romantic comedies
by eirinisior | created - 14 Mar 2016 | updated - 7 months ago | Public- Instant Watch Options
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1. Not Another Happy Ending (2013)
Not Rated | 102 min | Comedy, Drama, Romance
When a troubled editor discovers that his only successful author is blocked, he knows that he needs to do something about it.
Director: John McKay | Stars: Karen Gillan, Stanley Weber, Iain De Caestecker, Gary Lewis
Votes: 5,124
2. Playing It Cool (2014)
R | 94 min | Comedy, Romance
Unrequited love motivates a guy to write about his experiences.
Director: Justin Reardon | Stars: Chris Evans, Michelle Monaghan, Topher Grace, Aubrey Plaza
Votes: 30,101
3. 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: 155,550 | Gross: $0.02M
4. The Jane Austen Book Club (2007)
PG-13 | 106 min | Comedy, Drama, Romance
Six Californians start a club to discuss the works of Jane Austen, only to find their relationships -- both old and new -- begin to resemble 21st century versions of her novels.
Director: Robin Swicord | Stars: Kathy Baker, Hugh Dancy, Amy Brenneman, Maria Bello
Votes: 29,082 | Gross: $3.58M
5. My Best Friend's Wedding (1997)
PG-13 | 105 min | Comedy, Drama, Romance
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: 155,382 | Gross: $127.12M
6. 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: 245,802 | Gross: $56.63M
7. What If (I) (2013)
PG-13 | 98 min | Comedy, Romance
Wallace, who is burned out from a string of failed relationships, forms an instant bond with Chantry, who lives with her longtime boyfriend. Together, they puzzle out what it means if your best friend is also the love of your life.
Director: Michael Dowse | Stars: Daniel Radcliffe, Zoe Kazan, Megan Park, Adam Driver
Votes: 81,677 | Gross: $3.45M
8. Chasing Liberty (2004)
PG-13 | 111 min | Comedy, Romance
Anna wants to be like other girls her age (18): date a guy etc. but she's the US president's daughter and always guarded. In Prague he breaks his promise of only 2 agents following her to a concert and she runs away with Ben to see Europe.
Director: Andy Cadiff | Stars: Mandy Moore, Matthew Goode, Mark Harmon, Stark Sands
Votes: 41,062 | Gross: $12.19M
9. High Fidelity (2000)
R | 113 min | Comedy, Drama, Music
Rob, a record store owner and compulsive list maker, recounts his top five breakups, including the one in progress.
Director: Stephen Frears | Stars: John Cusack, Iben Hjejle, Todd Louiso, Jack Black
Votes: 189,761 | Gross: $27.29M
10. Just Like Heaven (2005)
PG-13 | 95 min | Comedy, Drama, Fantasy
A lonely landscape architect falls for the spirit of the beautiful woman who used to live in his new apartment.
Director: Mark Waters | Stars: Reese Witherspoon, Mark Ruffalo, Donal Logue, Dina Spybey-Waters
Votes: 117,353 | Gross: $48.32M
11. If Only (2004)
PG-13 | 92 min | Comedy, Drama, Fantasy
It takes a tragedy to teach the young businessman Ian to put love ahead of work and open up to his musician girlfriend Samantha.
Director: Gil Junger | Stars: Jennifer Love Hewitt, Paul Nicholls, Tom Wilkinson, Diana Hardcastle
Votes: 33,789
12. Something Borrowed (2011)
PG-13 | 112 min | Comedy, Drama, Romance
Friendships are tested and secrets come to the surface when terminally single Rachel falls for Dex, her best friend Darcy's fiancé.
Director: Luke Greenfield | Stars: Ginnifer Goodwin, Kate Hudson, Colin Egglesfield, John Krasinski
Votes: 65,253 | Gross: $39.05M
13. 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: 15,481 | Gross: $0.48M
14. The Challenge (2003)
G | 92 min | Adventure, Comedy, Family
Estranged teen sisters who live on opposite sides of the country are brought together, much to their surprise, as teammates in the TV show "The Challenge", a Survivor-style adventure in Cabo San Lucas, Mexico.
