RomComs to watch
by triksie_s | created - 21 Nov 2019 | updated - 21 Nov 2019 | Public- Instant Watch Options
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1. 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: 361,475 | Gross: $178.41M
2. 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: 359,772 | Gross: $163.96M
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: 384,369 | Gross: $38.18M
4. The Wedding Singer (1998)
PG-13 | 97 min | Comedy, Music, Romance
Robbie, a singer, and Julia, a waitress, are both engaged, but to the wrong people. Fortune intervenes to help them discover each other.
Director: Frank Coraci | Stars: Adam Sandler, Drew Barrymore, Christine Taylor, Allen Covert
Votes: 162,150 | Gross: $80.25M
5. 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: 384,199 | Gross: $148.73M
6. 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: 269,532 | Gross: $105.81M
7. 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: 242,379 | Gross: $92.82M
8. Sex and the City (1998–2004)
TV-MA | 30 min | Comedy, Drama, Romance
Four female New Yorkers gossip about their sex lives (or lack thereof) and find new ways to deal with being a woman in the late 1990s.
Stars: Sarah Jessica Parker, Kim Cattrall, Kristin Davis, Cynthia Nixon
Votes: 142,325
9. Sex and the City 2 (2010)
R | 146 min | Comedy, Drama, Romance
While wrestling with the pressures of life, love, and work in Manhattan, Carrie, Miranda, and Charlotte join Samantha for a trip to Abu Dhabi (United Arab Emirates), where Samantha's ex is filming a new movie.
Director: Michael Patrick King | Stars: Sarah Jessica Parker, Kim Cattrall, Kristin Davis, Cynthia Nixon
Votes: 83,968 | Gross: $95.35M
10. 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: 243,846 | Gross: $70.66M
11. 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: 381,621 | Gross: $120.91M
12. 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: 174,889 | Gross: $76.81M
13. The Break-Up (2006)
PG-13 | 106 min | Comedy, Drama, Romance
A couple's break-up proceeds to get uglier and nastier by the moment as each tries to keep their luxurious condo from the other.
Director: Peyton Reed | Stars: Jennifer Aniston, Vince Vaughn, Jon Favreau, Joey Lauren Adams
Votes: 138,882 | Gross: $118.70M
14. 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: 265,094 | Gross: $103.03M
15. 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: 123,447 | Gross: $127.22M
16. 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: 96,104 | Gross: $94.01M
17. 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: 144,249 | Gross: $31.58M
18. 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: 121,258 | Gross: $50.29M
19. Hitch (I) (2005)
PG-13 | 118 min | Comedy, Romance
A smooth-talking man falls for a hardened columnist while helping a shy accountant woo a beautiful heiress.
Director: Andy Tennant | Stars: Will Smith, Eva Mendes, Kevin James, Amber Valletta
Votes: 335,137 | Gross: $179.50M
20. 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: 107,143 | Gross: $50.57M
21. 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: 86,458 | Gross: $60.40M
22. Never Been Kissed (1999)
PG-13 | 107 min | Comedy, Drama, Romance
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: 97,470 | Gross: $55.47M
23. 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: 187,738 | Gross: $80.28M
24. Six Days Seven Nights (1998)
PG-13 | 102 min | Action, Adventure, Comedy
Robin Monroe, a New York magazine editor, and the gruff pilot Quinn Harris must put aside their mutual dislike if they are to survive after crash landing on a deserted South Seas island.
Director: Ivan Reitman | Stars: Harrison Ford, Anne Heche, David Schwimmer, Jacqueline Obradors
Votes: 83,286 | Gross: $74.33M
25. 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: 88,487 | Gross: $40.47M
26. 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: 138,838 | Gross: $53.37M
27. 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: 78,717 | Gross: $43.11M
28. Just Friends (I) (2005)
PG-13 | 96 min | Comedy, Romance
While visiting his hometown during Christmas, a man comes face-to-face with his old high-school crush and best friend--a woman whose rejection of him turned him into a ferocious womanizer.
Director: Roger Kumble | Stars: Ryan Reynolds, Amy Smart, Anna Faris, Chris Klein
Votes: 127,192 | Gross: $32.62M
29. 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: 173,154 | Gross: $31.97M
30. 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: 83,056 | Gross: $44.28M
31. 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: 125,344 | Gross: $110.49M
32. 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: 182,103 | Gross: $93.95M
33. 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: 64,582 | Gross: $32.67M
34. She's All That (1999)
PG-13 | 95 min | Comedy, Romance
A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.
Director: Robert Iscove | Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker
Votes: 103,711 | Gross: $63.37M
35. The Heartbreak Kid (2007)
R | 116 min | Comedy, Romance
A newly wed man who believes he's just gotten hitched to the perfect woman encounters another lady on his honeymoon.
Directors: Bobby Farrelly, Peter Farrelly | Stars: Ben Stiller, Michelle Monaghan, Malin Akerman, Jerry Stiller
Votes: 96,488 | Gross: $36.79M
36. 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: 110,603 | Gross: $25.92M
37. Going the Distance (2010)
R | 102 min | Comedy, Romance
A romantic comedy centered on a guy and a gal who try to keep their love alive as they shuttle back and forth between New York and San Francisco to see one another.
Director: Nanette Burstein | Stars: Drew Barrymore, Justin Long, Ron Livingston, Charlie Day
Votes: 59,971 | Gross: $17.80M
38. Just Married (2003)
PG-13 | 95 min | Comedy, Romance
A young newlywed couple honeymoon in Europe, where obstacles challenge their ability to sustain the marriage.
Director: Shawn Levy | Stars: Ashton Kutcher, Brittany Murphy, Christian Kane, David Moscow
Votes: 74,337 | Gross: $56.13M
39. 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: 71,178 | Gross: $21.84M
40. 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: 95,808 | Gross: $20.78M
41. 40 Days and 40 Nights (2002)
R | 96 min | Comedy, Romance
After a brutal break-up, a young man vows to stay celibate during the forty days of Lent, but finds the girl of his dreams and is unable to do anything about it.
Director: Michael Lehmann | Stars: Josh Hartnett, Shannyn Sossamon, Paulo Costanzo, Adam Trese
Votes: 75,775 | Gross: $37.95M
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