Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "heartache"

1. Guardians of the Galaxy Vol. 3 (2023)

PG-13 | 150 min | Action, Adventure, Comedy

Still reeling from the loss of Gamora, Peter Quill rallies his team to defend the universe and one of their own - a mission that could mean the end of the Guardians if not successful.

Director: James Gunn | Stars: Chris Pratt, Chukwudi Iwuji, Bradley Cooper, Pom Klementieff

Votes: 380,195 | Gross: $359.00M

2. Three Billboards Outside Ebbing, Missouri (2017)

R | 115 min | Comedy, Crime, Drama

A mother personally challenges the local authorities to solve her daughter's murder when they fail to catch the culprit.

Director: Martin McDonagh | Stars: Frances McDormand, Woody Harrelson, Sam Rockwell, Caleb Landry Jones

Votes: 554,865 | Gross: $54.51M

3. 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: 557,780 | Gross: $32.39M

4. Casablanca (1942)

PG | 102 min | Drama, Romance, War

A cynical expatriate American cafe owner struggles to decide whether or not to help his former lover and her fugitive husband escape the Nazis in French Morocco.

Director: Michael Curtiz | Stars: Humphrey Bogart, Ingrid Bergman, Paul Henreid, Claude Rains

Votes: 605,864 | Gross: $1.02M

5. Chungking Express (1994)

PG-13 | 102 min | Comedy, Crime, Drama

Two melancholic Hong Kong policemen fall in love: one with a mysterious female underworld figure, the other with a beautiful and ethereal waitress at a late-night restaurant he frequents.

Director: Kar-Wai Wong | Stars: Brigitte Lin, Takeshi Kaneshiro, Tony Leung Chiu-wai, Faye Wong

Votes: 95,714 | Gross: $0.60M

6. Lost and Delirious (2001)

R | 103 min | Drama, Romance

After starting at an upmarket boarding school, a teenage girl forms close friendships with her two older roommates. However, when she discovers that her new friends are lovers she finds herself caught in a complicated situation.

Director: Léa Pool | Stars: Piper Perabo, Jessica Paré, Mischa Barton, Jackie Burroughs

Votes: 22,339 | Gross: $0.30M

7. Girls Trip (2017)

R | 122 min | Adventure, Comedy, Drama

When four lifelong friends travel to New Orleans for the annual Essence Festival, sisterhoods are rekindled, wild sides are rediscovered, and there's enough dancing, drinking, brawling and romancing to make the Big Easy blush.

Director: Malcolm D. Lee | Stars: Regina Hall, Queen Latifah, Jada Pinkett Smith, Tiffany Haddish

Votes: 40,468 | Gross: $115.17M

8. Happy Together (1997)

Not Rated | 96 min | Drama, Romance

A couple take a trip to Argentina but both men find their lives drifting apart in opposite directions.

Director: Kar-Wai Wong | Stars: Leslie Cheung, Tony Leung Chiu-wai, Chang Chen, Gregory Dayton

Votes: 34,020 | Gross: $0.19M

9. Tipping the Velvet (2002)

59 min | Drama, Romance

The story of Nan Astley who falls in love with three different women on her journey to stardom and happiness in 1887 Victorian England.

Stars: Rachael Stirling, Keeley Hawes, Jodhi May, Alexei Sayle

Votes: 8,599

10. You Me Her (2016–2020)

TV-MA | 28 min | Comedy, Drama, Romance

Centers around a three-way romantic relationship involving a loving suburban married couple and another woman.

Stars: Greg Poehler, Rachel Blanchard, Priscilla Faia, Melanie Papalia

Votes: 11,097

11. Cactus Flower (1969)

M | 104 min | Comedy, Romance

A dentist pretends to be married to avoid commitment, but when he falls for his girlfriend and proposes, he must recruit his lovelorn nurse to pose as his wife.

Director: Gene Saks | Stars: Walter Matthau, Ingrid Bergman, Goldie Hawn, Jack Weston

Votes: 11,887 | Gross: $25.89M

12. Youth Without Youth (2007)

R | 124 min | Drama, Fantasy, Mystery

A love story wrapped in a mystery. Set in World War II Europe, a professor is changed by a cataclysmic event and explores the mysteries of life.

Director: Francis Ford Coppola | Stars: Tim Roth, Alexandra Maria Lara, Bruno Ganz, André Hennicke

Votes: 14,179 | Gross: $0.24M

13. The Bitter Tears of Petra von Kant (1972)

Not Rated | 124 min | Drama, Romance

A troubled fashion designer strikes up a romance with a much younger woman.