Director: Craig Shapiro | Stars: Ashley Olsen, Mary-Kate Olsen, Brian Skala, Lukas Behnken
Votes: 3,273
15. Herbie Fully Loaded (2005)
G | 101 min | Adventure, Comedy, Family
Maggie Peyton, the new owner of Herbie, Number 53, the free-wheelin' Volkswagen bug with a mind of its own, puts the car through its paces on the road to becoming a NASCAR competitor.
Director: Angela Robinson | Stars: Lindsay Lohan, Michael Keaton, Cheryl Hines, Breckin Meyer
Votes: 50,831 | Gross: $66.02M
16. Populaire (2012)
R | 111 min | Comedy, Romance, Sport
1958. Rose is a terrible secretary but a demon typist. Her handsome boss resolves to turn her into the fastest girl in the world.
Director: Régis Roinsard | Stars: Romain Duris, Féodor Atkine, Déborah François, Bérénice Bejo
Votes: 12,714 | Gross: $0.18M
17. Life Happens (2011)
R | 100 min | Comedy
BFFs Kim and Deena fight to maintain normalcy in their lives after Kim gets pregnant and has a baby.
Director: Kat Coiro | Stars: Krysten Ritter, Kate Bosworth, Rachel Bilson, Geoff Stults
Votes: 8,182 | Gross: $2.00M
18. Stuck in Love. (2012)
R | 97 min | Comedy, Drama, Romance
An acclaimed writer, his ex-wife, and their teenaged children come to terms with the complexities of love in all its forms over the course of one tumultuous year.
Director: Josh Boone | Stars: Greg Kinnear, Jennifer Connelly, Lily Collins, Nat Wolff
Votes: 91,974 | Gross: $0.08M
19. Nick and Norah's Infinite Playlist (2008)
PG-13 | 90 min | Comedy, Drama, Music
Two newly acquainted music-lovers spend the night scouting the streets of New York City in search of their favourite band's surprise secret show. All the while, they're both being chased after by their tempting but devious exes.
Director: Peter Sollett | Stars: Michael Cera, Kat Dennings, Aaron Yoo, Rafi Gavron
Votes: 95,367 | Gross: $31.49M
20. Blind Dating (2006)
PG-13 | 95 min | Comedy, Romance
A young blind man (Pine) thinks he's found love with an Indian woman (Jay) though their relationship is fraught with cultural differences.
Director: James Keach | Stars: Chris Pine, Anjali Jay, Eddie Kaye Thomas, Jennifer Alden
Votes: 12,594 | Gross: $0.09M
21. Over Her Dead Body (2008)
PG-13 | 95 min | Comedy, Fantasy, Romance
A ghost tries to sabotage her former boyfriend's current relationship with a psychic.
Director: Jeff Lowell | Stars: Eva Longoria, Paul Rudd, Lake Bell, Jason Biggs
Votes: 25,603 | Gross: $7.56M
22. Casanova (2005)
R | 112 min | Adventure, Comedy, Drama
The fabled romantic Giacomo Casanova, after failing to win the affection of the Venetian woman Francesca Bruni, strives to discover the real meaning of love.
Director: Lasse Hallström | Stars: Heath Ledger, Sienna Miller, Jeremy Irons, Oliver Platt
Votes: 56,331 | Gross: $11.30M
23. Wimbledon (2004)
PG-13 | 98 min | Comedy, Romance, Sport
A pro tennis player has lost his ambition and has fallen in rank to 119. Fortunately for him, he meets a young player on the women's circuit who helps him recapture his focus for Wimbledon.
