❤ Best Romantic Movies Ever Made ❤

by dylanthecoolkiddo | created - 07 Jun 2014 | updated - 13 Jul 2014 | Public

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1. How to Lose a Guy in 10 Days (2003)

PG-13 | 116 min | Comedy, Romance

45 Metascore

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: 270,298 | Gross: $105.81M

2. 27 Dresses (2008)

PG-13 | 111 min | Comedy, Romance

47 Metascore

After serving as a bridesmaid 27 times, a young woman wrestles with the idea of standing by her sister's side as her sibling marries the man she's secretly in love with.

Director: Anne Fletcher | Stars: Katherine Heigl, James Marsden, Malin Akerman, Brian Kerwin

Votes: 175,221 | Gross: $76.81M

3. Monster-in-Law (2005)

PG-13 | 101 min | Comedy, Romance

31 Metascore

The love life of Charlotte is reduced to an endless string of disastrous blind dates, until she meets the perfect man, Kevin. Unfortunately, his merciless mother will do anything to destroy their relationship.

Director: Robert Luketic | Stars: Jennifer Lopez, Michael Vartan, Jane Fonda, Wanda Sykes

Votes: 65,576 | Gross: $82.93M

4. Jumping the Broom (2011)

PG-13 | 112 min | Comedy, Drama

56 Metascore

Two very different families converge on Martha's Vineyard one weekend for a wedding.

Director: Salim Akil | Stars: Paula Patton, Laz Alonso, Angela Bassett, Loretta Devine

Votes: 11,534 | Gross: $37.30M

5. He's Just Not That Into You (2009)

PG-13 | 129 min | Comedy, Drama, Romance

47 Metascore

This Baltimore-set movie of interconnecting story arcs deals with the challenges of reading or misreading human behavior.

Director: Ken Kwapis | Stars: Ginnifer Goodwin, Jennifer Aniston, Jennifer Connelly, Morgan Lily

Votes: 182,315 | Gross: $93.95M

6. No Strings Attached (I) (2011)

R | 108 min | Comedy, Romance

50 Metascore

A guy and girl try to keep their relationship strictly physical, but it's not long before they learn that they want something more.

Director: Ivan Reitman | Stars: Natalie Portman, Ashton Kutcher, Kevin Kline, Cary Elwes

Votes: 244,171 | Gross: $70.66M

7. No Reservations (2007)

PG | 104 min | Comedy, Drama, Romance

50 Metascore

The life of a top chef changes when she becomes the guardian of her young niece.

Director: Scott Hicks | Stars: Catherine Zeta-Jones, Aaron Eckhart, Abigail Breslin, Patricia Clarkson

Votes: 78,845 | Gross: $43.11M

8. Leap Year (2010)

PG | 100 min | Comedy, Romance

33 Metascore

Anna Brady plans to travel to Dublin, Ireland to propose to her boyfriend Jeremy on February 29, leap day, because, according to Irish tradition, a man who receives a marriage proposal on a leap day must accept it.

Director: Anand Tucker | Stars: Amy Adams, Matthew Goode, Adam Scott, John Lithgow

Votes: 110,725 | Gross: $25.92M

9. My Best Friend's Wedding (1997)

PG-13 | 105 min | Comedy, Drama, Romance

51 Metascore

When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding.

Director: P.J. Hogan | Stars: Julia Roberts, Dermot Mulroney, Cameron Diaz, Rupert Everett

Votes: 155,514 | Gross: $127.12M

10. The Fault in Our Stars (2014)

PG-13 | 126 min | Drama, Romance

69 Metascore

Hazel and Gus are teenagers who meet at a cancer support group and fall in love. They both share the same acerbic wit and a love of books, especially "An Imperial Affliction", so they embark on a journey to visit an author in Amsterdam.

Director: Josh Boone | Stars: Shailene Woodley, Ansel Elgort, Nat Wolff, Laura Dern

Votes: 401,315 | Gross: $124.87M

11. 50 First Dates (2004)

PG-13 | 99 min | Comedy, Drama, Romance

48 Metascore

Henry Roth is a man afraid of commitment until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams until discovering she has short-term memory loss and forgets him the next day.

Director: Peter Segal | Stars: Adam Sandler, Drew Barrymore, Rob Schneider, Sean Astin

Votes: 382,488 | Gross: $120.91M

12. My Big Fat Greek Wedding (2002)

PG | 95 min | Comedy, Drama, Romance

62 Metascore

A young Greek woman falls in love with a non-Greek and struggles to get her family to accept him while she comes to terms with her heritage and cultural identity.