Director: Rainer Werner Fassbinder | Stars: Margit Carstensen, Hanna Schygulla, Katrin Schaake, Eva Mattes

Votes: 11,037

14. No Tomorrow (2016–2017)

TV-PG | 43 min | Comedy, Drama, Romance

Evie, a risk-averse quality-control assessor falls for free-spirited thrill seeker Xavier only to find out he lives his life that way because he believes the apocalypse is coming.

Stars: Joshua Sasse, Tori Anderson, Jonathan Langdon, Sarayu Blue

Votes: 5,370

15. Feast of Love (2007)

R | 97 min | Drama, Romance

A meditation on love and its various incarnations, set within a community of friends in Oregon. and is described as an exploration of the magical, mysterious and sometimes painful incarnations of love.

Director: Robert Benton | Stars: Morgan Freeman, Radha Mitchell, Alexa Davalos, Greg Kinnear

Votes: 17,102 | Gross: $3.50M

16. Aimee & Jaguar (1999)

Not Rated | 125 min | Biography, Drama, Romance

In 1943 Berlin, a Nazi officer's wife meets and starts a passionate affair with a Jewish woman.

Director: Max Färberböck | Stars: Maria Schrader, Juliane Köhler, Johanna Wokalek, Heike Makatsch

Votes: 6,996 | Gross: $0.93M

17. What Love Is (2007)

R | 93 min | Comedy, Romance

When Tom comes home on Valentine's Day to a "Dear John" Letter from his girlfriend, he spends the rest of the night talking to his four best friends about woman, sex & love until five women show up and the battle of the sexes begins.

Director: Mars Callahan | Stars: Cuba Gooding Jr., Matthew Lillard, Sean Astin, Mars Callahan

Votes: 1,527

18. Lava (2014)

G | 7 min | Animation, Short, Family

A story that takes place over millions of years and is inspired by the beauty of tropical islands and the allure of ocean volcanoes.

Director: James Ford Murphy | Stars: Napua Greig, Kuana Torres Kahele, Muneer Lyati

Votes: 19,295

19. The Snow Queen (1957)

Unrated | 74 min | Animation, Adventure, Family

When the Snow Queen, a lonely and powerful fairy, kidnaps the human boy Kay, his best friend Gerda must overcome many obstacles on her journey to rescue him.

Director: Lev Atamanov | Stars: Vladimir Gribkov, Yanina Zheymo, Anna Komolova, Mariya Babanova

Votes: 3,022

20. Rocket Science (2007)

R | 101 min | Comedy, Drama

Looking for answers to life's big questions, a stuttering boy joins his high school debate team.

Director: Jeffrey Blitz | Stars: Reece Thompson, Anna Kendrick, Nicholas D'Agosto, Utkarsh Ambudkar

Votes: 13,690 | Gross: $0.71M

21. Blush (2015)

Unrated | 84 min | Comedy, Drama, Romance

Trying to escape her tumultuous home life, Naama, 17, indulges in alcohol and drugs, but everything changes when she meets a sexy, free-spirited new girl at school and the two become more than fast friends.

Director: Michal Vinik | Stars: Sivan Noam Shimon, Hadas Jade Sakori, Dvir Benedek, Irit Pashtan

Votes: 899

22. Brief Interviews with Hideous Men (2009)

Not Rated | 80 min | Comedy, Drama

A graduate student (Nicholson) copes with a recent breakup by conducting interviews with various men.

Director: John Krasinski | Stars: Julianne Nicholson, Ben Shenkman, Timothy Hutton, Michael Cerveris

Votes: 3,653 | Gross: $0.03M

23. Affinity (I) (2008)

Not Rated | 120 min | Drama, Romance

A grieving upper class woman becomes a "Lady Visitor" at Millbank prison, hoping to escape her troubles and be a guiding figure in the lives of the female prisoners. Of all her friendships ... See full summary »

Director: Tim Fywell | Stars: Zoë Tapper, Anna Madeley, Domini Blythe, Amanda Plummer

Votes: 2,250

24. Outrageous

60 min | Drama | Announced

Based on the story of the Mitford sisters, six sisters who refused to play by the rules and whose often-scandalous lives made headlines around the world. Set in the 1930s, it is a tale of betrayal, scandal, heartache and even imprisonment.

25. Don't Mess with an Angel (2008–2009)

60 min | Drama, Romance

An orphan girl finds her family and the love of her life, who is from one of the richest families in town. On her road to reunite with her family she faces many obstacles.