Director: Richard Loncraine | Stars: Kirsten Dunst, Paul Bettany, Jon Favreau, Sam Neill
Votes: 66,610 | Gross: $17.00M
24. From Prada to Nada (2011)
PG-13 | 107 min | Action, Comedy, Drama
A Latina spin on Jane Austen's "Sense and Sensibility": two spoiled sisters who have been left penniless after their father's sudden death are forced to move in with their estranged aunt in East Los Angeles.
Director: Angel Gracia | Stars: Camilla Belle, Alexa PenaVega, Kuno Becker, Tina French
Votes: 15,617 | Gross: $3.02M
25. 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: 121,356 | Gross: $50.29M
26. 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: 31,046
27. Ice Princess (2005)
G | 98 min | Comedy, Drama, Family
With the help of her coach, her mom, and the boy who drives the Zamboni machine, nothing can stop Casey (Trachtenberg) from realizing her dream to be a champion figure skater.
Director: Tim Fywell | Stars: Michelle Trachtenberg, Kim Cattrall, Trevor Blumas, Joan Cusack
Votes: 28,917 | Gross: $24.38M
28. 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: 322,932 | Gross: $63.22M
29. Post Grad (2009)
PG-13 | 88 min | Comedy, Family, Romance
Ryden Malby graduates from college and is forced to move back into her childhood home with her eccentric family, while she attempts to find a job, the right guy, and just a hint of where her life is headed.
Director: Vicky Jenson | Stars: Alexis Bledel, Michael Keaton, Carol Burnett, Zach Gilford
Votes: 15,082 | Gross: $6.37M
30. No Reservations (2007)
PG | 104 min | Comedy, Drama, Romance
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: 78,798 | Gross: $43.11M
31. Material Girls (2006)
PG | 98 min | Comedy, Family, Romance
Two wealthy sisters, both heiresses to their family's cosmetics fortune, are given a wake-up call when a scandal and ensuing investigation strip them of their wealth.
Director: Martha Coolidge | Stars: Hilary Duff, Haylie Duff, Anjelica Huston, Maria Conchita Alonso
Votes: 22,729 | Gross: $11.44M
32. Bend It Like Beckham (2002)
PG-13 | 112 min | Comedy, Drama, Romance
Two ambitious girls, despite their parents' wishes, have their hearts set on careers in professional football.
Director: Gurinder Chadha | Stars: Parminder Nagra, Keira Knightley, Jonathan Rhys Meyers, Anupam Kher
Votes: 116,478 | Gross: $32.54M
33. 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: 66,511 | Gross: $35.99M
34. It Takes Two (1995)
PG | 101 min | Comedy, Family, Romance
Alyssa and Amanda are two little girls who are identical, but complete strangers, that accidentally meet one day.
Director: Andy Tennant | Stars: Kirstie Alley, Steve Guttenberg, Mary-Kate Olsen, Ashley Olsen
Votes: 24,869 | Gross: $19.47M
35. 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: 51,262 | Gross: $11.89M
36. The Nanny Diaries (2007)
PG-13 | 105 min | Comedy, Drama, Romance
A college graduate goes to work as a nanny for a rich New York family. Ensconced in their home, she has to juggle their dysfunction, a new romance, and the spoiled brat in her charge.
Directors: Shari Springer Berman, Robert Pulcini | Stars: Scarlett Johansson, Laura Linney, Paul Giamatti, Donna Murphy
Votes: 64,068 | Gross: $25.93M
37. So Undercover (2012)
PG-13 | 94 min | Action, Comedy, Crime
A tough, street-smart private eye is hired by the FBI to go undercover in a college sorority.
Director: Tom Vaughan | Stars: Miley Cyrus, Jeremy Piven, Mike O'Malley, Josh Bowman
Votes: 21,245
38. License to Wed (2007)
PG-13 | 91 min | Comedy, Romance
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: 40,640 | Gross: $43.80M
39. High School Musical (2006 TV Movie)
TV-G | 98 min | Comedy, Drama, Family
A popular high school athlete and an academically gifted girl get roles in the school musical and develop a friendship that threatens East High's social order.
