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1. Bridget Jones's Diary (2001)

R | 97 min | Comedy, Drama, Romance

66 Metascore

A British woman 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: 211,024 | Gross: $71.54M

2. Bridget Jones: The Edge of Reason (2004)

R | 108 min | Comedy, Drama, Romance

44 Metascore

After finding love, Bridget Jones questions if she really has everything she's dreamed of having.

Director: Beeban Kidron | Stars: Renée Zellweger, Colin Firth, Hugh Grant, Gemma Jones

Votes: 98,641 | Gross: $40.23M

3. Bridget Jones's Baby (2016)

R | 123 min | Comedy, Drama, Romance

59 Metascore

Bridget's focus on single life and her career is interrupted when she finds herself pregnant, but with one hitch ... she can only be fifty percent sure of the identity of her baby's father.

Director: Sharon Maguire | Stars: Renée Zellweger, Gemma Jones, Jim Broadbent, Sally Phillips

Votes: 62,312 | Gross: $24.25M

4. 13 Going on 30 (2004)

PG-13 | 98 min | Comedy, Fantasy, Romance

57 Metascore

A girl makes a wish on her thirteenth birthday, and wakes up the next day as a thirty-year-old woman.

Director: Gary Winick | Stars: Jennifer Garner, Mark Ruffalo, Judy Greer, Andy Serkis

Votes: 153,791 | Gross: $57.23M

5. Notting Hill (1999)

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

68 Metascore

The life of a simple bookshop owner changes when he meets the most famous film star in the world.

Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans

Votes: 251,604 | Gross: $116.09M

6. Four Weddings and a Funeral (1994)

R | 117 min | Comedy, Drama, Romance

81 Metascore

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: 129,879 | Gross: $52.70M

7. 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: 195,331 | Gross: $105.81M

8. The Devil Wears Prada (2006)

PG-13 | 109 min | Comedy, Drama

62 Metascore

A smart but sensible new graduate lands a job as an assistant to Miranda Priestly, the demanding editor-in-chief of a high fashion magazine.

Director: David Frankel | Stars: Anne Hathaway, Meryl Streep, Adrian Grenier, Emily Blunt

Votes: 347,057 | Gross: $124.74M

9. 27 Dresses (2008)

PG-13 | 111 min | Comedy, Romance

47 Metascore

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: 147,085 | Gross: $76.81M

10. The Wedding Planner (2001)

PG-13 | 103 min | Comedy, Romance

33 Metascore

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: 72,122 | Gross: $60.40M

11. Monster-in-Law (2005)

PG-13 | 101 min | Comedy, Romance

31 Metascore

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: 53,345 | Gross: $82.93M

12. Maid in Manhattan (2002)

PG-13 | 105 min | Comedy, Drama, Romance

45 Metascore

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: 80,218 | Gross: $94.01M

13. Mean Girls (2004)

PG-13 | 97 min | Comedy

66 Metascore

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: 309,190 | Gross: $86.06M

14. Legally Blonde (2001)

PG-13 | 96 min | Comedy, Romance

59 Metascore

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: 170,338 | Gross: $96.52M

15. Legally Blonde 2: Red, White & Blonde (2003)

PG-13 | 95 min | Comedy

47 Metascore

Elle Woods heads to Washington, D.C. to join the staff of a Representative in order to pass a bill to ban animal testing.

Director: Charles Herman-Wurmfeld | Stars: Reese Witherspoon, Sally Field, Bob Newhart, Regina King

Votes: 58,104 | Gross: $90.19M

16. Miss Congeniality (2000)

PG-13 | 109 min | Action, Comedy, Crime

43 Metascore

An F.B.I. Agent must go undercover in the Miss United States beauty pageant to prevent a group from bombing the event.

Director: Donald Petrie | Stars: Sandra Bullock, Michael Caine, Benjamin Bratt, Candice Bergen

Votes: 174,040 | Gross: $106.81M

17. Miss Congeniality 2: Armed & Fabulous (2005)

PG-13 | 115 min | Action, Comedy, Crime

34 Metascore

After Cheryl Frasier and Stan Fields are kidnapped, Gracie goes undercover in Las Vegas to find them.

Director: John Pasquin | Stars: Sandra Bullock, Regina King, William Shatner, Enrique Murciano

Votes: 65,677 | Gross: $48.48M

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: 267,107 | Gross: $178.41M

19. Easy A (2010)

PG-13 | 92 min | Comedy, Drama, Romance

72 Metascore

A clean-cut high school student relies on the school's rumor mill to advance her social and financial standing.

Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd

Votes: 337,093 | Gross: $58.40M

20. 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: 444,460 | Gross: $84.35M

21. 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: 322,711 | Gross: $55.80M

22. The Holiday (2006)

PG-13 | 136 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: 224,390 | Gross: $63.22M

23. My Best Friend's Wedding (1997)

PG-13 | 105 min | Comedy, Drama, Romance

50 Metascore

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: 120,271 | Gross: $127.12M

24. Love Actually (2003)

R | 135 min | Comedy, Drama, Romance

55 Metascore

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: 392,216 | Gross: $59.70M

25. 10 Things I Hate About You (1999)

PG-13 | 97 min | Comedy, Drama, Romance

70 Metascore

A pretty, popular teenager can't go out on a date until her ill-tempered older sister does.

Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik

Votes: 276,169 | Gross: $38.18M

26. Bring It On (2000)

PG-13 | 98 min | Comedy, Romance, Sport

52 Metascore

A champion high school cheerleading squad discovers its previous captain stole all their best routines from an inner-city school and must scramble to compete at this year's championships.

Director: Peyton Reed | Stars: Kirsten Dunst, Eliza Dushku, Jesse Bradford, Gabrielle Union

Votes: 82,564 | Gross: $68.38M

27. Never Been Kissed (1999)

PG-13 | 107 min | Comedy, Drama, Romance

60 Metascore

A newspaper reporter enrolls in high school as part of research for a story.

Director: Raja Gosnell | Stars: Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon

Votes: 78,844 | Gross: $55.47M

28. Music and Lyrics (2007)

PG-13 | 96 min | Comedy, Music, Romance

59 Metascore

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: 92,809 | Gross: $50.57M

29. Sweet Home Alabama (2002)

PG-13 | 108 min | Comedy, Romance

45 Metascore

A young woman who's 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: 97,116 | Gross: $127.22M

30. I.Q. (1994)

PG | 100 min | Comedy, Romance

66 Metascore

A mechanic romances the mathematician niece of physicist Albert Einstein, with help from Einstein and his friends.

Director: Fred Schepisi | Stars: Tim Robbins, Meg Ryan, Walter Matthau, Lou Jacobi

Votes: 22,504 | Gross: $26.37M

31. How to Be Single (2016)

R | 110 min | Comedy, Drama, Romance

51 Metascore

A group of young adults navigate love and relationships in New York City.

Director: Christian Ditter | Stars: Dakota Johnson, Rebel Wilson, Leslie Mann, Alison Brie

Votes: 76,045 | Gross: $46.84M

32. Hope Springs (2003)

PG-13 | 92 min | Comedy, Romance

A brokenhearted English artist travels to Hope, USA, hoping to get on with his life. He starts by drawing faces there. He befriends the cute Mandy. But then his scheming ex shows up and wants him back.

Director: Mark Herman | Stars: Colin Firth, Minnie Driver, Mary Steenburgen, Heather Graham

Votes: 6,327

33. The Importance of Being Earnest (2002)

PG | 97 min | Comedy, Drama, Romance

60 Metascore

In 1890s London, two friends use the same pseudonym ("Ernest") for their on-the-sly activities. Hilarity ensues.

Director: Oliver Parker | Stars: Rupert Everett, Colin Firth, Frances O'Connor, Reese Witherspoon

Votes: 21,251 | Gross: $8.38M

34. Under the Tuscan Sun (2003)

PG-13 | 113 min | Comedy, Drama, Romance

52 Metascore

A writer impulsively buys a villa in Tuscany in order to change her life.

Director: Audrey Wells | Stars: Diane Lane, Raoul Bova, Sandra Oh, Lindsay Duncan

Votes: 44,102 | Gross: $43.61M

35. Stuck in Love. (2012)

R | 97 min | Comedy, Drama, Romance

49 Metascore

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: 79,886 | Gross: $0.08M

36. Love, Rosie (2014)

R | 102 min | Comedy, Romance

44 Metascore

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: 109,293 | Gross: $0.01M

37. Finding Neverland (2004)

PG | 106 min | Biography, Drama, Family

67 Metascore

The story of Sir J.M. Barrie's friendship with a family who inspired him to create Peter Pan.

Director: Marc Forster | Stars: Johnny Depp, Kate Winslet, Julie Christie, Radha Mitchell

Votes: 192,514 | Gross: $51.68M

38. Isn't It Romantic (2019)

PG-13 | 89 min | Comedy, Fantasy, Romance

60 Metascore

A young woman disenchanted with love mysteriously finds herself trapped inside a romantic comedy.

Director: Todd Strauss-Schulson | Stars: Rebel Wilson, Liam Hemsworth, Adam Devine, Priyanka Chopra

Votes: 51,449 | Gross: $48.79M

39. Always Be My Maybe (2019)

PG-13 | 101 min | Comedy, Romance

64 Metascore

Everyone assumed Sasha and Marcus would wind up together except for Sasha and Marcus. Reconnecting after 15 years, the two start to wonder - maybe?

Director: Nahnatchka Khan | Stars: Ali Wong, Randall Park, James Saito, Michelle Buteau

Votes: 35,436



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