Sappy RomComs
by tusharkant91 | created - 09 Aug 2018 | updated - 01 Oct 2022 | Public- Instant Watch Options
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1. Bad Roomies (2015)
Not Rated | 93 min | Comedy
When they lose a roomie, the other two men find a cute 28-year-old woman and move her in, but things get weird.
Director: Jason Schnell | Stars: Tommy Savas, Eric Pumphrey, Patrick Renna, Hanover Savas
Votes: 2,576
2. 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: 139,020 | Gross: $118.70M
3. This Is 40 (2012)
R | 134 min | Comedy, Drama, Romance
Pete and Debbie are both about to turn 40, their kids hate each other, both of their businesses are failing, they're on the verge of losing their house, and their relationship is threatening to fall apart.
Director: Judd Apatow | Stars: Paul Rudd, Leslie Mann, Maude Apatow, Iris Apatow
Votes: 150,516 | Gross: $67.54M
4. 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: 81,705 | Gross: $3.45M
5. Wanderlust (2012)
R | 98 min | Comedy, Romance
Rattled by sudden unemployment, a Manhattan couple surveys alternative living options, ultimately deciding to experiment with living on a rural commune where free love rules.
Director: David Wain | Stars: Jennifer Aniston, Paul Rudd, Malin Akerman, Justin Theroux
Votes: 80,525 | Gross: $17.23M
6. This Is Where I Leave You (2014)
R | 103 min | Comedy, Drama
After their father passes away, four grown siblings are forced to return to their childhood home and live under the same roof for a week, along with their over-sharing mother and an assortment of spouses, exes, and might-have-beens.
Director: Shawn Levy | Stars: Jason Bateman, Tina Fey, Jane Fonda, Adam Driver
Votes: 89,295 | Gross: $34.29M
7. Serving Sara (2002)
PG-13 | 99 min | Comedy, Romance
A process server tries to serve an elusive female target.
Director: Reginald Hudlin | Stars: Matthew Perry, Elizabeth Hurley, Bruce Campbell, Vincent Pastore
Votes: 18,822 | Gross: $16.93M
8. 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: 230,492 | Gross: $88.92M
9. 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: 59,637 | Gross: $43.61M
10. When We First Met (2018)
TV-14 | 97 min | Comedy, Fantasy, Romance
Noah meets Avery at a Halloween party and falls in love but gets friend-zoned. 3 years later, she's engaged to someone else. Noah returns in a time machine to fix things.
Director: Ari Sandel | Stars: Adam Devine, Alexandra Daddario, Shelley Hennig, Andrew Bachelor
Votes: 53,946
11. Always Be My Maybe (2019)
PG-13 | 101 min | Comedy, Romance
Everyone assumed that 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: 62,695
12. Falling Inn Love (2019)
TV-PG | 98 min | Comedy, Romance
When city girl Gabriela spontaneously enters a contest and wins a rustic New Zealand inn, she teams up with bighearted contractor Jake Taylor to fix and flip it.
Director: Roger Kumble | Stars: Christina Milian, Adam Demos, Jeffrey Bowyer-Chapman, Anna Jullienne
Votes: 22,265
13. The Incredible Jessica James (2017)
TV-MA | 85 min | Comedy
An aspiring playwright in New York strikes up a friendship with a guy while on the rebound from a break-up.
Director: Jim Strouse | Stars: Jessica Williams, Chris O'Dowd, LaKeith Stanfield, Noël Wells
Votes: 8,736
14. The Knight Before Christmas (2019)
TV-PG | 92 min | Adventure, Comedy, Drama
A medieval English knight is magically transported to present-day America where he falls for a high school science teacher who is disillusioned by love.
Director: Monika Mitchell | Stars: Vanessa Hudgens, Josh Whitehouse, Emmanuelle Chriqui, Ella Kenion
Votes: 20,375
15. Last Christmas (2019)
PG-13 | 103 min | Comedy, Drama, Fantasy
Kate is a young woman subscribed to bad decisions. Working as an elf in a year-round Christmas store is not good for the wannabe singer. However, she meets Tom there. Her life takes a new turn--that seems too good to be true.
