Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "gay-man-straight-woman-relationship"
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1. Will & Grace (1998–2020)
TV-PG | 22 min | Comedy, Romance
Gay lawyer Will and straight interior designer Grace share a New York City apartment. Their best friends are gleeful and proud gay Jack and charismatic, filthy-rich, amoral socialite Karen.
Stars: Eric McCormack, Debra Messing, Megan Mullally, Sean Hayes
Votes: 60,325
2. Easy A (2010)
PG-13 | 92 min | Comedy, Drama, Romance
When Olive lies to her best friend about losing her virginity to one of the college boys, a girl overhears their conversation. Soon, her story spreads across the entire school like wildfire.
Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd
Votes: 418,118 | Gross: $58.40M
3. It Chapter Two (2019)
R | 169 min | Drama, Fantasy, Horror
Twenty-seven years after their first encounter with the terrifying Pennywise, the Losers Club have grown up and moved away, until a devastating phone call brings them back.
Director: Andy Muschietti | Stars: Jessica Chastain, James McAvoy, Bill Hader, Isaiah Mustafa
Votes: 302,128 | Gross: $211.59M
4. Mysterious Skin (2004)
Unrated | 105 min | Drama
Two pre-adolescent boys both experienced a strange event and later it affects their lives in different ways. One becomes a reckless, sexually adventurous prostitute, while the other retreats into a reclusive fantasy of alien abduction.
Director: Gregg Araki | Stars: Brady Corbet, Joseph Gordon-Levitt, Elisabeth Shue, Chase Ellison
Votes: 76,341 | Gross: $0.70M
5. The Society (2019)
TV-MA | 58 min | Drama, Mystery, Sci-Fi
When everyone else mysteriously vanishes from their wealthy town, the teen residents of West Ham must forge their own society to survive.
Stars: Kathryn Newton, Gideon Adlon, Sean Berdy, Natasha Liu Bordizzo
Votes: 36,812
6. Love, Simon (2018)
PG-13 | 110 min | Comedy, Drama
Simon Spier keeps a huge secret from his family, his friends and all of his classmates: he's gay. When that secret is threatened, Simon must face everyone and come to terms with his identity.
Director: Greg Berlanti | Stars: Nick Robinson, Jennifer Garner, Josh Duhamel, Katherine Langford
Votes: 125,933 | Gross: $40.83M
7. The Re-Education of Molly Singer (2023)
R | 120 min | Comedy
To save her job, a young lawyer must go undercover, enrolling as a freshman at her old alma mater, in order to resuscitate the well being of her Boss' terribly awkward teenage son
Director: Andy Palmer | Stars: Britt Robertson, Ty Simpkins, Jaime Pressly, Holland Roden
Votes: 6,052
8. Made in Heaven (2019– )
TV-14 | 50 min | Drama, Romance
It is the story of two wedding planners in Delhi, where tradition jostles with modern aspirations against the backdrop of big fat Indian weddings revealing many secrets and lies.
Stars: Sobhita Dhulipala, Arjun Mathur, Jim Sarbh, Kalki Koechlin
Votes: 14,354
9. Angels in America (2003)
TV-MA | 59 min | Drama, Fantasy, Romance
Several disparate but connected individuals go through the AIDS crisis in the mid-1980s.
Stars: Al Pacino, Meryl Streep, Emma Thompson, Mary-Louise Parker
Votes: 29,800
10. Firebird (I) (2021)
R | 107 min | Biography, Drama, Romance
Firebird follows a handsome, soulful young soldier who embarks on a clandestine sexual affair with a charismatic fighter pilot on a Soviet Air Force Base at the height of 1970's Communist rule.
Director: Peeter Rebane | Stars: Tom Prior, Oleg Zagorodnii, Diana Pozharskaya, Jake Henderson
Votes: 12,770
11. Threesome (1994)
R | 93 min | Comedy, Drama, Romance
A girl named Alex is by mistake housed with 2 guys, Stuart and Eddy, in a college dorm suite. After initial problems they become friends. Stuart has the hots for Alex, Alex for Eddy and Eddy for Stuart. Can it work?