Director: Joel Zwick | Stars: Nia Vardalos, John Corbett, Michael Constantine, Christina Eleusiniotis

Votes: 144,698 | Gross: $241.44M

13. The Wedding Date (2005)

PG-13 | 90 min | Comedy, Romance

32 Metascore

Single-girl anxiety causes Kat Ellis to hire a male escort to pose as her boyfriend at her sister's wedding. Her plan, an attempt to dupe her ex-fiancé, who dumped her a couple years prior, proves to be her undoing.

Director: Clare Kilner | Stars: Dermot Mulroney, Debra Messing, Jack Davenport, Amy Adams

Votes: 56,321 | Gross: $31.73M

14. Letters to Juliet (2010)

PG | 105 min | Adventure, Comedy, Drama

50 Metascore

Sophie travels to Verona where she finds an old unanswered letter asking for love advice. She answers it and when the recipient shows up along with her grumpy grandson, they head off to find the old long lost love while a young love sparks

Director: Gary Winick | Stars: Amanda Seyfried, Gael García Bernal, Vanessa Redgrave, Marcia DeBonis

Votes: 107,244 | Gross: $53.03M

15. Music and Lyrics (2007)

PG-13 | 104 min | Comedy, Music, Romance

59 Metascore

A washed up singer is given a couple days to compose a chart-topping hit for an aspiring teen sensation. Though he's never written a decent lyric in his life, he sparks with an offbeat younger woman with a flair for words.

Director: Marc Lawrence | Stars: Hugh Grant, Drew Barrymore, Scott Porter, Nick Bacon

Votes: 107,220 | Gross: $50.57M

16. Just Go with It (2011)

PG-13 | 117 min | Comedy, Romance

33 Metascore

On a weekend trip to Hawaii, a plastic surgeon convinces his loyal assistant to pose as his soon-to-be-divorced wife in order to cover up a careless lie he told to his much-younger girlfriend.

Director: Dennis Dugan | Stars: Adam Sandler, Jennifer Aniston, Brooklyn Decker, Nicole Kidman

Votes: 265,669 | Gross: $103.03M

17. What's Your Number? (2011)

R | 106 min | Comedy, Romance

35 Metascore

A woman looks back at the past nineteen men she's had relationships with in her life and wonders if one of them might be her one true love.

Director: Mark Mylod | Stars: Anna Faris, Chris Evans, Ari Graynor, Blythe Danner

Votes: 87,468 | Gross: $14.01M

18. Runaway Bride (1999)

PG | 116 min | Comedy, Romance

39 Metascore

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: 104,544 | Gross: $152.26M

19. The Proposal (I) (2009)

PG-13 | 108 min | Comedy, Drama, Romance

48 Metascore

A pushy boss forces her young assistant to marry her in order to keep her visa status in the U.S. and avoid deportation to Canada.

Director: Anne Fletcher | Stars: Sandra Bullock, Ryan Reynolds, Mary Steenburgen, Craig T. Nelson

Votes: 360,678 | Gross: $163.96M

20. Made of Honor (2008)

PG-13 | 101 min | Comedy, Romance

37 Metascore

Hannah surprises Tom, her best friend who is secretly in love with her, with the news of her engagement to a wealthy man. Things take a complicated turn when she asks Tom to be her maid of honor.

Director: Paul Weiland | Stars: Patrick Dempsey, Michelle Monaghan, Kevin McKidd, Kadeem Hardison

Votes: 76,077 | Gross: $46.01M

21. Father of the Bride (1991)

PG | 105 min | Comedy, Family, Romance

51 Metascore

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: 84,308 | Gross: $89.33M

22. Father of the Bride Part II (1995)

PG | 106 min | Comedy, Family, Romance

49 Metascore

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: 41,698 | Gross: $76.59M

23. License to Wed (2007)

PG-13 | 91 min | Comedy, Romance

25 Metascore

A reverend puts an engaged couple through a grueling marriage preparation course to see if they are meant to be married in his church.

Director: Ken Kwapis | Stars: Mandy Moore, John Krasinski, Robin Williams, Eric Christian Olsen

Votes: 40,647 | Gross: $43.80M

24. The In-Laws (I) (2003)

PG-13 | 98 min | Action, Comedy, Thriller

46 Metascore

Right before his daughter's wedding, a mild-mannered foot doctor discovers that his future son-in-law's father is a free-wheeling international spy.