Director: Paul Feig | Stars: Madison Ingoldsby, Emma Thompson, Boris Isakovic, Lucy Miller
Votes: 90,508 | Gross: $35.15M
16. Obvious Child (2014)
R | 84 min | Comedy, Drama, Romance
A twenty-something comedienne's unplanned pregnancy forces her to confront the realities of independent womanhood for the first time.
Director: Gillian Robespierre | Stars: Jenny Slate, Jake Lacy, Gaby Hoffmann, Gabe Liedman
Votes: 26,341 | Gross: $3.12M
17. 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: 47,967 | Gross: $0.81M
18. Two Night Stand (2014)
R | 86 min | Comedy, Romance
A snowstorm forces two people who made an online connection to unwillingly extend their one-night stand as the blizzard goes through the night.
Director: Max Nichols | Stars: Miles Teller, Lio Tipton, Jessica Szohr, Kid Cudi
Votes: 73,871 | Gross: $0.02M
19. How to Be Single (2016)
R | 110 min | Comedy, Drama, Romance
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: 94,344 | Gross: $46.84M
20. Second Act (2018)
PG-13 | 103 min | Comedy, Drama, Romance
A big-box store worker reinvents her life and her life-story and shows Madison Avenue what street smarts can do.
Director: Peter Segal | Stars: Jennifer Lopez, Vanessa Hudgens, Leah Remini, Treat Williams
Votes: 30,263 | Gross: $39.28M
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: 86,573 | Gross: $60.40M
22. 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: 85,857 | Gross: $88.72M
23. I Love You, Man (2009)
R | 105 min | Comedy, Romance
Friendless Peter Klaven goes on a series of man-dates to find a Best Man for his wedding. But, when his insta-bond with his new B.F.F. puts a strain on his relationship with his fiancée, can the trio learn to live happily ever after?
Director: John Hamburg | Stars: Paul Rudd, Jason Segel, Rashida Jones, Sarah Burns
Votes: 216,764 | Gross: $71.44M
24. The Five-Year Engagement (2012)
R | 124 min | Comedy, Drama, Romance
One year after meeting, Tom proposes to his girlfriend, Violet, but unexpected events keep tripping them up as they look to walk down the aisle together.
Director: Nicholas Stoller | Stars: Jason Segel, Emily Blunt, Chris Pratt, Alison Brie
Votes: 102,582 | Gross: $28.84M
25. Your Sister's Sister (2011)
R | 90 min | Comedy, Drama, Romance
Iris invites her friend Jack to stay at her family's island getaway after his brother's death. Jack's drunken encounter with Iris' sister Hannah at their remote cabin kicks off a revealing stretch of days.
Director: Lynn Shelton | Stars: Mark Duplass, Emily Blunt, Rosemarie DeWitt, Mike Birbiglia
Votes: 28,435 | Gross: $1.57M
26. 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: 112,363 | Gross: $27.76M
27. 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: 143,694 | Gross: $88.10M
28. 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: 34,010 | Gross: $22.93M
29. How Do You Know (2010)
PG-13 | 121 min | Comedy, Drama, Romance
After being cut from the U.S.A. softball team and feeling a bit past her prime, Lisa finds herself evaluating her life and in the middle of a love triangle, as a corporate guy in crisis competes with her current, baseball-playing beau.
Director: James L. Brooks | Stars: Reese Witherspoon, Paul Rudd, Owen Wilson, Jack Nicholson
Votes: 54,628 | Gross: $30.21M
30. 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: 173,297 | Gross: $31.97M
31. 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: 83,139 | Gross: $44.28M
32. Four Christmases (2008)
PG-13 | 88 min | Comedy, Drama, Romance
A couple struggles to visit all four of their divorced parents on Christmas.
Director: Seth Gordon | Stars: Reese Witherspoon, Vince Vaughn, Mary Steenburgen, Robert Duvall
Votes: 80,852 | Gross: $120.15M
33. My Best Friend's Girl (2008)
R | 101 min | Comedy, Romance
Tank faces the ultimate test of friendship when his best friend hires him to take his ex-girlfriend out on a lousy date in order to make her realize how great her former boyfriend is.