Director: Andrew Fleming | Stars: Lara Flynn Boyle, Josh Charles, Stephen Baldwin, Alexis Arquette
Votes: 13,665 | Gross: $14.82M
12. Nuovo Olimpo (2023)
TV-MA | 113 min | Drama, Romance
Two 25-year-old men who meet by chance, fall madly in love, and are then separated due to an unexpected event. For the next thirty years they pursue the hope of finding each other again.
Director: Ferzan Özpetek | Stars: Luisa Ranieri, Greta Scarano, Loredana Cannata, Damiano Gavino
Votes: 5,184
13. The Object of My Affection (1998)
R | 111 min | Comedy, Drama, Romance
A pregnant New York City social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.
Director: Nicholas Hytner | Stars: Jennifer Aniston, Paul Rudd, Kali Rocha, Lena Cardwell
Votes: 21,527 | Gross: $29.11M
14. Halston (2021)
TV-MA | 47 min | Biography, Drama
The story of a man who leverages his single, invented name into a worldwide fashion empire that's synonymous with luxury, sex, status, and fame, literally defining the era.
Stars: Ewan McGregor, Rebecca Dayan, David Pittu, Krysta Rodriguez
Votes: 17,029
15. Benediction (2021)
PG-13 | 137 min | Biography, Drama, History
Legendary 20th century English war poet Siegfried Sassoon embarks on a life-long quest for personal salvation through his experiences with family, war, his writing, and destructive relationships. True salvation can only come from within.
Director: Terence Davies | Stars: Jack Lowden, Thom Ashley, Orlando Jopling, Christopher Naylor
Votes: 3,733
16. Rain Dogs (2023– )
TV-MA | Comedy, Drama
An unconventional love story between a working-class single mum, her young daughter and a privileged gay man.
Stars: Daisy May Cooper, Jack Farthing, Fleur Tashjian, Ronke Adekoluejo
Votes: 3,344
17. The Thing About Harry (2020 TV Movie)
TV-14 | 85 min | Comedy, Drama, Romance
Two high school enemies are forced to drive together to a friend's engagement party on Valentine's Day.
Director: Peter Paige | Stars: Jake Borelli, Niko Terho, Britt Baron, Peter Paige
Votes: 5,558
18. Gayby (2012)
Not Rated | 85 min | Comedy, Drama, Romance
Jenn (straight) and Matt (gay) are best friends from college who are now in their thirties. Single by choice, they decide to fulfill a youthful promise to have a child together--the old-fashioned way.
Director: Jonathan Lisecki | Stars: Jenn Harris, Anna Margaret Hollyman, Matthew Wilkas, Christian Coulson
Votes: 2,792
19. Notes of Autumn (2023 TV Movie)
TV-G | 84 min | Comedy, Romance
Ellie, a pianist gave up her passion and works for a hotel. Leo, a famous author with writer's block who can't finish highly popular book series. They both decide to swap places ending up completely lost in new surroundings.
Director: Troy Scott | Stars: Ashley Williams, Luke Macfarlane, Marcus Rosner, Peter Porte
Votes: 857
20. Eastsiders (2012–2019)
Not Rated | 115 min | Drama
EastSiders is a two-time Daytime-Emmy-nominated series created by Kit Williamson, starring Williamson and Van Hansis as a couple experiencing life and relationships in Silver Lake.
Stars: Kit Williamson, Van Hansis, Matthew McKelligon, John Halbach
Votes: 3,101
21. I Am Michael (2015)
Not Rated | 98 min | Biography, Drama, Romance
Based on the fascinating true-life story of Michael Glatze, a gay activist who becomes a Christian pastor after identifying as a heterosexual.
Director: Justin Kelly | Stars: James Franco, Zachary Quinto, Emma Roberts, Charlie Carver
Votes: 5,897
22. Deadfall (1968)
R | 120 min | Crime, Drama, Thriller
Cat burglar Henry Clarke and his accomplices, the Moreaus, attempt to steal diamonds from the château of millionaire Salinas. However, Henry's partners in crime aren't the most emotionally stable people.