Director: Andrew Fleming | Stars: Albert Brooks, Michael Douglas, Ryan Reynolds, Lindsay Sloane

Votes: 17,883 | Gross: $20.44M

25. When in Rome (2010)

PG-13 | 91 min | Comedy, Romance

25 Metascore

Beth is an ambitious young New Yorker who is completely unlucky in love. On a whirlwind trip to Rome, she impulsively steals some coins from a reputed fountain of love, and is then aggressively pursued by a band of suitors.

Director: Mark Steven Johnson | Stars: Kristen Bell, Josh Duhamel, Anjelica Huston, Danny DeVito

Votes: 64,635 | Gross: $32.67M

26. When Harry Met Sally... (1989)

R | 95 min | Comedy, Drama, Romance

76 Metascore

Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.

Director: Rob Reiner | Stars: Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby

Votes: 242,914 | Gross: $92.82M

27. Pretty Woman (1990)

R | 119 min | Comedy, Romance

51 Metascore

A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love.

Director: Garry Marshall | Stars: Richard Gere, Julia Roberts, Jason Alexander, Laura San Giacomo

Votes: 363,065 | Gross: $178.41M

28. Four Weddings and a Funeral (1994)

R | 117 min | Comedy, Drama, Romance

81 Metascore

Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.

Director: Mike Newell | Stars: Hugh Grant, Andie MacDowell, James Fleet, Simon Callow

Votes: 166,266 | Gross: $52.70M

29. The Wedding Singer (1998)

PG-13 | 97 min | Comedy, Music, Romance

60 Metascore

Robbie, a singer, and Julia, a waitress, are both engaged, but to the wrong people. Fortune intervenes to help them discover each other.

Director: Frank Coraci | Stars: Adam Sandler, Drew Barrymore, Christine Taylor, Allen Covert

Votes: 162,405 | Gross: $80.25M

30. Wedding Crashers (2005)

R | 119 min | Comedy, Romance

64 Metascore

John Beckwith and Jeremy Grey, a pair of committed womanizers who sneak into weddings to take advantage of the romantic tinge in the air, find themselves at odds with one another when John meets and falls for Claire Cleary.

Director: David Dobkin | Stars: Owen Wilson, Vince Vaughn, Rachel McAdams, Christopher Walken

Votes: 375,942 | Gross: $209.22M

31. Sleepless in Seattle (1993)

PG | 105 min | Comedy, Drama, Romance

72 Metascore

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: 190,984 | Gross: $126.53M

32. Clueless (1995)

PG-13 | 97 min | Comedy, Romance

71 Metascore

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: 246,142 | Gross: $56.63M

33. Chasing Amy (1997)

R | 113 min | Comedy, Drama, Romance

71 Metascore

Holden and Banky are comic book artists. Everything's going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's a lesbian.

Director: Kevin Smith | Stars: Ben Affleck, Joey Lauren Adams, Ethan Suplee, Scott Mosier

Votes: 143,845 | Gross: $12.02M

34. Mamma Mia! (2008)

PG-13 | 108 min | Comedy, Musical, Romance

51 Metascore

The story of a bride-to-be trying to find her real father told using hit songs by the popular 1970s group ABBA.

Director: Phyllida Lloyd | Stars: Meryl Streep, Pierce Brosnan, Amanda Seyfried, Stellan Skarsgård

Votes: 274,578 | Gross: $144.13M

35. Muriel's Wedding (1994)

R | 106 min | Comedy, Drama

63 Metascore

A young social outcast in Australia steals money from her parents to finance a vacation where she hopes to find happiness, and perhaps love.

Director: P.J. Hogan | Stars: Toni Collette, Rachel Griffiths, Bill Hunter, Sophie Lee

Votes: 41,759 | Gross: $15.19M

36. Betsy's Wedding (1990)

R | 94 min | Comedy, Romance

52 Metascore

The very different Betsy and Jake are getting married. They want a small wedding, but their dads want to give them a huge one.

Director: Alan Alda | Stars: Alan Alda, Molly Ringwald, Joey Bishop, Madeline Kahn

Votes: 3,947 | Gross: $19.74M

37. 13 Going on 30 (2004)

PG-13 | 98 min | Comedy, Fantasy, Romance

57 Metascore

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: 217,146 | Gross: $57.23M

38. The Bachelor (1999)

PG-13 | 101 min | Comedy, Romance

31 Metascore

A commitment-phobic man goes in search of a bride, including his fed-up girlfriend, to inherit his grandfather's one hundred million dollar inheritance.

Director: Gary Sinyor | Stars: Chris O'Donnell, Renée Zellweger, Artie Lange, Edward Asner

Votes: 19,023 | Gross: $21.76M

39. Say Anything (1989)

PG-13 | 100 min | Comedy, Drama, Romance

86 Metascore

A noble underachiever and a beautiful valedictorian fall in love the summer before she goes off to college.