Director: Howard Deutch | Stars: Kate Hudson, Dane Cook, Jason Biggs, Alec Baldwin
Votes: 46,407 | Gross: $19.22M
34. Employee of the Month (2006)
PG-13 | 103 min | Comedy, Romance
A slacker competes with a repeat winner for the "Employee of the Month" title at work, in order to gain the affections of a new female employee.
Director: Greg Coolidge | Stars: Jessica Simpson, Dane Cook, Dax Shepard, Andy Dick
Votes: 50,160 | Gross: $28.44M
35. A Little Help (2010)
R | 109 min | Comedy, Drama, Romance
A woman gets entangled in a series of bizarre lies in order to take care of herself and her 12-year-old son.
Director: Michael J. Weithorn | Stars: Jenna Fischer, Jay Klaitz, Daniel Yelsky, Brooke Smith
Votes: 3,563 | Gross: $0.09M
36. A Good Old Fashioned Orgy (2011)
R | 95 min | Comedy, Romance
A group of 30-year-olds who have been friends since high school attempt to throw an end-of-summer orgy.
Directors: Alex Gregory, Peter Huyck | Stars: Jason Sudeikis, Leslie Bibb, Tyler Labine, Lake Bell
Votes: 23,643 | Gross: $0.15M
37. Drinking Buddies (2013)
R | 90 min | Comedy, Drama, Romance
Luke and Kate are coworkers at a brewery who spend their nights drinking and flirting heavily. One weekend away together with their significant others proves who really belongs together and who doesn't.
Director: Joe Swanberg | Stars: Olivia Wilde, Jake Johnson, Anna Kendrick, Ron Livingston
Votes: 60,905 | Gross: $0.34M
38. She's Funny That Way (2014)
R | 93 min | Comedy, Drama
On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover and the call-girl-turned-actress cast in the production.
Director: Peter Bogdanovich | Stars: Imogen Poots, Owen Wilson, Jennifer Aniston, Kathryn Hahn
Votes: 28,859 | Gross: $0.09M
39. The Good Girl (2002)
R | 93 min | Drama, Romance
A discount store clerk strikes up an affair with a stock boy who considers himself the incarnation of Holden Caulfield.
Director: Miguel Arteta | Stars: Jennifer Aniston, Jake Gyllenhaal, Deborah Rush, Mike White
Votes: 47,445 | Gross: $14.02M
40. She's the One (1996)
R | 96 min | Comedy, Drama, Romance
The love lives of two brothers, Mickey and Francis, interconnect as Francis cheats on his wife with Mickey's ex-girlfriend, while Mickey impulsively marries a stranger.
Director: Edward Burns | Stars: Edward Burns, Jennifer Aniston, John Mahoney, Michael McGlone
Votes: 18,517 | Gross: $9.45M
41. Dream for an Insomniac (1996)
R | 90 min | Romance, Comedy, Drama
Girl leads a lonely life until she meets the boy of her dreams. The boy, however, has a live-in girlfriend.
Director: Tiffanie DeBartolo | Stars: Ione Skye, Jennifer Aniston, Mackenzie Astin, Michael Landes
Votes: 2,947
42. No Looking Back (1998)
R | 96 min | Drama, Romance
Charlie, a mechanic, returns to his coastal hometown after having left Claudia behind 3 years ago. He's hoping to continue what they had but she's moved on and in with Michael and is working at a diner.
Director: Edward Burns | Stars: Lauren Holly, Edward Burns, Jon Bon Jovi, Kevin Heffernan
Votes: 2,192 | Gross: $0.14M
43. Looking for Kitty (2004)
R | 95 min | Comedy, Drama
A high school baseball coach (Krumholtz) and a down-on-his-luck private investigator (Burns) form a bond as they scour New York City for the coach's wife, who's run away with a second-rate ... See full summary »
Director: Edward Burns | Stars: Max Baker, Connie Britton, Edward Burns, Craig Carlisle
Votes: 962 | Gross: $0.00M
44. Admission (2013)
PG-13 | 107 min | Comedy, Drama, Romance
A Princeton admissions officer who is up for a major promotion takes a professional risk after she meets a college-bound alternative school kid who just might be the son she gave up years ago in a secret adoption.