Stars: Maite Perroni, William Levy, Erik Corona, Evita Muñoz 'Chachita'

Votes: 1,816

26. ToY (2016)

TV-MA | 93 min | Drama, Romance

Young L.A. artist, Chloe, hires prostitutes to pose nude and talk openly about their lives while she films them for her new art project. She falls for one of them, the elegant 40-something Kat. The two begin a tragic passionate affair.

Director: Patrick Chapman | Stars: Briana Evigan, Bre Blair, Matt O'Leary, Daniel Hugh Kelly

Votes: 574

27. Entre Nous (1983)

PG | 110 min | Biography, Drama, Romance

A Jewish refugee marries a soldier to escape deportation to Germany. Meanwhile a wealthy art student loses her first husband to a stray Resistance bullet; at the Liberation she meets an actor, gets pregnant, and marries him.

Director: Diane Kurys | Stars: Miou-Miou, Isabelle Huppert, Guy Marchand, Jean-Pierre Bacri

Votes: 2,259

28. Neon (2022)

Crime, Drama

Neon follows the lives of young women as they try to make it in the entertainment industry. Through heartache, jealousy, and betrayal, they quickly realize how tumultuous things are behind the scenes.

Director: Aaron Parpart | Stars: Hannah Weidenfeld, Kyler Campbell, Aaron Parpart, Paul Osuch

Votes: 40

29. El privilegio de amar (1998–1999)

45 min | Drama, Romance

Cristina, an orphan looking for a break in the modeling industry, sees her dreams come true when famous Mexican designer Luciana Duval hires her for her modeling agency.

Stars: Adela Noriega, René Strickler, Helena Rojo, Andrés García

Votes: 391

30. Blue (II) (2002)

116 min | Drama, Romance

An introverted schoolgirl falls in love and starts a relationship with one of her classmates. Set in a small seaside town in Japan, the love of her life eventually leaves her for her boyfriend in Tokyo.

Director: Hiroshi Ando | Stars: Mikako Ichikawa, Manami Konishi, Asami Imajuku, Jun Murakami

Votes: 692

31. Marcel Proust's Time Regained (1999)

169 min | Drama, Romance, War

A lush, elegant epic taking us on a time-swirling trip down the infinitely complex labyrinth that is Marcel Proust's memory lane.

Director: Raúl Ruiz | Stars: Catherine Deneuve, Emmanuelle Béart, Vincent Perez, John Malkovich

Votes: 2,829 | Gross: $0.46M

32. The Two Worlds of Jennie Logan (1979 TV Movie)

96 min | Drama, Fantasy, Romance

Jennie Logan discovers an antique dress in her attic that allows her to travel back in time. Soon she's torn between life with her philandering husband and a romance with a handsome artist who was murdered at the turn of the century.

Director: Frank De Felitta | Stars: Lindsay Wagner, Marc Singer, Alan Feinstein, Linda Gray

Votes: 957

33. 3 Hearts (2014)

PG-13 | 108 min | Drama, Romance

A tax inspector, his new bride and her sister become entwined in a love triangle.

Director: Benoît Jacquot | Stars: Benoît Poelvoorde, Charlotte Gainsbourg, Chiara Mastroianni, Catherine Deneuve

Votes: 2,631 | Gross: $0.15M

34. Mélo (1986)

Not Rated | 112 min | Drama, Romance

In Paris in the 1920s, a concert violinist meets and falls in love with a stylish young flapper who's the wife of an old friend. Romaine instigates the affair with Marcel, and carries it ... See full summary »

Director: Alain Resnais | Stars: Sabine Azéma, Fanny Ardant, Pierre Arditi, André Dussollier

Votes: 1,835

35. Noktah Merah Perkawinan (2022)

119 min | Drama, Romance

A couple's relationship hits rock bottom after 11 years - until an intriguing young woman reawakens emotions and threatens to end their marriage.

Director: Sabrina Rochelle Kalangie | Stars: Marsha Timothy, Oka Antara, Sheila Dara Aisha, Jaden Ocean

Votes: 721

36. Why Did I Get Married? (2006 Video)

Unrated | 131 min | Comedy, Drama, Musical

Troy and Sheila are married with kids and living a happy life; Poppy finds a woman.

Director: Tyler Perry | Stars: Cheryl Pepsii Riley, LaVan Davis, Donna Stewart, Cordell Moore

Votes: 866

37. Some Girl (1998)

R | 94 min | Comedy, Drama, Romance

Four unstable twenty-something women search for long-term relationships in 1990s Los Angeles.