Director: Bryan Forbes | Stars: Michael Caine, Giovanna Ralli, Eric Portman, Nanette Newman
Votes: 1,273
23. Eating Out: All You Can Eat (2009)
Not Rated | 80 min | Comedy, Drama, Romance
A gay Internet connection is made, but entanglements ensue due to hiding behind the name and photo of a straight male stripper who happens to return to the area.
Director: Glenn Gaylord | Stars: Rebekah Kochan, Daniel Skelton, Chris Salvatore, Michael E.R. Walker
Votes: 3,308
24. Ten Thousand Saints (2015)
R | 113 min | Comedy, Drama, Music
Set in the 1980s, a teenager from Vermont moves to New York City to live with his father in East Village.
Directors: Shari Springer Berman, Robert Pulcini | Stars: Ethan Hawke, Asa Butterfield, Hailee Steinfeld, Emily Mortimer
Votes: 6,014 | Gross: $0.06M
25. Straight Up (I) (2019)
Not Rated | 95 min | Comedy, Romance
Todd and Rory are intellectual soul mates. He might be gay. She might not care. A romantic-comedy drama with a twist; a love story without the thrill of copulation.
Director: James Sweeney | Stars: James Sweeney, Katie Findlay, Dana Drori, James Scully
Votes: 3,318
26. Life in Squares (2015)
171 min | Drama
An intimate and emotional drama for BBC Two about the revolutionary Bloomsbury group.
Stars: James Norton, Eve Best, Rupert Penry-Jones, Phoebe Fox
Votes: 849
27. Bernard and Doris (2006)
TV-14 | 102 min | Biography, Comedy, Drama
The story of the twilight years of tobacco billionairess Doris Duke who develops an unlikely friendship with her butler, Bernard Lafferty.
Director: Bob Balaban | Stars: Susan Sarandon, Ralph Fiennes, Peter Asher, Don Harvey
Votes: 4,479
28. Dashing in December (2020 TV Movie)
TV-14 | 88 min | Drama, Romance
When Wyatt Burwall finally returns home for the holidays in an effort to convince his mother Deb to sell the family's Colorado ranch, a romance unexpectedly ignites between Wyatt and their ... See full summary »
Director: Jake Helgren | Stars: Peter Porte, Juan Pablo Di Pace, Andie MacDowell, Caroline Harris
Votes: 1,574
29. A Different Story (1978)
PG | 108 min | Drama, Romance
A homosexual woman marries a gay male friend to prevent his deportation, but they soon fall in love.
Director: Paul Aaron | Stars: Perry King, Meg Foster, Valerie Curtin, Peter Donat
Votes: 481
30. The King of Escape (2009)
93 min | Adventure, Comedy
Armand, a man who sells farm machines in the country, is a popular middle-aged homosexual. Just as he was getting sick of life, he falls in love with a young girl called, Curlie, and goes on the run from her parents and the police.
Director: Alain Guiraudie | Stars: Ludovic Berthillot, Hafsia Herzi, Pierre Laur, Luc Palun
Votes: 791
31. Love, Sidney (1981–1983)
30 min | Comedy
A middle-aged gay artist shares his New York apartment with a single mother and her little girl.
Stars: Tony Randall, Swoosie Kurtz, Kaleena Kiff, Chip Zien
Votes: 291
32. Tropical Paradise (2007)
45 min | Comedy, Drama, Romance
Set in Copacabana, the urban plot is punctuated by passion, humor, and accentuated social criticism.
Stars: Alessandra Negrini, Fábio Assunção, Tony Ramos, Wagner Moura
Votes: 473 | Gross: $59.00M
33. Christmas Class Reunion (2022 TV Movie)
TV-G | 84 min | Comedy, Drama, Fantasy
A group of friends reunite for their 15th high school reunion at Christmas ready to ignite unrequited loves, reconnect with new friends and enjoy the holiday season.