Director: Paul Weitz | Stars: Tina Fey, Paul Rudd, Nat Wolff, Gloria Reuben
Votes: 36,264 | Gross: $18.00M
45. The Ex (2006)
PG-13 | 89 min | Comedy, Romance
A slacker is forced to work for his father-in-law after his pregnant wife steps away from her high-paying job.
Director: Jesse Peretz | Stars: Zach Braff, Amanda Peet, Charles Grodin, Jason Bateman
Votes: 18,072 | Gross: $3.09M
46. Three to Tango (1999)
PG-13 | 98 min | Comedy, Romance
A rich businessman's assumption that his new colleague is gay leads him to ask the man to keep an eye on his mistress. However, the man is not gay--and he begins to fall for the woman himself.
Director: Damon Santostefano | Stars: Neve Campbell, Matthew Perry, Dylan McDermott, Oliver Platt
Votes: 20,090 | Gross: $10.54M
47. Numb (I) (2007)
R | 93 min | Comedy, Drama, Romance
A chronically-depressed screenwriter desperately tries to cure his condition when he meets the girl of his dreams.
Director: Harris Goldberg | Stars: Matthew Perry, Lynn Collins, Kevin Pollak, Bob Gunton
Votes: 8,778
48. Wedding Daze (2006)
R | 90 min | Comedy, Romance
A guy proposes to his girlfriend, who drops dead. His BFF tries to get him to date other women but he only talks about his dead big love. At a diner he proposes to a cute waitress just to get his BFF off his back. She says yes.
Director: Michael Ian Black | Stars: Jason Biggs, Isla Fisher, Michael Weston, Ebon Moss-Bachrach
Votes: 17,355
49. Head Over Heels (2001)
PG-13 | 86 min | Comedy, Mystery, Romance
A young woman is attracted to a man despite her thinking she's seen him kill someone.
Director: Mark Waters | Stars: Monica Potter, Freddie Prinze Jr., Shalom Harlow, Ivana Milicevic
Votes: 15,298 | Gross: $10.40M
50. Summer Catch (2001)
PG-13 | 104 min | Comedy, Drama, Romance
A rich girl whose family summers on Cape Cod has a romance with a local poor boy who hopes to become a major league baseball player.
Director: Michael Tollin | Stars: Freddie Prinze Jr., Jessica Biel, Fred Ward, Matthew Lillard
Votes: 16,657 | Gross: $19.69M
51. I'm with Lucy (2002)
R | 90 min | Comedy, Romance
A woman experiences five blind dates in one year, but only one of them is "Mr. Right".
Director: Jon Sherman | Stars: Monica Potter, Craig Bierko, Linda Halaska, Julianne Nicholson
Votes: 3,577
52. Mr. Fix It (2006)
R | 93 min | Comedy, Romance
A man who tricks women into returning to their ex-boyfriends soon finds himself falling for one of his marks.
Director: Darin Ferriola | Stars: David Boreanaz, Alana De La Garza, Mariam Vardanyan, Scoot McNairy
Votes: 1,973
53. A Guy Thing (2003)
PG-13 | 101 min | Comedy, Romance
A soon-to-be husband wakes up on the morning after his bachelor party in bed with another woman.
Director: Chris Koch | Stars: Jason Lee, Julia Stiles, Selma Blair, James Brolin
Votes: 18,369 | Gross: $15.41M
54. The Sweetest Thing (2002)
R | 84 min | Comedy, Romance
Christina Walters spent years avoiding men, then suddenly met her perfect match while hanging with her best friends, Courtney and Jane. When she finds out that he has left town, she and Courtney set out on a trip.
Director: Roger Kumble | Stars: Cameron Diaz, Thomas Jane, Christina Applegate, Lillian Adams
Votes: 62,477 | Gross: $24.72M
55. 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: 19,465
56. 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: 75,832 | Gross: $37.95M
57. The Rules of Attraction (2002)
R | 110 min | Comedy, Drama, Romance
The incredibly spoiled and overprivileged students of Camden College are a backdrop for an unusual love triangle between a drug dealer, a virgin and a bisexual classmate.