Director: Cameron Crowe | Stars: John Cusack, Ione Skye, John Mahoney, Lili Taylor

Votes: 95,995 | Gross: $20.78M

40. Enough Said (2013)

PG-13 | 93 min | Comedy, Drama, Romance

78 Metascore

A divorced woman who decides to pursue the man she's interested in learns he's her new friend's ex-husband.

Director: Nicole Holofcener | Stars: Julia Louis-Dreyfus, James Gandolfini, Catherine Keener, Toni Collette

Votes: 66,397 | Gross: $17.54M

41. Love Actually (2003)

R | 135 min | Comedy, Drama, Romance

55 Metascore

Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England.

Director: Richard Curtis | Stars: Hugh Grant, Martine McCutcheon, Liam Neeson, Laura Linney

Votes: 531,735 | Gross: $59.70M

42. Reality Bites (1994)

PG-13 | 99 min | Comedy, Drama, Romance

67 Metascore

A documentary filmmaker and her fellow Generation X graduates face life after college, looking for work and love in Houston.

Director: Ben Stiller | Stars: Winona Ryder, Ethan Hawke, Janeane Garofalo, Steve Zahn

Votes: 53,664 | Gross: $20.98M

43. Kissing Jessica Stein (2001)

R | 97 min | Comedy, Drama, Romance

72 Metascore

A woman searching for the perfect man instead discovers the perfect woman.

Director: Charles Herman-Wurmfeld | Stars: Jennifer Westfeldt, Heather Juergensen, Tovah Feldshuh, Esther Wurmfeld

Votes: 17,443 | Gross: $7.02M

44. You've Got Mail (1998)

PG | 119 min | Comedy, Drama, Romance

58 Metascore

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: 229,804 | Gross: $115.82M

45. The Notebook (2004)

PG-13 | 123 min | Drama, Romance

53 Metascore

An elderly man reads to a woman with dementia the story of two young lovers whose romance is threatened by the difference in their respective social classes.

Director: Nick Cassavetes | Stars: Gena Rowlands, James Garner, Rachel McAdams, Ryan Gosling

Votes: 620,713 | Gross: $81.00M

46. The Last Song (2010)

PG | 107 min | Drama, Music, Romance

33 Metascore

A rebellious girl is sent to a Southern beach town for the summer to stay with her father. Through their mutual love of music, the estranged duo learn to reconnect.

Director: Julie Anne Robinson | Stars: Miley Cyrus, Liam Hemsworth, Greg Kinnear, Bobby Coleman

Votes: 92,573 | Gross: $62.95M

47. Bridget Jones's Diary (2001)

R | 97 min | Comedy, Drama, Romance

66 Metascore

Bridget Jones is determined to improve herself while she looks for love in a year in which she keeps a personal diary.

Director: Sharon Maguire | Stars: Renée Zellweger, Colin Firth, Hugh Grant, Gemma Jones

Votes: 264,025 | Gross: $71.54M

48. Dear John (I) (2010)

PG-13 | 108 min | Drama, Romance, War

43 Metascore

A romantic drama about a soldier who falls for a conservative college student while he's home on leave.

Director: Lasse Hallström | Stars: Channing Tatum, Amanda Seyfried, Richard Jenkins, Henry Thomas

Votes: 157,824 | Gross: $80.01M

49. Now Is Good (2012)

PG-13 | 103 min | Drama, Romance

A teenage girl dying of leukemia compiles a list of things she would like to do before passing away. Topping the list is her desire to lose her virginity.

Director: Ol Parker | Stars: Dakota Fanning, Josef Altin, Jeremy Irvine, Paddy Considine

Votes: 35,042

50. Sex and the City (1998–2004)

TV-MA | 30 min | Comedy, Drama, Romance

Four female New Yorkers gossip about their sex lives (or lack thereof) and find new ways to deal with being a woman in the late 1990s.

Stars: Sarah Jessica Parker, Kim Cattrall, Kristin Davis, Cynthia Nixon

Votes: 143,154

51. Steel Magnolias (1989)

PG | 117 min | Comedy, Drama, Romance

56 Metascore

A young beautician, newly arrived in a small Louisiana town, finds work at the local salon, where a small group of women share a close bond of friendship, and welcome her into the fold.

