Best Romantic Comedy Movies of the 21st Century
by izzyluv13 | created - 06 May 2013 | updated - 07 May 2013 | PublicRomantic Comedy movies of the 21st Century
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1. What's Your Number? (2011)
R | 106 min | Comedy, Romance
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: 87,299 | Gross: $14.01M
2. Think Like a Man (2012)
PG-13 | 122 min | Comedy, Romance
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: 50,280 | Gross: $91.55M
3. Just Go with It (2011)
PG-13 | 117 min | Comedy, Romance
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: 265,030 | Gross: $103.03M
4. 50 First Dates (2004)
PG-13 | 99 min | Comedy, Drama, Romance
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: 381,567 | Gross: $120.91M
5. Beastly (2011)
PG-13 | 86 min | Drama, Fantasy, Romance
A modern-day take on the "Beauty and the Beast" tale where a New York teen is transformed into a hideous monster in order to find true love.
Director: Daniel Barnz | Stars: Alex Pettyfer, Vanessa Hudgens, Mary-Kate Olsen, Justin Bradley
Votes: 79,814 | Gross: $27.87M
6. Penelope (2006)
PG | 104 min | Comedy, Fantasy, Romance
A modern romantic tale about a young aristocratic heiress born under a curse that can only be broken when she finds true love with "one who will accept her as one of their own."
Director: Mark Palansky | Stars: Christina Ricci, James McAvoy, Reese Witherspoon, Richard E. Grant
Votes: 66,172 | Gross: $10.01M
7. The Back-up Plan (2010)
PG-13 | 104 min | Comedy, Romance
A woman conceives twins through artificial insemination, then meets 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: 52,225 | Gross: $37.49M
8. Life as We Know It (2010)
PG-13 | 114 min | Comedy, Drama, Romance
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: 138,828 | Gross: $53.37M
9. The Last Song (2010)
PG | 107 min | Drama, Music, Romance
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: 92,461 | Gross: $62.95M
10. The Bounty Hunter (I) (2010)
PG-13 | 110 min | Action, Comedy, Romance
A bounty hunter learns that his next target is his ex-wife, a reporter working on a murder cover-up. Soon after their reunion, the always-at-odds duo find themselves on a run-for-their-lives adventure.
Director: Andy Tennant | Stars: Jennifer Aniston, Gerard Butler, Gio Perez, Joel Marsh Garland
Votes: 134,290 | Gross: $67.06M
11. Valentine's Day (I) (2010)
PG-13 | 125 min | Comedy, Romance
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: 125,334 | Gross: $110.49M
12. Letters to Juliet (2010)
PG | 105 min | Adventure, Comedy, Drama
Sophie dreams of becoming a writer and travels to Verona, Italy where she meets the "Secretaries of Juliet".
Director: Gary Winick | Stars: Amanda Seyfried, Gael García Bernal, Vanessa Redgrave, Marcia DeBonis
Votes: 107,086 | Gross: $53.03M
13. When in Rome (2010)
PG-13 | 91 min | Comedy, Romance
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: 64,576 | Gross: $32.67M
14. She's Out of My League (2010)
R | 104 min | Comedy, Romance
An average Joe meets the perfect woman, but his lack of confidence and the influence of his friends and family begin to pick away at the relationship.
Director: Jim Field Smith | Stars: Jay Baruchel, Alice Eve, T.J. Miller, Mike Vogel
Votes: 144,238 | Gross: $31.58M
15. Leap Year (2010)
PG | 100 min | Comedy, Romance
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: 110,589 | Gross: $25.92M
16. The Proposal (I) (2009)
PG-13 | 108 min | Comedy, Drama, Romance
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: 359,695 | Gross: $163.96M
17. The Ugly Truth (2009)
R | 96 min | Comedy, Romance
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: 230,221 | Gross: $88.92M
18. Ghosts of Girlfriends Past (2009)
PG-13 | 100 min | Comedy, Fantasy, Romance
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: 94,557 | Gross: $55.25M
19. Confessions of a Shopaholic (2009)
PG | 104 min | Comedy, Romance
A college grad lands a job as a financial journalist in New York City to support where she nurtures her shopping addiction and falls for a wealthy entrepreneur.
Director: P.J. Hogan | Stars: Isla Fisher, Hugh Dancy, Krysten Ritter, Joan Cusack
Votes: 83,049 | Gross: $44.28M
20. 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: 269,475 | Gross: $105.81M
21. What Happens in Vegas (2008)
PG-13 | 99 min | Comedy, Romance
A man and a woman are compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.
