Best Romantic Movies
by extra21 | created - 03 Jun 2017 | updated - 2 months ago | Public- Instant Watch Options
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1. 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: 564,981 | Gross: $84.35M
2. 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: 92,015 | Gross: $0.08M
3. 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: 385,826 | Gross: $38.18M
4. Saved! (2004)
PG-13 | 92 min | Comedy, Drama
When a girl attending a Christian high school becomes pregnant, all of her former friends turn on her and she is ostracized and demonized.
Director: Brian Dannelly | Stars: Jena Malone, Mandy Moore, Macaulay Culkin, Patrick Fugit
Votes: 49,009 | Gross: $8.94M
5. Three Steps Above Heaven (2010)
Not Rated | 118 min | Action, Drama, Romance
A privileged woman and a reckless man fall in love despite their different social classes.
Director: Fernando González Molina | Stars: Mario Casas, María Valverde, Álvaro Cervantes, Marina Salas
Votes: 28,901
6. Kal Ho Naa Ho (2003)
Not Rated | 186 min | Comedy, Drama, Musical
Naina, an introverted, perpetually depressed girl's life changes when she meets Aman. But Aman has a secret of his own which changes their lives forever. Embroiled in all this is Rohit, Naina's best friend who conceals his love for her.
Director: Nikkhil Advani | Stars: Preity G Zinta, Shah Rukh Khan, Saif Ali Khan, Jaya Bachchan
Votes: 75,530 | Gross: $1.79M
7. Dilwale Dulhania Le Jayenge (1995)
Not Rated | 181 min | Drama, Romance
When Raj meets Simran in Europe, it isn't love at first sight but when Simran moves to India for an arranged marriage, love makes its presence felt.
Director: Aditya Chopra | Stars: Shah Rukh Khan, Kajol, Amrish Puri, Farida Jalal
Votes: 77,269
8. 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: 270,345 | Gross: $105.81M
9. Eternal Sunshine of the Spotless Mind (2004)
R | 108 min | Drama, Romance, Sci-Fi
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: 1,078,947 | Gross: $34.40M
10. La La Land (2016)
PG-13 | 128 min | Comedy, Drama, Music
While navigating their careers in Los Angeles, a pianist and an actress fall in love while attempting to reconcile their aspirations for the future.
Director: Damien Chazelle | Stars: Ryan Gosling, Emma Stone, Rosemarie DeWitt, J.K. Simmons
Votes: 672,423 | Gross: $151.10M
11. 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: 30,128
12. When Harry Met Sally... (1989)
R | 95 min | Comedy, Drama, Romance
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: 242,953 | Gross: $92.82M
13. Sleepless in Seattle (1993)
PG | 105 min | Comedy, Drama, Romance
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: 191,001 | Gross: $126.53M
14. 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: 229,833 | Gross: $115.82M
15. 500 Days of Summer (2009)
PG-13 | 95 min | Comedy, Drama, Romance
After being dumped by the girl he believes to be his soulmate, hopeless romantic Tom Hansen reflects on their relationship to try and figure out where things went wrong and how he can win her back.
Director: Marc Webb | Stars: Zooey Deschanel, Joseph Gordon-Levitt, Geoffrey Arend, Chloë Grace Moretz
Votes: 558,580 | Gross: $32.39M
16. 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: 173,334 | Gross: $31.97M
17. 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: 155,707 | Gross: $0.02M
18. 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: 175,943 | Gross: $2.34M
19. 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: 531,789 | Gross: $59.70M
20. Sixteen Candles (1984)
PG | 93 min | Comedy, Romance
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: 126,487 | Gross: $23.69M
21. Pretty in Pink (1986)
PG-13 | 97 min | Comedy, Drama, Romance
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: 88,656 | Gross: $40.47M
22. A Walk to Remember (2002)
PG | 101 min | Drama, Romance
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: 221,469 | Gross: $41.28M
23. Kuch Kuch Hota Hai (1998)
Not Rated | 177 min | Comedy, Drama, Musical
During their college years, Anjali was in love with her best-friend Rahul, but he had eyes only for Tina. Years later, Rahul and the now-deceased Tina's eight-year-old daughter attempts to reunite her father and Anjali.