Director: Herbert Ross | Stars: Shirley MacLaine, Olympia Dukakis, Sally Field, Julia Roberts

Votes: 63,126 | Gross: $83.76M

52. It Had to Be You (2000)

PG | 96 min | Comedy, Romance

Two strangers meet and sparks fly during the weekend that they are planning their respective weddings.

Director: Steven Feder | Stars: Natasha Henstridge, Michael Vartan, Michael Rispoli, Olivia d'Abo

Votes: 2,542

53. The Lucky One (2012)

PG-13 | 101 min | Drama, Mystery, Romance

39 Metascore

A Marine travels to Louisiana after serving three tours in Iraq and searches for the unknown woman he believes was his good luck charm during the war.

Director: Scott Hicks | Stars: Zac Efron, Taylor Schilling, Blythe Danner, Riley Thomas Stewart

Votes: 113,811 | Gross: $60.46M

54. Safe Haven (I) (2013)

PG-13 | 115 min | Drama, Romance, Thriller

34 Metascore

A young woman with a mysterious past lands in Southport, North Carolina where her bond with a widower forces her to confront the dark secret that haunts her.

Director: Lasse Hallström | Stars: Julianne Hough, Josh Duhamel, Cobie Smulders, David Lyons

Votes: 116,617 | Gross: $71.35M

55. The Best of Me (2014)

PG-13 | 118 min | Drama, Romance

29 Metascore

A pair of former high school sweethearts reunite after many years when they return to visit their small hometown.

Director: Michael Hoffman | Stars: James Marsden, Michelle Monaghan, Luke Bracey, Liana Liberato

Votes: 77,485 | Gross: $26.76M

56. Nights in Rodanthe (2008)

PG-13 | 97 min | Drama, Romance

39 Metascore

A doctor, who is travelling to see his estranged son, sparks with an unhappily married woman at a North Carolina inn.

Director: George C. Wolfe | Stars: Diane Lane, Richard Gere, Christopher Meloni, Viola Davis

Votes: 26,364 | Gross: $41.85M

57. A Walk to Remember (2002)

PG | 101 min | Drama, Romance

35 Metascore

Two North Carolina teens, Landon Carter and Jamie Sullivan, are thrown together after Landon gets into trouble and is sentenced to perform community service.

Director: Adam Shankman | Stars: Mandy Moore, Shane West, Peter Coyote, Daryl Hannah

Votes: 221,454 | Gross: $41.28M

58. Think Like a Man (2012)

PG-13 | 122 min | Comedy, Romance

51 Metascore

Four friends conspire to turn the tables on their women when they discover the ladies have been using Steve Harvey's relationship advice against them.

Director: Tim Story | Stars: Chris Brown, Gabrielle Union, Kevin Hart, Michael Ealy

Votes: 50,361 | Gross: $91.55M

59. Message in a Bottle (1999)

PG-13 | 126 min | Drama, Romance

40 Metascore

A woman discovers a tragic love letter in a bottle on a beach, and is determined to track down its author.

Director: Luis Mandoki | Stars: Kevin Costner, Robin Wright, Paul Newman, John Savage

Votes: 40,383 | Gross: $52.88M

60. That Old Feeling (1997)

PG-13 | 105 min | Comedy, Romance

A bride's divorced parents find their old feelings for each other during the wedding reception and over the course of the next few days upsetting the newlywed's honeymoon.

Director: Carl Reiner | Stars: Bette Midler, Dennis Farina, Paula Marshall, Gail O'Grady

Votes: 4,077 | Gross: $16.33M

61. The Wedding Banquet (1993)

R | 106 min | Comedy, Drama, Romance

To satisfy his nagging parents, a gay landlord and a female tenant agree to a marriage of convenience, but his parents arrive to visit and things get out of hand.

Director: Ang Lee | Stars: Winston Chao, May Chin, Ah-Lei Gua, Sihung Lung

Votes: 17,156 | Gross: $6.93M

62. I Do (But I Don't) (2004 TV Movie)

TV-14 | 97 min | Comedy, Drama, Romance

Lauren is a divorced wedding-planner who falls for the groom-to-be.

Director: Kelly Makin | Stars: Denise Richards, Dean Cain, Karen Cliche, Olivia Jones

Votes: 2,516

63. All Over the Guy (2001)

R | 95 min | Comedy, Romance

46 Metascore

While the flame of Jackie and Brett's attraction intensifies, Eli and Tom, the unlikely pair they attempt to bring together, appear destined to spiral out of love rather than make any sort of progress toward becoming a genuine couple.