Director: Roger Avary | Stars: James Van Der Beek, Ian Somerhalder, Shannyn Sossamon, Jessica Biel
Votes: 53,332 | Gross: $6.53M
58. The Escort (2015)
Not Rated | 88 min | Comedy, Drama, Romance
Desperate for a good story, a sex-addicted journalist throws himself into the world of high-class escorts when he starts following a Stanford-educated prostitute.
Director: Will Slocombe | Stars: Lyndsy Fonseca, Michael Doneger, Tommy Dewey, Bruce Campbell
Votes: 14,220
59. The Year of Spectacular Men (2017)
Unrated | 102 min | Comedy, Drama, Romance
Story of Izzy Klein, a young woman fresh out of college as she strikes up and ruins relationships with several men, and struggles to navigate the failures of post-college adulthood, leaning on her mother and younger sister for support.
Director: Lea Thompson | Stars: Madelyn Deutch, Jesse Bradford, Cameron Monaghan, Brandon T. Jackson
Votes: 1,915
60. The Boy Downstairs (2017)
PG-13 | 91 min | Comedy, Drama, Romance
A young woman is forced to reflect on her first relationship when she inadvertently moves into her boyfriend's apartment building.
Director: Sophie Brooks | Stars: Zosia Mamet, Matthew Shear, Deirdre O'Connell, Sarah Ramos
Votes: 1,819 | Gross: $0.01M
61. Jane Wants a Boyfriend (2015)
R | 101 min | Comedy, Drama, Romance
A young woman with Asperger's syndrome tries to find her first boyfriend with a little help from her older sister.
Director: William Sullivan | Stars: Louisa Krause, Gabriel Ebert, Eliza Dushku, Polly Draper
Votes: 2,173
62. Take Me Home Tonight (2011)
R | 97 min | Comedy, Drama, Romance
Four years after graduation, an awkward high school genius uses his sister's boyfriend's Labor Day party as the perfect opportunity to make his move on his high school crush.
Director: Michael Dowse | Stars: Topher Grace, Anna Faris, Dan Fogler, Teresa Palmer
Votes: 55,252 | Gross: $6.92M
63. 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: 87,442 | Gross: $14.01M
64. 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: 64,100 | Gross: $25.93M
65. In Good Company (2004)
PG-13 | 109 min | Comedy, Drama, Romance
A middle-aged ad exec is faced with a new boss who's nearly half his age... and who also happens to be sleeping with his daughter.
Director: Paul Weitz | Stars: Dennis Quaid, Topher Grace, Scarlett Johansson, Marg Helgenberger
Votes: 56,502 | Gross: $45.81M
66. Scoop (2006)
PG-13 | 96 min | Comedy, Crime, Fantasy
An American journalism student in London scoops a big story, and begins an affair with an aristocrat as the incident unfurls.
Director: Woody Allen | Stars: Scarlett Johansson, Hugh Jackman, Jim Dunk, Robert Bathurst
Votes: 87,627 | Gross: $10.53M
67. Anything Else (2003)
R | 108 min | Comedy, Romance
Jerry Falk learns a lesson the hard way when he falls in love with the beautiful but flighty Amanda.
Director: Woody Allen | Stars: Woody Allen, Jason Biggs, Christina Ricci, Danny DeVito
Votes: 32,687 | Gross: $3.20M
68. Mighty Aphrodite (1995)
R | 95 min | Comedy, Fantasy, Romance
When he discovers his adopted son is a genius, a New York sportswriter seeks out the boy's birth mother: a ditzy porn star and prostitute.
Director: Woody Allen | Stars: Woody Allen, Mira Sorvino, Pamela Blair, Rene Ceballos
Votes: 42,823 | Gross: $6.70M
69. 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: 30,121
70. Before We Go (I) (2014)
PG-13 | 95 min | Comedy, Drama, Romance
Two strangers stuck in Manhattan for the night grow into each other's most trusted confidants when an evening of unexpected adventure forces them to confront their fears and take control of their lives.
