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by christine_cordero | created - 05 Sep 2014 | updated - 08 Sep 2015 | PublicComedy - Romance - Drama
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1. 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: 394,490 | Gross: $55.80M
2. Love & Other Drugs (2010)
R | 112 min | Comedy, Drama, Romance
In 1990s Pittsburgh, a medicine peddler starts a relationship with a young woman suffering from Parkinson's disease.
Director: Edward Zwick | Stars: Jake Gyllenhaal, Anne Hathaway, Judy Greer, Oliver Platt
Votes: 224,106 | Gross: $32.37M
3. No Strings Attached (I) (2011)
R | 108 min | Comedy, Romance
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: 244,022 | Gross: $70.66M
4. 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: 175,765 | Gross: $2.34M
5. 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: 382,092 | Gross: $120.91M
6. 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: 360,223 | Gross: $163.96M
7. A Lot Like Love (2005)
PG-13 | 107 min | Comedy, Drama, Romance
Unacquainted Emily and Oliver join the mile-high club together on the way from LAX to NYC--end of story. Except that they keep meeting constantly over the next seven years..
Director: Nigel Cole | Stars: Ashton Kutcher, Amanda Peet, Taryn Manning, Aimee Garcia
Votes: 71,202 | Gross: $21.84M
8. Forgetting Sarah Marshall (2008)
R | 111 min | Comedy, Drama, Romance
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: 302,434 | Gross: $63.17M
9. Begin Again (II) (2013)
R | 104 min | Comedy, Drama, Music
A chance encounter between a down-and-out music business executive, and a young singer songwriter new to Manhattan, turns into a promising collaboration between the two talents.
Director: John Carney | Stars: Keira Knightley, Mark Ruffalo, Adam Levine, Hailee Steinfeld
Votes: 166,924 | Gross: $16.17M
10. Love Happens (2009)
PG-13 | 109 min | Drama, Romance
A widower whose book about coping with loss turns him into a best-selling self-help guru, falls for the hotel florist where his seminar is given, only to learn that he hasn't yet truly confronted his wife's passing.
Director: Brandon Camp | Stars: Jennifer Aniston, Aaron Eckhart, Dan Fogler, John Carroll Lynch
Votes: 34,002 | Gross: $22.93M
11. I Love You Phillip Morris (2009)
R | 98 min | Biography, Comedy, Crime
A cop turns con man once he comes out of the closet. Once imprisoned, he meets the second love of his life, whom he'll stop at nothing to be with.
Directors: Glenn Ficarra, John Requa | Stars: Jim Carrey, Ewan McGregor, Leslie Mann, Rodrigo Santoro
Votes: 99,770 | Gross: $2.04M
12. 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: 87,386 | Gross: $14.01M
13. 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: 230,387 | Gross: $88.92M
14. 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: 138,906 | Gross: $53.37M
15. 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: 265,438 | Gross: $103.03M
16. Seeking a Friend for the End of the World (2012)
R | 101 min | Adventure, Comedy, Drama
As an asteroid nears Earth, a man finds himself alone after his wife leaves in a panic. He decides to take a road trip to reunite with his high school sweetheart. Accompanying him is a neighbor who inadvertently puts a wrench in his plan.
Director: Lorene Scafaria | Stars: Steve Carell, Keira Knightley, Melanie Lynskey, Patton Oswalt
Votes: 118,765 | Gross: $6.62M
17. Knocked Up (2007)
R | 129 min | Comedy, Romance
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: 384,562 | Gross: $148.73M
18. Love, Rosie (2014)
R | 102 min | Comedy, Romance
Rosie and Alex have been best friends since they were 5, so they couldn't possibly be right for one another...or could they? When it comes to love, life and making the right choices, these two are their own worst enemies.
Director: Christian Ditter | Stars: Lily Collins, Sam Claflin, Christian Cooke, Jaime Winstone
Votes: 155,535 | Gross: $0.02M
19. Just My Luck (2006)
PG-13 | 103 min | Comedy, Fantasy, Romance
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: 61,577 | Gross: $17.32M
20. 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: 216,799 | Gross: $57.23M
21. 50/50 (2011)
R | 100 min | Comedy, Drama, Romance
Inspired by a true story, a comedy centered on a 27-year-old guy who learns of his cancer diagnosis and his subsequent struggle to beat the disease.
Director: Jonathan Levine | Stars: Joseph Gordon-Levitt, Seth Rogen, Anna Kendrick, Bryce Dallas Howard
Votes: 342,884 | Gross: $35.01M
22. The One I Love (2014)
R | 91 min | Comedy, Drama, Fantasy
A troubled couple vacate to a beautiful getaway, but bizarre circumstances further complicate their situation.
Director: Charlie McDowell | Stars: Mark Duplass, Elisabeth Moss, Ted Danson, Kiana Cason
Votes: 43,511 | Gross: $0.51M
23. 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: 121,348 | Gross: $50.29M
24. Kiki's Delivery Service (1989)
G | 103 min | Animation, Family, Fantasy
A young witch, on her mandatory year of independent life, finds fitting into a new community difficult while she supports herself by running an air courier service.
Director: Hayao Miyazaki | Stars: Kirsten Dunst, Minami Takayama, Rei Sakuma, Kappei Yamaguchi
Votes: 165,452
25. Summer Wars (2009)
PG | 114 min | Animation, Action, Adventure
A student tries to fix a problem he accidentally caused in OZ, a digital world, while pretending to be the fiancé of his friend at her grandmother's 90th birthday.
Director: Mamoru Hosoda | Stars: Ryunosuke Kamiki, Nanami Sakuraba, Mitsuki Tanimura, Takahiro Yokokawa
Votes: 31,778 | Gross: $0.08M
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