Director: Kenny Ortega | Stars: Zac Efron, Vanessa Hudgens, Ashley Tisdale, Lucas Grabeel
Votes: 96,498
40. 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: 18,024 | Gross: $9.44M
41. 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: 90,317 | Gross: $48.24M
42. New York Minute (I) (2004)
PG | 91 min | Adventure, Comedy, Crime
Two sisters who just can't get along have to travel to New York City together and find themselves on numerous misadventures in order to accomplish their goals.
Director: Dennie Gordon | Stars: Mary-Kate Olsen, Ashley Olsen, Eugene Levy, Andy Richter
Votes: 24,953 | Gross: $14.02M
43. 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: 30,103
44. 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: 52,263 | Gross: $37.49M
45. 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: 83,099 | Gross: $44.28M
46. 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: 61,580 | Gross: $17.32M
47. 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: 64,612 | Gross: $32.67M
48. The Princess Diaries (2001)
G | 115 min | Comedy, Family, Romance
Mia Thermopolis has just found out that she is the heir apparent to the throne of Genovia. With her friends Lilly and Michael Moscovitz in tow, she tries to navigate through the rest of her sixteenth year.
Director: Garry Marshall | Stars: Julie Andrews, Anne Hathaway, Hector Elizondo, Heather Matarazzo
Votes: 163,550 | Gross: $108.25M
49. Monte Carlo (2011)
PG | 109 min | Adventure, Comedy, Family
Three young women vacationing in Paris find themselves whisked away to Monte Carlo after one of the girls is mistaken for a British heiress.
Director: Thomas Bezucha | Stars: Selena Gomez, Leighton Meester, Katie Cassidy, Cory Monteith
Votes: 48,616 | Gross: $23.19M
50. 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: 86,526 | Gross: $60.40M
51. Confessions of a Teenage Drama Queen (2004)
PG | 89 min | Comedy, Family, Music
A teenage girl is convinced that her home city revolves around her until her family packs up and moves to the suburbs, where she finds herself competing for attention.
Director: Sara Sugarman | Stars: Lindsay Lohan, Megan Fox, Adam Garcia, Glenne Headly
Votes: 31,320 | Gross: $29.33M
52. 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: 125,408 | Gross: $110.49M
53. New Year's Eve (2011)
PG-13 | 118 min | Comedy, Romance
The lives of several couples and singles in New York City intertwine over the course of New Year's Eve.
Director: Garry Marshall | Stars: Sarah Jessica Parker, Jessica Biel, Ashton Kutcher, Michelle Pfeiffer
Votes: 89,859 | Gross: $54.54M
54. Bratz (2007)
PG | 110 min | Comedy, Family, Music
During their first year of high school, four best girlfriends face off against the domineering student body President, who wants to split them up into different social cliques.
Director: Sean McNamara | Stars: Skyler Shaye, Janel Parrish, Logan Browning, Nathalia Ramos
Votes: 24,879 | Gross: $10.01M
55. Chalet Girl (2011)
R | 97 min | Comedy, Romance, Sport
Former skateboard champion Kim wants to make more money after her mother's tragic death. She joins the elite posh servicing company, which sends her off to Austria.
Director: Phil Traill | Stars: Felicity Jones, Ed Westwick, Bill Nighy, Brooke Shields
Votes: 26,952 | Gross: $0.00M
56. 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: 66,212 | Gross: $10.01M
57. The Lizzie McGuire Movie (2003)
PG | 94 min | Adventure, Comedy, Family
Lizzie McGuire has graduated from middle school and takes a trip to Rome, Italy with her class. And what was supposed to be only a normal trip, becomes a teenager's dream come true.
Director: Jim Fall | Stars: Hilary Duff, Adam Lamberg, Clayton Snyder, Hallie Todd
Votes: 42,069 | Gross: $42.73M
58. Nanny McPhee (2005)
PG | 97 min | Comedy, Family, Fantasy
A governess uses magic to rein in the behavior of seven ne'er-do-well children in her charge.