Director: Julie Davis | Stars: Dan Bucatinsky, Richard Ruccolo, Sasha Alexander, Adam Goldberg

Votes: 4,981 | Gross: $1.01M

64. Something's Gotta Give (2003)

PG-13 | 128 min | Comedy, Drama, Romance

66 Metascore

A swinger on the cusp of being a senior citizen with a taste for young women falls in love with an accomplished woman closer to his age.

Director: Nancy Meyers | Stars: Jack Nicholson, Diane Keaton, Keanu Reeves, Amanda Peet

Votes: 129,249 | Gross: $124.73M

65. The Best Man (1999)

R | 120 min | Comedy, Drama, Romance

61 Metascore

Just before his best friend's wedding, the life of a Chicago writer becomes crazy when his best friend guesses that his new book's story is based on his bride's fervent past.

Director: Malcolm D. Lee | Stars: Taye Diggs, Nia Long, Morris Chestnut, Harold Perrineau

Votes: 11,847 | Gross: $34.10M

66. About a Boy (2002)

PG-13 | 101 min | Comedy, Drama, Romance

75 Metascore

Will, who attends single parent meetings to woo women, meets Marcus, a troubled 12-year-old boy. As they become friends, Will learns to be responsible while he helps Marcus with his studies.

Directors: Chris Weitz, Paul Weitz | Stars: Hugh Grant, Nicholas Hoult, Toni Collette, Sharon Small

Votes: 191,732 | Gross: $41.39M

67. Brown Sugar (2002)

PG-13 | 109 min | Comedy, Drama, Music

58 Metascore

Friends since childhood, a magazine editor and a hip-hop record executive stumble into romantic territory.

Director: Rick Famuyiwa | Stars: Taye Diggs, Sanaa Lathan, Yasiin Bey, Nicole Ari Parker

Votes: 10,245 | Gross: $27.36M

68. The Best Man Holiday (2013)

R | 123 min | Comedy, Drama

59 Metascore

When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.

Director: Malcolm D. Lee | Stars: Monica Calhoun, Morris Chestnut, Melissa De Sousa, Taye Diggs

Votes: 16,861 | Gross: $70.53M

69. Forgetting Sarah Marshall (2008)

R | 111 min | Comedy, Drama, Romance

67 Metascore

Devastated Peter takes a Hawaiian vacation in order to deal with the recent break-up with his TV star girlfriend, Sarah. Little does he know, Sarah's traveling to the same resort as her ex - and she's bringing along her new boyfriend.

Director: Nicholas Stoller | Stars: Kristen Bell, Jason Segel, Paul Rudd, Mila Kunis

Votes: 302,601 | Gross: $63.17M

70. Imagine Me & You (2005)

R | 90 min | Comedy, Drama, Romance

49 Metascore

A newlywed bride becomes infatuated with another woman who questions her sexual orientation, promoting a stir among the bride's family and friends.

Director: Ol Parker | Stars: Piper Perabo, Lena Headey, Matthew Goode, Celia Imrie

Votes: 36,013 | Gross: $0.67M

71. Crazy, Stupid, Love. (2011)

PG-13 | 118 min | Comedy, Drama, Romance

68 Metascore

A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars.

Directors: Glenn Ficarra, John Requa | Stars: Steve Carell, Ryan Gosling, Julianne Moore, Emma Stone

Votes: 564,865 | Gross: $84.35M

72. Friends with Kids (2011)

R | 107 min | Comedy, Drama, Romance

55 Metascore

Two best friends decide to have a child together while keeping their relationship platonic, so they can avoid the toll kids can take on romantic relationships.

Director: Jennifer Westfeldt | Stars: Jennifer Westfeldt, Adam Scott, Maya Rudolph, Chris O'Dowd

Votes: 43,119 | Gross: $7.25M

73. Friends with Benefits (2011)

R | 109 min | Comedy, Romance

63 Metascore

A young man and woman decide to take their friendship to the next level without becoming a couple, but soon discover that adding sex only leads to complications.

Director: Will Gluck | Stars: Mila Kunis, Justin Timberlake, Patricia Clarkson, Jenna Elfman

Votes: 394,827 | Gross: $55.80M

74. Roxanne (1987)

PG | 107 min | Comedy, Romance

73 Metascore

The large-nosed C.D. Bales is in love with the beautiful Roxanne; she falls for his personality but another man's looks.

Director: Fred Schepisi | Stars: Steve Martin, Daryl Hannah, Rick Rossovich, Shelley Duvall

Votes: 47,707 | Gross: $40.05M

75. The Princess Bride (1987)

PG | 98 min | Adventure, Comedy, Family

78 Metascore

A bedridden boy's grandfather reads him the story of a farmboy-turned-pirate who encounters numerous obstacles, enemies and allies in his quest to be reunited with his true love.