Director: Tom Vaughan | Stars: Cameron Diaz, Ashton Kutcher, Rob Corddry, Lake Bell
Votes: 187,713 | Gross: $80.28M
22. Definitely, Maybe (2008)
PG-13 | 112 min | Comedy, Drama, Romance
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: 173,140 | Gross: $31.97M
23. Made of Honor (2008)
PG-13 | 101 min | Comedy, Romance
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: 75,992 | Gross: $46.01M
24. 27 Dresses (2008)
PG-13 | 111 min | Comedy, Romance
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: 174,853 | Gross: $76.81M
25. My Best Friend's Girl (2008)
R | 101 min | Comedy, Romance
Tank faces the ultimate test of friendship when his best friend hires him to take his ex-girlfriend out on a lousy date in order to make her realize how great her former boyfriend is.
Director: Howard Deutch | Stars: Kate Hudson, Dane Cook, Jason Biggs, Alec Baldwin
Votes: 46,362 | Gross: $19.22M
26. Good Luck Chuck (2007)
R | 96 min | Comedy, Romance
In order to keep the woman of his dreams from falling for another guy, Charlie Logan has to break the curse that has made him wildly popular with single women: Sleep with Charlie once, and the next man you meet will be your true love.
Director: Mark Helfrich | Stars: Dane Cook, Jessica Alba, Dan Fogler, Connor Price
Votes: 94,404 | Gross: $35.02M
27. Because I Said So (2007)
PG-13 | 102 min | Comedy, Romance
A meddling mother tries to set her daughter up with the right man so her kid won't follow in her footsteps.
Director: Michael Lehmann | Stars: Diane Keaton, Mandy Moore, Gabriel Macht, Tom Everett Scott
Votes: 40,103 | Gross: $42.67M
28. She's the Man (2006)
PG-13 | 105 min | Comedy, Romance, Sport
When her brother decides to ditch for a couple weeks, Viola heads over to his elite boarding school, disguised as him, and proceeds to fall for his school's star soccer player, and soon learns she's not the only one with romantic troubles.
Director: Andy Fickman | Stars: Amanda Bynes, Laura Ramsey, Channing Tatum, Vinnie Jones
Votes: 175,531 | Gross: $2.34M
29. Monster-in-Law (2005)
PG-13 | 101 min | Comedy, Romance
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: 65,483 | Gross: $82.93M
30. A Cinderella Story (2004)
PG | 95 min | Comedy, Family, Romance
Routinely exploited by her wicked stepmother, the downtrodden Samantha Montgomery is excited about the prospect of meeting her Internet beau at the school's Halloween dance.
Director: Mark Rosman | Stars: Hilary Duff, Chad Michael Murray, Jennifer Coolidge, Dan Byrd
Votes: 93,916 | Gross: $51.44M
31. Another Cinderella Story (2008 TV Movie)
PG | 90 min | Comedy, Family, Music
Mary lives with her evil stepmom/sisters and slaves for them. At the high school masquerade ball, she gets to dance with her pop idol, Joey. Running home before midnight, she drops her Zune. Joey tries to find the girl who fits the Zune.
Director: Damon Santostefano | Stars: Selena Gomez, Drew Seeley, Jane Lynch, Katharine Isabelle
Votes: 31,021
32. A Cinderella Story: Once Upon a Song (2011 Video)
PG | 88 min | Comedy, Family, Music
A modern, musical spin on the tale of Cinderella that follows a high school girl who falls for a boy at her Performing Arts school.
Director: Damon Santostefano | Stars: Lucy Hale, Freddie Stroma, Missi Pyle, Megan Park
Votes: 13,787
33. I Am Number Four (2011)
PG-13 | 111 min | Action, Adventure, Sci-Fi
Aliens and their Guardians are hiding on Earth from intergalactic bounty hunters. They can only be killed in numerical order, and Number Four is next on the list. This is his story.
Director: D.J. Caruso | Stars: Alex Pettyfer, Timothy Olyphant, Dianna Agron, Teresa Palmer
Votes: 246,148 | Gross: $55.10M
34. What a Girl Wants (2003)
PG | 105 min | Comedy, Drama, Family
An American teenager learns that her father is a wealthy British politician running for office. Although she is eager to find him, she realizes it could cause a scandal and cost him the election.
Director: Dennie Gordon | Stars: Amanda Bynes, Colin Firth, Kelly Preston, Soleil McGhee
Votes: 66,465 | Gross: $35.99M
35. Lovewrecked (2005)
PG | 87 min | Adventure, Comedy, Romance
On a Caribbean cruise, Jenny is marooned on a beach with her rock and roll idol. Deliriously in love with the idea of time alone with him, she manages to hide the fact that they're a stone's throw away from their resort.
Director: Randal Kleiser | Stars: Amanda Bynes, Chris Carmack, Jonathan Bennett, Jamie-Lynn Sigler
Votes: 15,466 | Gross: $0.48M
36. Sydney White (2007)
PG-13 | 108 min | Comedy, Drama, Romance
A modern retelling of Snow White set against students in their freshman year of college in the greek system.
