
Director: Sydney Pollack | Stars: Harrison Ford, Julia Ormond, Greg Kinnear, Nancy Marchand
Votes: 44,471 | Gross: $53.67M
14. One Fine Day (1996)
PG | 108 min | Comedy, Drama, Romance
The lives of two strangers and their young children unexpectedly intersect on one hectic, stressful day in New York City.
Director: Michael Hoffman | Stars: Michelle Pfeiffer, George Clooney, Mae Whitman, Alex D. Linz
Votes: 48,532 | Gross: $46.15M
15. Ever After: A Cinderella Story (1998)
PG-13 | 121 min | Drama, Romance
The Brothers Grimm arrive at the home of a wealthy Grande Dame who speaks of the many legends surrounding the fable of the cinder girl before telling the "true" story of her ancestor.
Director: Andy Tennant | Stars: Drew Barrymore, Anjelica Huston, Dougray Scott, Patrick Godfrey
Votes: 81,772 | Gross: $65.71M
16. Runaway Bride (1999)
PG | 116 min | Comedy, Romance
A reporter is assigned to write a story about a woman who has left a string of fiancés at the altar.
Director: Garry Marshall | Stars: Julia Roberts, Richard Gere, Joan Cusack, Hector Elizondo
Votes: 104,559 | Gross: $152.26M
17. Notting Hill (1999)
PG-13 | 124 min | Comedy, Drama, Romance
A set of circumstances makes Anna Scott, a famous actress, fall in love with William Thacker, owner of a bookstore in Notting Hill. But the paparazzi's fascination with her complicates their bond.
Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans
Votes: 342,588 | Gross: $116.09M
18. Maid in Manhattan (2002)
PG-13 | 105 min | Comedy, Drama, Romance
A Senatorial candidate falls for a hotel maid, thinking she is a socialite, when he sees her trying on a wealthy woman's dress.
Director: Wayne Wang | Stars: Jennifer Lopez, Ralph Fiennes, Natasha Richardson, Stanley Tucci
Votes: 96,251 | Gross: $94.01M
19. The Wedding Planner (2001)
PG-13 | 103 min | Comedy, Romance
Mary Fiore is San Francisco's most successful supplier of romance and glamor. She knows all the tricks. She knows all the rules. But then she breaks the most important rule of all: she falls in love with the groom.
Director: Adam Shankman | Stars: Jennifer Lopez, Matthew McConaughey, Bridgette Wilson-Sampras, Justin Chambers
Votes: 86,604 | Gross: $60.40M
20. Miss Congeniality (2000)
PG-13 | 109 min | Action, Comedy, Crime
An F.B.I. Agent must go undercover in the Miss United States beauty pageant to prevent a group from bombing the event.
Director: Donald Petrie | Stars: Sandra Bullock, Michael Caine, Benjamin Bratt, Candice Bergen
Votes: 230,535 | Gross: $106.81M
21. How to Lose a Guy in 10 Days (2003)
PG-13 | 116 min | Comedy, Romance
Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days.
Director: Donald Petrie | Stars: Kate Hudson, Matthew McConaughey, Adam Goldberg, Kathryn Hahn
Votes: 270,345 | Gross: $105.81M
22. The Holiday (2006)
PG-13 | 136 min | Comedy, Romance
Two women troubled with guy-problems swap homes in each other's countries, where they each meet a local guy and fall in love.
Director: Nancy Meyers | Stars: Kate Winslet, Cameron Diaz, Jude Law, Jack Black
Votes: 323,225 | Gross: $63.22M
23. Clueless (1995)
PG-13 | 97 min | Comedy, Romance
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other.
Director: Amy Heckerling | Stars: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd
Votes: 246,201 | Gross: $56.63M
24. 10 Things I Hate About You (1999)
PG-13 | 97 min | Comedy, Drama, Romance
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik
Votes: 385,826 | Gross: $38.18M
25. Two Weeks Notice (2002)
PG-13 | 101 min | Comedy, Romance
A lawyer decides that she's used too much like a nanny by her boss, so she walks out on him.
Director: Marc Lawrence | Stars: Sandra Bullock, Hugh Grant, Alicia Witt, Dana Ivey
Votes: 125,980 | Gross: $93.35M
26. Hope Floats (1998)
PG-13 | 114 min | Drama, Romance
Birdee Calvert must choose between her morals and her heart after her husband divorces her and a charming young man, who her daughter disapproves of, comes back into her life.
Director: Forest Whitaker | Stars: Sandra Bullock, Harry Connick Jr., Gena Rowlands, Mae Whitman
Votes: 30,260 | Gross: $60.05M
27. 13 Going on 30 (2004)
PG-13 | 98 min | Comedy, Fantasy, Romance
Unpopular schoolgirl Jenna Rink makes an unusual wish on her birthday. Miraculously, her wish comes true and the 13-year-old Jenna wakes up the next day as a 30-year-old woman.
Director: Gary Winick | Stars: Jennifer Garner, Mark Ruffalo, Judy Greer, Andy Serkis
Votes: 217,194 | Gross: $57.23M
28. Something to Talk About (1995)
R | 106 min | Comedy, Drama, Romance
A woman's world is rocked when she discovers her husband is cheating on her.
Director: Lasse Hallström | Stars: Julia Roberts, Dennis Quaid, Robert Duvall, Gena Rowlands
Votes: 15,841 | Gross: $50.89M
29. The Parent Trap (1998)
PG | 128 min | Adventure, Comedy, Drama
Identical twins Annie and Hallie, separated at birth and each raised by one of their biological parents, discover each other for the first time at summer camp and make a plan to bring their wayward parents back together.
Director: Nancy Meyers | Stars: Lindsay Lohan, Dennis Quaid, Natasha Richardson, Elaine Hendrix
Votes: 154,987 | Gross: $66.31M
30. The Cutting Edge (1992)
PG | 101 min | Comedy, Drama, Romance
A temperamental figure skater and an arrogant former hockey player attempt to win the Olympic Gold Medal as a figure skating pairs team.
Director: Paul Michael Glaser | Stars: D.B. Sweeney, Moira Kelly, Roy Dotrice, Terry O'Quinn
Votes: 22,372 | Gross: $25.11M
31. Sliding Doors (1998)
PG-13 | 99 min | Comedy, Drama, Fantasy
After personal and professional setbacks, a woman experiences an alternate reality.
Director: Peter Howitt | Stars: Gwyneth Paltrow, John Hannah, John Lynch, Jeanne Tripplehorn
Votes: 71,518 | Gross: $11.88M
32. Father of the Bride (1991)
PG | 105 min | Comedy, Family, Romance
With his oldest daughter's wedding approaching, a father finds himself reluctant to let go.
Director: Charles Shyer | Stars: Steve Martin, Diane Keaton, Martin Short, Kimberly Williams-Paisley
Votes: 84,321 | Gross: $89.33M
33. Father of the Bride Part II (1995)
PG | 106 min | Comedy, Family, Romance
George Banks must deal not only with his daughter's pregnancy, but also with his wife's.
Director: Charles Shyer | Stars: Steve Martin, Diane Keaton, Martin Short, Kimberly Williams-Paisley
Votes: 41,703 | Gross: $76.59M
34. Three Men and a Baby (1987)
PG | 102 min | Comedy, Drama, Family
Jack Holden and his friends, Peter and Michael, spend most of their time having flings with several women in their apartment. Their life changes when a mysterious baby appears at their doorstep.
Director: Leonard Nimoy | Stars: Tom Selleck, Steve Guttenberg, Ted Danson, Nancy Travis
Votes: 57,939 | Gross: $167.78M
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