Director: Karan Johar | Stars: Shah Rukh Khan, Kajol, Rani Mukerji, Sana Saeed
Votes: 57,292 | Gross: $2.10M
24. While You Were Sleeping (1995)
PG | 103 min | Comedy, Drama, Romance
A hopelessly romantic Chicago Transit Authority ticket booth operator is mistaken for the fiancée of a comatose patient.
Director: Jon Turteltaub | Stars: Sandra Bullock, Bill Pullman, Peter Gallagher, Peter Boyle
Votes: 114,101 | Gross: $81.06M
25. 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: 155,531 | Gross: $127.12M
26. 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: 110,727 | Gross: $25.92M
27. The Switch (I) (2010)
PG-13 | 101 min | Comedy, Drama, Romance
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: 112,376 | Gross: $27.76M
28. 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: 244,188 | Gross: $70.66M
29. Say Anything (1989)
PG-13 | 100 min | Comedy, Drama, Romance
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: 96,003 | Gross: $20.78M
30. Om Shanti Om (2007)
Not Rated | 162 min | Action, Comedy, Drama
In the 1970s, Om, an aspiring actor, is murdered, but is immediately reincarnated into the present day. He attempts to discover the mystery of his demise and find Shanti, the love of his previous life.
Director: Farah Khan | Stars: Shah Rukh Khan, Deepika Padukone, Arjun Rampal, Kirron Kher
Votes: 49,802 | Gross: $3.60M
31. Under the Tuscan Sun (2003)
PG-13 | 113 min | Comedy, Drama, Romance
Frances Mayes, a 35-year-old San Francisco writer, gets a divorce that leaves her with terminal writer's block and depression. Later, she decides to buy a house in Tuscany in order to change her life.
Director: Audrey Wells | Stars: Diane Lane, Raoul Bova, Sandra Oh, Lindsay Duncan
Votes: 59,678 | Gross: $43.61M
32. 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: 138,969 | Gross: $53.37M
33. Along Came Polly (2004)
PG-13 | 90 min | Comedy, Romance
A buttoned-up newlywed finds his strictly organized life descend into chaos when he falls in love with an old classmate.
Director: John Hamburg | Stars: Ben Stiller, Jennifer Aniston, Debra Messing, Philip Seymour Hoffman
Votes: 143,724 | Gross: $88.10M
34. 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: 382,551 | Gross: $120.91M
35. The Graduate (1967)
PG | 106 min | Comedy, Drama, Romance
A disillusioned college graduate finds himself torn between his older lover and her daughter.
Director: Mike Nichols | Stars: Dustin Hoffman, Anne Bancroft, Katharine Ross, William Daniels
Votes: 288,592 | Gross: $104.95M
36. The Apartment (1960)
Approved | 125 min | Comedy, Drama, Romance
A Manhattan insurance clerk tries to rise in his company by letting its executives use his apartment for trysts, but complications and a romance of his own ensue.
Director: Billy Wilder | Stars: Jack Lemmon, Shirley MacLaine, Fred MacMurray, Ray Walston
Votes: 197,027 | Gross: $18.60M
37. Something's Gotta Give (2003)
PG-13 | 128 min | Comedy, Drama, Romance
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: 129,268 | Gross: $124.73M
38. It's Complicated (2009)
R | 120 min | Comedy, Drama, Romance
When attending their son's college graduation, a couple reignite the spark in their relationship. But the complicated fact is they're divorced and he's remarried.