Director: Rory Kelly | Stars: Marissa Ribisi, Juliette Lewis, Michael Rapaport, Giovanni Ribisi

Votes: 990

38. Mundo de fieras (2006–2007)

45 min | Drama, Romance

Gabriel and Damián are identical twin brothers with different personalities. Gabriel suffers because of Joselyn, his manipulative wife, and Damián's thirst for revenge. Falling in love with Mariángela, his son's tutor, changes their lives.

Stars: César Évora, Edith González, Ernesto Laguardia, Helena Rojo

Votes: 182

39. Colossal Youth (2018)

TV-14 | 98 min | Comedy, Drama, Romance

Facing an uncertain post-high school future, Ryder heads into senior year with a winners-take-all ferocity but his sights are set on the wrong goals.

Director: R. Scott Leisk | Stars: Troy Osterberg, Kimmy Caruso, Riker Lynch, Jesse Borrego

Votes: 2,785 | Gross: $0.01M

40. Rosa salvaje (1987–1988)

20 min | Drama, Romance

A poor girl encounters a wealthy young man and falls in love with him, but his family does not approve

Stars: Verónica Castro, Guillermo Capetillo, Ninón Sevilla, Laura Zapata

Votes: 417

41. So Hard to Forget (2010)

100 min | Drama

Julia is a 35-year-old English Literature teacher struggling with depression as she tries to get her life back together again after her long, intense love affair with Antonia. Feeling ... See full summary »

Director: Malu De Martino | Stars: Ana Paula Arósio, Murilo Rosa, Natália Lage, Arieta Corrêa

Votes: 525

42. New Year's Day (1989)

R | 88 min | Comedy, Drama

A man returns to his sublet apartment to find the previous tenants, three offbeat young women, still in residence, under the mistaken belief that they have the apartment until the end of New Year's Day.

Director: Henry Jaglom | Stars: Maggie Wheeler, Gwen Welles, Melanie Winter, Henry Jaglom

Votes: 341

43. Amor real (2003)

45 min | Drama, Romance

In 19th-century Mexico, Dr. Fuentes inherits a fortune and searches for a wife. His choice is Matilde Penalver y Beristain, from an aristocratic family whose fortune has waned.

Stars: Adela Noriega, Fernando Colunga, Mauricio Islas, Helena Rojo

Votes: 1,004

44. Le Plaisir (1952)

Not Rated | 97 min | Comedy, Drama, Romance

Three separate stories about the same thing: le plaisir (pleasure).

Director: Max Ophüls | Stars: Jean Gabin, Danielle Darrieux, Simone Simon, Claude Dauphin

Votes: 5,375

45. Long Story Short (2015)

Not Rated | 100 min | Comedy, Drama, Romance

A group of Danes over 30 in different relationships, meet at 8 different kinds of parties.

Director: May el-Toukhy | Stars: Mille Lehfeldt, Peter Gantzler, Trine Dyrholm, Danica Curcic

Votes: 687

46. Toppuresu (2008)

108 min | Comedy, Drama

The ever-lively and upbeat Natsuko tries to mend a broken heart by carrying on with a string of short-lived affairs after her break-up with Tomomi. But when Tomomi announces her plans to ... See full summary »

Director: Eiji Uchida | Stars: Mina Shimizu, Erika Okuda, Aya Ohmasa, Akifumi Uchida

Votes: 108

47. Playdate with Destiny (2020)

G | 5 min | Animation, Short, Comedy

Maggie and Marge are having a play-date at Springfield's finest toddler play park when Maggie becomes smitten with a little boy. It's love at first suck and Maggie dreams about seeing him again after a day full of make-believe romance.

Director: David Silverman | Star: Chris Edgerly

Votes: 2,072

48. Listen (1996)

R | 101 min | Mystery, Thriller

A young woman thinks one of her neighbors in her apartment building is a serial killer and begins to suspect both her current boyfriend and former girlfriend of being the killer.

Director: Gavin Wilding | Stars: Brooke Langton, Sarah Buxton, Gordon Currie, Andy Romano

Votes: 352

49. Heartache City (1985)

105 min | Drama, Romance

FIVE YOUNG WOMEN TREK TO THE CITY IN QUEST OF BETTER LIVES BUT END UP INSTEAD WITH BROKEN HEARTS.

Director: Danny L. Zialcita | Stars: Chanda Romero, Barbara Luna, Maria Isabel Lopez, Liz Alindogan

Votes: 16

50. The Man with the Pink Bicycle (2023)

46 min | Adventure, Comedy

Being dumped by your girlfriend sucks. Riding her pink bicycle afterwards is just plain wrong.

Director: Keith Soforic | Stars: Lauren Anderson, Gabriel B., Sebastian Butler, Diana Cabuto