Director: Rob Reiner | Stars: Cary Elwes, Mandy Patinkin, Robin Wright, Chris Sarandon

Votes: 451,173 | Gross: $30.86M

76. Moonrise Kingdom (2012)

PG-13 | 94 min | Adventure, Comedy, Drama

84 Metascore

Two 12-year-olds, who live on an island, fall in love with each other and elope into the wilderness. While people set out on a search mission, a violent storm approaching them catches their attention.

Director: Wes Anderson | Stars: Jared Gilman, Kara Hayward, Bruce Willis, Bill Murray

Votes: 366,859 | Gross: $45.51M

77. Pretty in Pink (1986)

PG-13 | 97 min | Comedy, Drama, Romance

56 Metascore

A poor girl must choose between the affections of dating her childhood sweetheart or a rich but sensitive playboy.

Director: Howard Deutch | Stars: Molly Ringwald, Jon Cryer, Harry Dean Stanton, Annie Potts

Votes: 88,637 | Gross: $40.47M

78. 10 Things I Hate About You (1999)

PG-13 | 97 min | Comedy, Drama, Romance

70 Metascore

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: 385,732 | Gross: $38.18M

79. Just Married (2003)

PG-13 | 95 min | Comedy, Romance

28 Metascore

A young newlywed couple honeymoon in Europe, where obstacles challenge their ability to sustain the marriage.

Director: Shawn Levy | Stars: Ashton Kutcher, Brittany Murphy, Christian Kane, David Moscow

Votes: 74,415 | Gross: $56.13M

80. Never Been Kissed (1999)

PG-13 | 107 min | Comedy, Drama, Romance

60 Metascore

A newspaper reporter enrolls in high school as part of research for a story.

Director: Raja Gosnell | Stars: Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon

Votes: 97,616 | Gross: $55.47M

81. Definitely, Maybe (2008)

PG-13 | 112 min | Comedy, Drama, Romance

59 Metascore

A political consultant tries to explain his impending divorce and past relationships to his 11-year-old daughter.

Director: Adam Brooks | Stars: Ryan Reynolds, Rachel Weisz, Abigail Breslin, An Nguyen

Votes: 173,317 | Gross: $31.97M

82. Just My Luck (2006)

PG-13 | 103 min | Comedy, Fantasy, Romance

29 Metascore

Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.

Director: Donald Petrie | Stars: Lindsay Lohan, Chris Pine, Samaire Armstrong, Bree Turner

Votes: 61,614 | Gross: $17.32M

83. The Wedding Planner (2001)

PG-13 | 103 min | Comedy, Romance

33 Metascore

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: 86,592 | Gross: $60.40M

84. Knocked Up (2007)

R | 129 min | Comedy, Romance

85 Metascore

For fun-loving party animal Ben Stone, the last thing he ever expected was for his one-night stand to show up on his doorstep eight weeks later to tell him she's pregnant with his child.

Director: Judd Apatow | Stars: Seth Rogen, Katherine Heigl, Paul Rudd, Leslie Mann

Votes: 384,830 | Gross: $148.73M

85. My Girl (1991)

PG | 102 min | Comedy, Drama, Family

56 Metascore

Vada is obsessed with death. Her mother is dead, and her father runs a funeral parlor. When Vada's father hires Shelly, a makeup expert, and begins to fall in love, Vada is outraged and does everything in her power to split them up.

Director: Howard Zieff | Stars: Anna Chlumsky, Macaulay Culkin, Dan Aykroyd, Jamie Lee Curtis

Votes: 88,971 | Gross: $59.85M

86. Like Crazy (2011)

PG-13 | 86 min | Drama, Romance

68 Metascore

A British college student falls for an American student, only to be separated from him when she's banned from the U.S. after overstaying her visa.

Director: Drake Doremus | Stars: Felicity Jones, Anton Yelchin, Jennifer Lawrence, Charlie Bewley

Votes: 63,307 | Gross: $3.41M

87. Killers (2010)

PG-13 | 100 min | Action, Comedy, Romance

21 Metascore

A vacationing woman meets her ideal man, leading to a swift marriage. Back at home, however, their idyllic life is upset when they discover their neighbors could be assassins who have been contracted to kill the couple.

Director: Robert Luketic | Stars: Katherine Heigl, Ashton Kutcher, Tom Selleck, Catherine O'Hara

Votes: 96,114 | Gross: $47.06M

88. Sweet Home Alabama (2002)

PG-13 | 108 min | Comedy, Romance

45 Metascore

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: 123,655 | Gross: $127.22M

89. Valentine's Day (I) (2010)

PG-13 | 125 min | Comedy, Romance

34 Metascore

Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.

