My Top 30 RomComs

by pinnerk | created - 16 Aug 2012 | updated - 16 Aug 2012 | 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. Andie Anderson covers the "How To" beat for "Composure" magazine and is assigned to write an article on "How to Lose a Guy in 10 days." They meet in a bar shortly after the bet is made.

Director: Donald Petrie | Stars: Kate Hudson, Matthew McConaughey, Adam Goldberg, Kathryn Hahn

Votes: 178,537 | Gross: $105.81M

2. 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: 301,224 | Gross: $55.80M

3. 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: 187,443 | Gross: $70.66M

4. Failure to Launch (2006)

PG-13 | 97 min | Comedy, Romance

47 Metascore

A thirty-something is still living with his parents until they hire an interventionist to help him graduate out of the house. That's when the fun begins.

Director: Tom Dey | Stars: Matthew McConaughey, Sarah Jessica Parker, Kathy Bates, Terry Bradshaw

Votes: 63,846 | Gross: $88.72M

5. Ghosts of Girlfriends Past (2009)

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

34 Metascore

While attending his brother's wedding, a serial womanizer is haunted by the ghosts of his past girlfriends.

Director: Mark Waters | Stars: Matthew McConaughey, Jennifer Garner, Emma Stone, Michael Douglas

Votes: 73,964 | Gross: $55.25M

6. Cocktail (1988)

R | 104 min | Comedy, Drama, Romance

12 Metascore

A talented New York City bartender takes a job at a bar in Jamaica and falls in love.

Director: Roger Donaldson | Stars: Tom Cruise, Bryan Brown, Elisabeth Shue, Lisa Banes

Votes: 68,395 | Gross: $78.22M

7. Alfie (2004)

R | 103 min | Comedy, Drama, Romance

49 Metascore

A cockney womanizer learns the hard way about the dangers of his actions.

Director: Charles Shyer | Stars: Jude Law, Sienna Miller, Susan Sarandon, Renée Taylor

Votes: 46,725 | Gross: $13.40M

8. Big Daddy (1999)

PG-13 | 93 min | Comedy, Drama

41 Metascore

A lazy law school grad adopts a kid to impress his girlfriend, but everything doesn't go as planned and he becomes the unlikely foster father.

Director: Dennis Dugan | Stars: Adam Sandler, Joey Lauren Adams, Jon Stewart, Cole Sprouse

Votes: 176,600 | Gross: $163.48M

9. Boat Trip (2002)

R | 94 min | Comedy

18 Metascore

Two straight men mistakenly end up on a "gays only" cruise.

Director: Mort Nathan | Stars: Cuba Gooding Jr., Horatio Sanz, Roselyn Sanchez, Vivica A. Fox

Votes: 28,325 | Gross: $8.59M

10. Love & Basketball (2000)

PG-13 | 124 min | Drama, Romance, Sport

70 Metascore

Monica and Quincy love and play basketball together through many life challenges from childhood to adulthood.

Director: Gina Prince-Bythewood | Stars: Sanaa Lathan, Omar Epps, Glenndon Chatman, Jess Willard

Votes: 15,873 | Gross: $27.44M

11. Just Wright (2010)

PG | 100 min | Comedy, Romance, Sport

51 Metascore

A physical therapist falls for the basketball player she is helping recover from a career-threatening injury.

Director: Sanaa Hamri | Stars: Queen Latifah, Common, Paula Patton, James Pickens Jr.

Votes: 11,540 | Gross: $21.52M

12. 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: 416,222 | Gross: $84.35M

13. Cruel Intentions (1999)

R | 97 min | Drama, Romance

56 Metascore

Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.

Director: Roger Kumble | Stars: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair

Votes: 161,174 | Gross: $38.33M

14. 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: 99,004 | Gross: $124.73M

15. The Sweetest Thing (2002)

R | 88 min | Comedy, Romance

32 Metascore

A girl finds she is forced to educate herself on the etiquette of wooing the opposite sex when she finally meets Mr. Right.

Director: Roger Kumble | Stars: Cameron Diaz, Thomas Jane, Christina Applegate, Lillian Adams

Votes: 49,838 | Gross: $24.72M

16. 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: 143,373 | Gross: $93.95M

17. Life as We Know It (2010)

PG-13 | 114 min | Comedy, Drama, Romance

39 Metascore

Two single adults become caregivers to an orphaned girl when their mutual best friends die in an accident.