Director: Kirk Jones | Stars: Emma Thompson, Colin Firth, Angela Lansbury, Kelly Macdonald
Votes: 85,487 | Gross: $47.14M
59. 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: 125,928 | Gross: $93.35M
60. 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: 104,495 | Gross: $152.26M
61. Love Me If You Dare (2003)
R | 93 min | Comedy, Drama, Romance
As adults, best friends Julien and Sophie continue the odd game they started as children -- a fearless competition to outdo one another with daring and outrageous stunts. While they often act out to relieve one another's pain, their game might be a way to avoid the fact that they are truly meant for one another.
Director: Yann Samuell | Stars: Guillaume Canet, Marion Cotillard, Thibault Verhaeghe, Joséphine Lebas-Joly
Votes: 72,453 | Gross: $0.55M
62. The Decoy Bride (2011)
PG | 89 min | Comedy, Drama, Romance
When the world's media descend on the remote Scottish island where a Hollywood actress is attempting to get married, a local girl is hired as a decoy bride to put the paparazzi off the scent.
Director: Sheree Folkson | Stars: Kelly Macdonald, David Tennant, Alice Eve, Michael Urie
Votes: 12,566 | Gross: $0.00M
63. Every Jack Has a Jill (2009)
80 min | Comedy, Romance
Jack is encouraged to take the romantic Paris vacation he won, despite just being dumped by his girlfriend. His trip soon devolves into chaos and adventure, when his luggage is swapped for ... See full summary »
Director: Jennifer Devoldère | Stars: Mélanie Laurent, Justin Bartha, Valérie Benguigui, Billy Boyd
Votes: 1,579
64. Heartbreaker (2010)
Not Rated | 105 min | Comedy, Romance
Alex and his sister run a business designed to break up relationships. They are hired by a rich man to break up the wedding of his daughter. The only problem is that they only have one week to do so.
Director: Pascal Chaumeil | Stars: Romain Duris, Vanessa Paradis, Julie Ferrier, François Damiens
Votes: 27,643 | Gross: $0.50M
65. Pitch Perfect (2012)
PG-13 | 112 min | Comedy, Music, Romance
Beca, a freshman at Barden University, is cajoled into joining The Bellas, her school's all-girls singing group. Injecting some much needed energy into their repertoire, The Bellas take on their male rivals in a campus competition.
Director: Jason Moore | Stars: Anna Kendrick, Brittany Snow, Rebel Wilson, Anna Camp
Votes: 330,694 | Gross: $65.00M
66. Mean Girls (2004)
PG-13 | 97 min | Comedy
Cady Heron is a hit with The Plastics, the A-list girl clique at her new school, until she makes the mistake of falling for Aaron Samuels, the ex-boyfriend of alpha Plastic Regina George.
Director: Mark Waters | Stars: Lindsay Lohan, Jonathan Bennett, Rachel McAdams, Tina Fey
Votes: 435,097 | Gross: $86.06M
67. 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: 110,667 | Gross: $25.92M
68. Love Actually (2003)
R | 135 min | Comedy, Drama, Romance
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: 531,486 | Gross: $59.70M
69. 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: 385,165 | Gross: $38.18M
70. My Big Fat Greek Wedding (2002)
PG | 95 min | Comedy, Drama, Romance
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: 144,612 | Gross: $241.44M
71. John Tucker Must Die (2006)
PG-13 | 89 min | Comedy, Romance
Three ex-girlfriends of a serial cheater set up their former lover to fall for the new girl in town so they can watch him get his heart broken.
Director: Betty Thomas | Stars: Jesse Metcalfe, Ashanti, Arielle Kebbel, Sophia Bush
Votes: 88,096 | Gross: $41.01M
72. This Means War (2012)
PG-13 | 103 min | Action, Comedy, Romance
C.I.A. operatives wage an epic battle on each other when they discover they are dating the same woman.