Director: Garry Marshall | Stars: Julia Roberts, Jamie Foxx, Anne Hathaway, Jessica Alba

Votes: 125,450 | Gross: $110.49M

90. Moonstruck (1987)

PG | 102 min | Comedy, Drama, Romance

83 Metascore

Loretta Castorini, a bookkeeper from Brooklyn, New York, finds herself in a difficult situation when she falls for the brother of the man she has agreed to marry.

Director: Norman Jewison | Stars: Cher, Nicolas Cage, Olympia Dukakis, Danny Aiello

Votes: 68,592 | Gross: $80.64M

91. She's All That (1999)

PG-13 | 95 min | Comedy, Romance

51 Metascore

A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.

Director: Robert Iscove | Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker

Votes: 103,880 | Gross: $63.37M

92. Can't Buy Me Love (1987)

PG-13 | 94 min | Comedy, Drama, Romance

36 Metascore

An outcast secretly pays the most popular girl in school one thousand dollars to pretend to be his girlfriend for a month.

Director: Steve Rash | Stars: Patrick Dempsey, Amanda Peterson, Courtney Gains, Tina Caspary

Votes: 42,046 | Gross: $31.62M

93. Love Don't Cost a Thing (2003)

PG-13 | 100 min | Comedy, Romance, Drama

37 Metascore

A high school loser pays a cheerleader to pose as his girlfriend so he can be considered cool.

Director: Troy Byer | Stars: Nick Cannon, Christina Milian, Jordan Burg, Jackie Benoit

Votes: 9,365 | Gross: $21.90M

94. Sixteen Candles (1984)

PG | 93 min | Comedy, Romance

61 Metascore

A girl's "sweet" sixteenth birthday is anything but special: her family forgets about it, and she suffers from every embarrassment possible.

Director: John Hughes | Stars: Molly Ringwald, Anthony Michael Hall, Justin Henry, Michael Schoeffling

Votes: 126,467 | Gross: $23.69M

95. Keeping the Faith (2000)

PG-13 | 128 min | Comedy, Drama, Romance

60 Metascore

Two friends, a priest and a rabbi, fall in love with the same woman they knew in their youth, but the religious position of both men denies them romance.

Director: Edward Norton | Stars: Ben Stiller, Edward Norton, Jenna Elfman, Anne Bancroft

Votes: 53,238 | Gross: $37.05M

96. Eternal Sunshine of the Spotless Mind (2004)

R | 108 min | Drama, Romance, Sci-Fi

89 Metascore

When their relationship turns sour, a couple undergoes a medical procedure to have each other erased from their memories forever.

Director: Michel Gondry | Stars: Jim Carrey, Kate Winslet, Tom Wilkinson, Gerry Robert Byrne

Votes: 1,078,772 | Gross: $34.40M

97. Dirty Dancing (I) (1987)

PG-13 | 100 min | Drama, Music, Romance

65 Metascore

Spending the summer at a Catskills resort with her family, Frances "Baby" Houseman falls in love with the camp's dance instructor, Johnny Castle.

Director: Emile Ardolino | Stars: Patrick Swayze, Jennifer Grey, Jerry Orbach, Cynthia Rhodes

Votes: 256,602 | Gross: $0.62M

98. Weird Science (1985)

PG-13 | 94 min | Comedy, Romance, Sci-Fi

46 Metascore

Two high-school nerds use a computer program to literally create the perfect woman, who promptly turns their lives upside-down.

Director: John Hughes | Stars: Anthony Michael Hall, Ilan Mitchell-Smith, Kelly LeBrock, Bill Paxton

Votes: 97,481 | Gross: $23.83M

99. P.S. I Love You (2007)

PG-13 | 126 min | Comedy, Drama, Romance

39 Metascore

A young widow discovers that her late husband has left her 10 messages intended to help ease her pain and start a new life.

Director: Richard LaGravenese | Stars: Hilary Swank, Gerard Butler, Harry Connick Jr., Lisa Kudrow

Votes: 218,458 | Gross: $53.70M

100. Love Story (1970)

PG | 100 min | Drama, Romance

84 Metascore

A boy and a girl from different backgrounds fall in love regardless of their upbringing - and then tragedy strikes.

Director: Arthur Hiller | Stars: Ali MacGraw, Ryan O'Neal, John Marley, Ray Milland

Votes: 37,463 | Gross: $106.40M



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