Director: Greg Berlanti | Stars: Katherine Heigl, Josh Duhamel, Josh Lucas, Alexis Clagett

Votes: 106,900 | Gross: $53.37M

18. 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: 242,096 | Gross: $178.41M

19. Shallow Hal (2001)

PG-13 | 114 min | Comedy, Drama, Fantasy

48 Metascore

A shallow man falls in love with a 300 pound woman because of her "inner beauty".

Directors: Bobby Farrelly, Peter Farrelly | Stars: Jack Black, Gwyneth Paltrow, Jason Alexander, Joe Viterelli

Votes: 117,024 | Gross: $70.84M

20. The Back-up Plan (2010)

PG-13 | 104 min | Comedy, Romance

34 Metascore

A woman conceives twins through artificial insemination, only to meet the man of her dreams on the very same day.

Director: Alan Poul | Stars: Jennifer Lopez, Alex O'Loughlin, Michaela Watkins, Eric Christian Olsen

Votes: 44,219 | Gross: $37.49M

21. The Girl Next Door (2004)

R | 109 min | Comedy, Drama, Romance

47 Metascore

A teenager's dreams come true when a former porn star moves in next door and they fall in love.

Director: Luke Greenfield | Stars: Emile Hirsch, Nicholas Downs, Elisha Cuthbert, Timothy Olyphant

Votes: 183,748 | Gross: $14.59M

22. The Holiday (2006)

PG-13 | 138 min | Comedy, Romance

52 Metascore

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: 206,361 | Gross: $63.22M

23. 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: 255,477 | Gross: $163.96M

24. The Switch (I) (2010)

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

52 Metascore

Seven years after the fact, a man comes to the realization that he was the sperm donor for his best friend's boy.

Directors: Josh Gordon, Will Speck | Stars: Jennifer Aniston, Jason Bateman, Patrick Wilson, Jeff Goldblum

Votes: 86,330 | Gross: $27.76M

25. The Ugly Truth (2009)

R | 96 min | Comedy, Romance

28 Metascore

An uptight television producer takes control of a morning show segment on modern relationships hosted by a misogynistic man.

Director: Robert Luketic | Stars: Katherine Heigl, Gerard Butler, Bree Turner, Eric Winter

Votes: 180,972 | Gross: $88.92M

26. There's Something About Mary (1998)

R | 119 min | Comedy, Romance

69 Metascore

A man gets a chance to meet up with his dream girl from high school, even though his date with her back then was a complete disaster.

Directors: Bobby Farrelly, Peter Farrelly | Stars: Cameron Diaz, Matt Dillon, Ben Stiller, Lee Evans

Votes: 265,079 | Gross: $176.48M

27. Three to Tango (1999)

PG-13 | 98 min | Comedy, Romance

36 Metascore

A rich businessman's assumption that his new colleague is gay leads him to ask the man to keep an eye on his mistress. However, the man is not gay, and begins to fall for the woman himself.

Director: Damon Santostefano | Stars: Neve Campbell, Matthew Perry, Dylan McDermott, Oliver Platt

Votes: 17,124 | Gross: $10.54M

28. What Women Want (2000)

PG-13 | 127 min | Comedy, Fantasy, Romance

47 Metascore

After an accident, a chauvinistic executive gains the ability to hear what women are really thinking.

Director: Nancy Meyers | Stars: Mel Gibson, Helen Hunt, Marisa Tomei, Alan Alda

Votes: 173,189 | Gross: $182.81M

29. You've Got Mail (1998)

PG | 119 min | Comedy, Drama, Romance

57 Metascore

Two business rivals who despise each other in real life unwittingly fall in love over the Internet.

Director: Nora Ephron | Stars: Tom Hanks, Meg Ryan, Greg Kinnear, Parker Posey

Votes: 168,518 | Gross: $115.82M

30. Yes Man (2008)

PG-13 | 104 min | Comedy, Romance

46 Metascore

A man challenges himself to say "yes" to everything for an entire year.

Director: Peyton Reed | Stars: Jim Carrey, Zooey Deschanel, Bradley Cooper, John Michael Higgins

Votes: 296,480 | Gross: $97.69M