Director: Chris Evans | Stars: Chris Evans, Alice Eve, Emma Fitzpatrick, John Cullum
Votes: 63,733 | Gross: $0.04M
71. 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: 89,869 | Gross: $54.54M
72. 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: 125,443 | Gross: $110.49M
73. 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: 96,109 | Gross: $47.06M
74. 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: 74,405 | Gross: $56.13M
75. Uptown Girls (2003)
PG-13 | 92 min | Comedy, Drama, Romance
A grown-up woman who kept her childish instincts and behavior starts working as the nanny of an 8-year-old girl who actually acts like an adult. But everything ends right-side up.
Director: Boaz Yakin | Stars: Brittany Murphy, Dakota Fanning, Heather Locklear, Jesse Spencer
Votes: 43,204 | Gross: $36.92M
76. The Ramen Girl (2008)
PG-13 | 102 min | Comedy, Drama, Romance
An American woman is stranded in Tokyo after breaking up with her boyfriend. Searching for direction in life, she trains to be a râmen chef under a tyrannical Japanese master.
Director: Robert Allan Ackerman | Stars: Brittany Murphy, Toshiyuki Nishida, Tammy Blanchard, Soji Arai
Votes: 11,103
77. Boys on the Side (1995)
R | 115 min | Comedy, Drama
Robin shares a ride in her car with Jane from New York to Los Angeles. They stop at Jane's friend Holly's place in Pittsburgh and take her with them west, making a long stop in Tucson. The three very different women become close friends.
Director: Herbert Ross | Stars: Whoopi Goldberg, Mary-Louise Parker, Drew Barrymore, Matthew McConaughey
Votes: 14,154 | Gross: $23.45M
78. Mad Love (1995)
PG-13 | 93 min | Comedy, Drama, Romance
The wild and sexy story of two passionate young people who take to the road for the incredible adventure of their lives.
Director: Antonia Bird | Stars: Chris O'Donnell, Drew Barrymore, Matthew Lillard, Richard Chaim
Votes: 6,985 | Gross: $15.45M
79. Love and Other Disasters (2006)
R | 90 min | Comedy, Drama, Romance
An American intern at U.K. Vogue helps her friends find love.
Director: Alek Keshishian | Stars: Brittany Murphy, Matthew Rhys, Catherine Tate, Santiago Cabrera
Votes: 14,730
80. The Wedding Date (2005)
PG-13 | 90 min | Comedy, Romance
Single-girl anxiety causes Kat Ellis to hire a male escort to pose as her boyfriend at her sister's wedding. Her plan, an attempt to dupe her ex-fiancé, who dumped her a couple years prior, proves to be her undoing.
Director: Clare Kilner | Stars: Dermot Mulroney, Debra Messing, Jack Davenport, Amy Adams
Votes: 56,315 | Gross: $31.73M
81. 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: 76,074 | Gross: $46.01M
82. 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: 125,963 | Gross: $93.35M
83. Bridget Jones: The Edge of Reason (2004)
R | 108 min | Comedy, Drama, Romance
After finding love, Bridget Jones questions if she really has everything she'd ever dreamed of having.
Director: Beeban Kidron | Stars: Renée Zellweger, Colin Firth, Hugh Grant, Gemma Jones
Votes: 122,489 | Gross: $40.23M
84. Bridget Jones's Baby (2016)
R | 123 min | Comedy, Drama, Romance
Forty-something and single again, Bridget decides to focus on her job and surround herself with friends. Then she discovers that she is pregnant--but she is only 50% sure of the baby's father's identity.
Director: Sharon Maguire | Stars: Renée Zellweger, Gemma Jones, Jim Broadbent, Sally Phillips
Votes: 82,349 | Gross: $24.25M
85. 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: 114,066 | Gross: $81.06M
86. Practical Magic (1998)
PG-13 | 104 min | Comedy, Drama, Fantasy
Two witch sisters, raised by their eccentric aunts in a small town, face closed-minded prejudice and a curse which threatens to prevent them ever finding lasting love.