Director: Nancy Meyers | Stars: Meryl Streep, Steve Martin, Alec Baldwin, John Krasinski
Votes: 98,545 | Gross: $112.74M
39. Mamma Mia! (2008)
PG-13 | 108 min | Comedy, Musical, Romance
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: 274,626 | Gross: $144.13M
40. 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: 94,054 | Gross: $51.44M
41. 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: 144,707 | Gross: $241.44M
42. Dogfight (1991)
R | 94 min | Comedy, Drama, Romance
Before leaving to fight in Vietnam, a group of teenagers play a game where they try to seduce the ugliest girl they can find.
Director: Nancy Savoca | Stars: River Phoenix, Lili Taylor, Richard Panebianco, Anthony Clark
Votes: 10,041 | Gross: $0.39M
43. Boys and Girls (2000)
PG-13 | 94 min | Comedy, Drama, Romance
A friendship is put to the ultimate test when two best friends wind up in bed together.
Director: Robert Iscove | Stars: Freddie Prinze Jr., Claire Forlani, Brendon Ryan Barrett, Gay Thomas Wilson
Votes: 17,605 | Gross: $20.63M
44. My Girl (1991)
PG | 102 min | Comedy, Drama, Family
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: 88,989 | Gross: $59.85M
45. Lust for Love (2014)
Not Rated | 85 min | Comedy, Romance
Astor is dumped by Mila. He bumps into her ex friend, Cali. She shows him how to get Mila back/approach women and what he did wrong in the past.
Director: Anton King | Stars: Fran Kranz, Dichen Lachman, Beau Garrett, Caitlin Stasey
Votes: 1,589
46. Four Weddings and a Funeral (1994)
R | 117 min | Comedy, Drama, Romance
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: 166,284 | Gross: $52.70M
47. Sleeping with Other People (2015)
R | 101 min | Comedy, Drama, Romance
A good-natured womanizer and a serial cheater form a platonic relationship that helps reform them in ways, while a mutual attraction sets in.
Director: Leslye Headland | Stars: Jason Sudeikis, Alison Brie, Jordan Carlos, Margarita Levieva
Votes: 47,981 | Gross: $0.81M
48. 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: 302,635 | Gross: $63.17M
49. Wedding Crashers (2005)
R | 119 min | Comedy, Romance
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: 375,979 | Gross: $209.22M
50. 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: 342,588 | Gross: $116.09M
51. Bridget Jones's Diary (2001)
R | 97 min | Comedy, Drama, Romance
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: 264,062 | Gross: $71.54M
52. 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: 71,218 | Gross: $21.84M
53. About Time (I) (2013)
R | 123 min | Comedy, Drama, Fantasy
At the age of 21, Tim discovers he can travel in time and change what happens and has happened in his own life. His decision to make his world a better place by getting a girlfriend turns out not to be as easy as you might think.
Director: Richard Curtis | Stars: Domhnall Gleeson, Rachel McAdams, Bill Nighy, Lydia Wilson
Votes: 386,270 | Gross: $15.32M
54. Chasing Amy (1997)
R | 113 min | Comedy, Drama, Romance
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: 143,852 | Gross: $12.02M
55. Failure to Launch (2006)
PG-13 | 97 min | Comedy, Romance
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: 85,870 | Gross: $88.72M
56. 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: 217,194 | Gross: $57.23M
57. Someone Great (2019)
R | 92 min | Comedy, Romance
After a devastating break up on the eve of her cross-country move, Jenny enjoys one last NYC adventure with her two best pals. Someone Great is a romantic comedy about love, loss, growth and the everlasting bond of female friendship.
Director: Jennifer Kaytin Robinson | Stars: Gina Rodriguez, LaKeith Stanfield, Brittany Snow, DeWanda Wise
Votes: 25,286
58. Something New (I) (2006)
PG-13 | 99 min | Comedy, Drama, Romance
Kenya McQueen, an accountant finds love in the most unexpected place when she agrees to go on a blind date with Brian Kelly, a sexy and free-spirited landscaper.