Director: Joe Nussbaum | Stars: Amanda Bynes, Sara Paxton, Matt Long, Jack Carpenter
Votes: 51,218 | Gross: $11.89M
37. Step Up (2006)
PG-13 | 104 min | Crime, Drama, Music
Tyler Gage receives the opportunity of a lifetime after vandalizing a performing arts school, gaining him the chance to earn a scholarship and dance with an up and coming dancer, Nora.
Director: Anne Fletcher | Stars: Channing Tatum, Jenna Dewan, Damaine Radcliff, De'Shawn Washington
Votes: 126,692 | Gross: $65.33M
38. Step Up 2: The Streets (2008)
PG-13 | 98 min | Drama, Music, Romance
Romantic sparks occur between two dance students from different backgrounds at the Maryland School of the Arts.
Director: Jon M. Chu | Stars: Robert Hoffman, Briana Evigan, Cassie Ventura, Adam Sevani
Votes: 90,961 | Gross: $58.02M
39. Step Up 3D (2010)
PG-13 | 107 min | Drama, Music, Romance
A tight-knit group of New York City street dancers find themselves pitted against the world's best hip hop dancers in a high-stakes showdown.
Director: Jon M. Chu | Stars: Sharni Vinson, Rick Malambri, Adam Sevani, Alyson Stoner
Votes: 60,200 | Gross: $42.40M
40. Step Up Revolution (2012)
PG-13 | 99 min | Drama, Music, Romance
Emily arrives in Miami with aspirations to become a professional dancer. She sparks with Sean, the leader of a dance crew whose neighborhood is threatened by Emily's father's development plans.
Director: Scott Speer | Stars: Kathryn McCormick, Ryan Guzman, Cleopatra Coleman, Misha Gabriel Hamilton
Votes: 58,133 | Gross: $35.07M
41. Prince of Persia: The Sands of Time (2010)
PG-13 | 116 min | Action, Adventure, Fantasy
A young fugitive prince and princess must stop a villain who unknowingly threatens to destroy the world with a special dagger that enables the magic sand inside to reverse time.
Director: Mike Newell | Stars: Jake Gyllenhaal, Gemma Arterton, Ben Kingsley, Alfred Molina
Votes: 303,622 | Gross: $90.76M
42. Warm Bodies (2013)
PG-13 | 98 min | Comedy, Horror, Romance
After a highly unusual zombie saves a still-living girl from an attack, the two form a relationship that sets in motion events that might transform the entire lifeless world.
Director: Jonathan Levine | Stars: Nicholas Hoult, Teresa Palmer, John Malkovich, Lio Tipton
Votes: 243,373 | Gross: $66.38M
43. A Midsummer Night's Dream (1999)
PG-13 | 116 min | Comedy, Fantasy, Romance
Lovers' lives are complicated by city law, feuding faerie royalty, and... love.
Director: Michael Hoffman | Stars: Kevin Kline, Michelle Pfeiffer, Rupert Everett, Stanley Tucci
Votes: 26,935 | Gross: $16.07M
44. Twelfth Night (1996)
PG | 134 min | Comedy, Drama, Romance
Shakespeare's comedy of gender confusion, in which a girl disguises herself as a man to be near the count she adores, only to be pursued by the woman he loves.
Director: Trevor Nunn | Stars: Helena Bonham Carter, Richard E. Grant, Imogen Stubbs, Steven Mackintosh
Votes: 6,395 | Gross: $0.59M
45. The House Bunny (2008)
PG-13 | 97 min | Comedy
After Playboy bunny Shelley is kicked out of the Playboy Mansion, she finds a job as the house mother for a sorority full of socially awkward girls.
Director: Fred Wolf | Stars: Anna Faris, Colin Hanks, Emma Stone, Kat Dennings
Votes: 90,217 | Gross: $48.24M
46. Angus, Thongs and Perfect Snogging (2008)
PG-13 | 100 min | Comedy, Drama, Romance
The story centers on a 14-year-old girl who keeps a diary about the ups and downs of being a teenager, including the things she learns about kissing.
Director: Gurinder Chadha | Stars: Georgia Groome, Aaron Taylor-Johnson, Karen Taylor, Alan Davies
Votes: 30,074
47. Red Riding Hood (2011)
PG-13 | 100 min | Fantasy, Horror, Mystery
Set in a medieval village that is haunted by a werewolf, a young girl falls for an orphaned woodcutter, much to her family's displeasure.
Director: Catherine Hardwicke | Stars: Amanda Seyfried, Lukas Haas, Gary Oldman, Billy Burke
Votes: 115,742 | Gross: $37.66M
48. Friends with Benefits (2011)
R | 109 min | Comedy, Romance
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: 394,103 | Gross: $55.80M
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