Director: Griffin Dunne | Stars: Sandra Bullock, Nicole Kidman, Stockard Channing, Dianne Wiest
Votes: 93,109 | Gross: $46.68M
87. Forces of Nature (1999)
PG-13 | 105 min | Comedy, Romance
A soon-to-be-married man encounters an exciting stranger after his plane suffers an accident on takeoff.
Director: Bronwen Hughes | Stars: Sandra Bullock, Ben Affleck, Maura Tierney, Steve Zahn
Votes: 35,962 | Gross: $52.89M
88. Love Potion No. 9 (1992)
PG-13 | 92 min | Comedy, Fantasy, Romance
Two scientists who are hopeless with the opposite sex experiment with a substance that makes them irresistible to anyone who hears them speak.
Director: Dale Launer | Stars: Tate Donovan, Sandra Bullock, Mary Mara, Dale Midkiff
Votes: 15,215 | Gross: $0.75M
89. 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: 107,211 | Gross: $50.57M
90. The Rewrite (2014)
Not Rated | 107 min | Comedy, Romance
An Oscar-winning writer in a slump leaves Hollywood to teach screenwriting at a college on the East Coast, where he falls for a single mom taking classes there.
Director: Marc Lawrence | Stars: Hugh Grant, Whit Baldwin, Vanessa Wasche, Enid Graham
Votes: 22,258
91. Nine Months (1995)
PG-13 | 103 min | Comedy, Romance
When he finds out his longtime girlfriend is pregnant, a commitment-phobe realizes he might have to change his lifestyle for better or much, much worse.
Director: Chris Columbus | Stars: Hugh Grant, Julianne Moore, Tom Arnold, Joan Cusack
Votes: 38,614 | Gross: $69.70M
92. About a Boy (2002)
PG-13 | 101 min | Comedy, Drama, Romance
Will, who attends single parent meetings to woo women, meets Marcus, a troubled 12-year-old boy. As they become friends, Will learns to be responsible while he helps Marcus with his studies.
Directors: Chris Weitz, Paul Weitz | Stars: Hugh Grant, Nicholas Hoult, Toni Collette, Sharon Small
Votes: 191,723 | Gross: $41.39M
93. 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: 323,129 | Gross: $63.22M
94. Bride Wars (2009)
PG | 89 min | Comedy, Romance
Two best friends become rivals when they schedule their respective weddings on the same day.
Director: Gary Winick | Stars: Kate Hudson, Anne Hathaway, Candice Bergen, Bryan Greenberg
Votes: 115,563 | Gross: $58.72M
95. Monster-in-Law (2005)
PG-13 | 101 min | Comedy, Romance
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: 65,573 | Gross: $82.93M
96. 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: 52,286 | Gross: $37.49M
97. Shall We Dance? (2004)
PG-13 | 106 min | Comedy, Drama, Music
A romantic comedy where a bored, overworked Estate Lawyer, upon first sight of a beautiful instructor, signs up for ballroom dancing lessons.
Director: Peter Chelsom | Stars: Richard Gere, Jennifer Lopez, Susan Sarandon, Stanley Tucci
Votes: 49,604 | Gross: $57.89M
98. Dr. T & the Women (2000)
R | 122 min | Comedy, Drama, Romance
A wealthy gynecologist's ideal life is thrown into turmoil when the women closest to him begin to affect his life in unexpecting ways.
Director: Robert Altman | Stars: Richard Gere, Helen Hunt, Farrah Fawcett, Laura Dern
Votes: 20,269 | Gross: $13.11M
99. Must Love Dogs (2005)
PG-13 | 98 min | Comedy, Romance
A thirty-something preschool teacher looks to the personals for a change of pace and a relationship, with hilarious results.
Director: Gary David Goldberg | Stars: Diane Lane, John Cusack, Elizabeth Perkins, Christopher Plummer
Votes: 33,071 | Gross: $43.89M
100. America's Sweethearts (2001)
PG-13 | 102 min | Comedy, Romance
A movie publicist deals with the messy public split of his movie's co-stars while keeping reporters at bay while a reclusive director holds the film's print hostage.
Director: Joe Roth | Stars: Julia Roberts, John Cusack, Billy Crystal, Catherine Zeta-Jones
Votes: 60,373 | Gross: $93.61M
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