Director: Sanaa Hamri | Stars: Sanaa Lathan, Simon Baker, Golden Brooks, Fuzzy Fantabulous
Votes: 14,463 | Gross: $11.43M
59. I Want You Back (2022)
R | 116 min | Comedy, Romance
Newly-dumped thirtysomethings Peter and Emma team up to sabotage their exes' new relationships and win them back for good.
Director: Jason Orley | Stars: Charlie Day, Jenny Slate, Scott Eastwood, Gina Rodriguez
Votes: 23,955
60. Sweet Home Alabama (2002)
PG-13 | 108 min | Comedy, Romance
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: 123,673 | Gross: $127.22M
61. The Lake House (2006)
PG | 99 min | Drama, Fantasy, Romance
A lonely doctor who once occupied an unusual lakeside house begins to exchange love letters with its former resident, a frustrated architect. They must try to unravel the mystery behind their extraordinary romance before it's too late.
Director: Alejandro Agresti | Stars: Keanu Reeves, Sandra Bullock, Christopher Plummer, Ebon Moss-Bachrach
Votes: 157,748 | Gross: $52.33M
62. Nights in Rodanthe (2008)
PG-13 | 97 min | Drama, Romance
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: 26,368 | Gross: $41.85M
63. 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: 360,745 | Gross: $163.96M
64. 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: 125,980 | Gross: $93.35M
65. 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: 363,153 | Gross: $178.41M
66. I Could Never Be Your Woman (2007)
PG-13 | 97 min | Comedy, Drama, Romance
A mother falls for a younger man while her daughter falls in love for the first time. Mother Nature messes with their fates.
Director: Amy Heckerling | Stars: Michelle Pfeiffer, Paul Rudd, Saoirse Ronan, Tracey Ullman
Votes: 19,469
67. 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: 41,075 | Gross: $12.19M
68. Win a Date with Tad Hamilton! (2004)
PG-13 | 95 min | Comedy, Romance
A small-town girl wins a date with a male celebrity through a contest. When the date goes better than expected, a love triangle forms between the girl, the male celebrity, and the girl's best friend.
Director: Robert Luketic | Stars: Kate Bosworth, Josh Duhamel, Topher Grace, Nathan Lane
Votes: 29,443 | Gross: $17.07M
69. 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: 61,621 | Gross: $17.32M
70. 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: 175,238 | Gross: $76.81M
71. 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: 121,438 | Gross: $50.29M
72. It Could Happen to You (1994)
PG | 101 min | Comedy, Drama, Romance
A police officer promises to share his lottery ticket with a waitress in lieu of a tip.
Director: Andrew Bergman | Stars: Nicolas Cage, Bridget Fonda, Rosie Perez, Wendell Pierce
Votes: 44,688 | Gross: $37.80M
73. Drive Me Crazy (1999)
PG-13 | 91 min | Comedy, Drama, Romance
Nicole and Chase used to be BFFs, then junior high happened. The high school centennial dance is coming but Nicole gets dumped. So does Chase. They stage a relationship to get at their exes. They visit each other's worlds. Love in the air?
Director: John Schultz | Stars: Melissa Joan Hart, Adrian Grenier, Stephen Collins, Mark Metcalf
Votes: 21,308 | Gross: $17.85M
74. Get Over It (2001)
PG-13 | 87 min | Comedy, Romance
A high school senior's girlfriend breaks up with him. His friends try to make him think of something else. His friend's sister Kelly helps him with the school musical. Spending time with Kelly has an effect.
Director: Tommy O'Haver | Stars: Kirsten Dunst, Ben Foster, Melissa Sagemiller, Sisqó
Votes: 20,032 | Gross: $11.58M
75. Two Can Play That Game (2001)
R | 90 min | Comedy, Romance
An arrogant career woman plays a series of heartless mind-games with her boyfriend to "put him in line," only to discover that he has a few tricks up his own sleeve.
Director: Mark Brown | Stars: Vivica A. Fox, Morris Chestnut, Anthony Anderson, Gabrielle Union
Votes: 7,373 | Gross: $22.24M
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