Director: McG | Stars: Reese Witherspoon, Chris Pine, Tom Hardy, Til Schweiger
Votes: 194,226 | Gross: $54.76M
73. Pretty Woman (1990)
R | 119 min | Comedy, Romance
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: 362,184 | Gross: $178.41M
74. Crazy, Stupid, Love. (2011)
PG-13 | 118 min | Comedy, Drama, Romance
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: 564,307 | Gross: $84.35M
75. Easy A (2010)
PG-13 | 92 min | Comedy, Drama, Romance
When Olive lies to her best friend about losing her virginity to one of the college boys, a girl overhears their conversation. Soon, her story spreads across the entire school like wildfire.
Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd
Votes: 417,927 | Gross: $58.40M
76. 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: 224,125 | Gross: $32.37M
77. He's Just Not That Into You (2009)
PG-13 | 129 min | Comedy, Drama, Romance
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: 182,222 | Gross: $93.95M
78. 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: 175,109 | Gross: $76.81M
79. Shakespeare in Love (1998)
R | 123 min | Comedy, Drama, History
The world's greatest ever playwright, William Shakespeare, is young, out of ideas and short of cash, but meets his ideal woman and is inspired to write one of his most famous plays.
Director: John Madden | Stars: Gwyneth Paltrow, Joseph Fiennes, Geoffrey Rush, Tom Wilkinson
Votes: 234,325 | Gross: $100.32M
80. 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: 244,033 | Gross: $70.66M
81. Legally Blonde (2001)
PG-13 | 96 min | Comedy, Romance
Elle Woods, a fashionable sorority queen, is dumped by her boyfriend. She decides to follow him to law school. While she is there, she figures out that there is more to her than just looks.
Director: Robert Luketic | Stars: Reese Witherspoon, Luke Wilson, Selma Blair, Matthew Davis
Votes: 248,090 | Gross: $96.52M
82. 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: 394,506 | Gross: $55.80M
83. 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: 175,781 | Gross: $2.34M
84. 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: 382,117 | Gross: $120.91M
85. 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: 93,996 | Gross: $51.44M
86. 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: 342,224 | Gross: $116.09M
87. 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: 138,911 | Gross: $53.37M
88. 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: 230,401 | Gross: $88.92M
89. 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: 96,185 | Gross: $94.01M
90. 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: 269,946 | Gross: $105.81M
91. 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: 76,038 | Gross: $46.01M
92. Wild Child (2008)
PG-13 | 98 min | Comedy
A rebellious Malibu princess is shipped off to a strict English boarding school by her father.
Director: Nick Moore | Stars: Emma Roberts, Aidan Quinn, Natasha Richardson, Lexi Ainsworth
Votes: 63,973 | Gross: $0.02M
93. 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: 229,630 | Gross: $115.82M
94. Music and Lyrics (2007)
PG-13 | 104 min | Comedy, Music, Romance
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: 107,188 | Gross: $50.57M
95. Killers (2010)
PG-13 | 100 min | Action, Comedy, Romance
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: 96,085 | Gross: $47.06M
96. 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: 187,862 | Gross: $80.28M
97. Ella Enchanted (2004)
PG | 96 min | Comedy, Family, Fantasy
Ella is under a spell to be constantly obedient, a fact she must hide from her new stepfamily in order to protect the prince of the land, her friend for whom she's falling.
Director: Tommy O'Haver | Stars: Anne Hathaway, Hugh Dancy, Cary Elwes, Joanna Lumley
Votes: 74,802 | Gross: $22.92M
98. 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: 81,731 | Gross: $65.71M
99. 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: 87,394 | Gross: $14.01M
100. Letters to Juliet (2010)
PG | 105 min | Adventure, Comedy, Drama
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: 107,176 | Gross: $53.03M
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