Director: Jonathan A. Rosenbaum | Stars: Aimee Teegarden, Tanner Novlan, Dejan Loyola, Maya Ford
Votes: 1,081
34. Bob & Rose (2001)
47 min | Comedy, Drama, Romance
A witty, touching comedy-drama about a thirtysomething gay man who is surprised to find himself falling in love with a woman.
Stars: Alan Davies, Lesley Sharp, Jessica Hynes, Katy Cavanagh-Jupe
Votes: 538
35. Must Love Christmas (2022 TV Movie)
PG | 87 min | Comedy, Fantasy, Romance
A renowned romance novelist famous becomes involved in a love triangle between her childhood crush and a reporter.
Director: Martin Wood | Stars: Liza Lapira, Neal Bledsoe, Nathan Witte, Adam Beauchesne
Votes: 613
36. Nijinsky (1980)
R | 129 min | Biography, Drama, Music
The story of Vaslav Nijinsky, who is widely believed to be one of the greatest ballet dancers of all time. Based on Romola Nijinsky's "Last Years Of Nijinski.
Director: Herbert Ross | Stars: Alan Bates, George De La Pena, Leslie Browne, Alan Badel
Votes: 836
37. There's Something About Mario (2021)
111 min | Comedy, Musical, Romance
Mario decides to tell his family the truth about himself. But when he is finally ready to come out in front of the entire family, his older brother Vicente ruins his plans.
Director: Hsu Chien Hsin | Stars: Daniel Rocha, Felipe Abib, Amélia Bittencourt, Alice Borges
Votes: 549
38. More Scenes from a Gay Marriage (2014)
Not Rated | 70 min | Comedy, Drama, Romance
Leigh has made a film about how Darren and Joe met and fell in love. Due to its exaggerated nature, personal complications ensue.
Director: Matt Riddlehoover | Stars: Charlie David, Rett Terrell, Matt Riddlehoover, Jared Allman
Votes: 885
39. Amalgama (2020)
92 min | Comedy, Drama
Three men and a woman, all of them dentists, travel to the Mayan Riviera to assist to a congress. They all are running away of their own history of suffering, spending together a crazy weekend.
Director: Carlos Cuarón | Stars: Manolo Cardona, Miguel Rodarte, Tony Dalton, Stephanie Cayo
Votes: 287
40. Sasha (2010)
Not Rated | 102 min | Comedy, Crime, Drama
Sasha is a piano prodigy under pressure to gain admittance to a prestigious music school. What is really stressing Sasha is his emerging sexuality, plus his piano tutor is moving away, because Sasha is in love with him, and no one knows.
Director: Dennis Todorovic | Stars: Sasa Kekez, Predrag Bjelac, Ljubisa Grujcic, Zeljka Preksavec
Votes: 1,475
41. Cowboys & Angels (2003)
Not Rated | 89 min | Comedy, Crime, Drama
The story concerns a hapless civil servant who gets more than he bargained for when he moves into an apartment with a gay fashion student and finds himself on the catwalk. The film sets out... See full summary »
Director: David Gleeson | Stars: Michael Legge, Allen Leech, Amy Shiels, David Murray
Votes: 2,600 | Gross: $0.03M
42. Beloved (2011)
Not Rated | 133 min | Comedy, Drama, Musical
In London, a mother and daughter navigate their respective romances: Madeline rekindles an affair from thirty years earlier, while her daughter Vera is caught between a musician who cannot commit and her ex, who still pines for her.
Director: Christophe Honoré | Stars: Catherine Deneuve, Ludivine Sagnier, Chiara Mastroianni, Paul Schneider
Votes: 2,579 | Gross: $0.12M
43. Hideaway (2009)
Unrated | 88 min | Drama
Mousse and Louis are young, beautiful, rich and in love. But drugs have invaded their lives. One day, they overdose and Louis dies. Mousse survives, but soon learns she's pregnant. Feeling ... See full summary »
Director: François Ozon | Stars: Isabelle Carré, Louis-Ronan Choisy, Pierre Louis-Calixte, Melvil Poupaud
Votes: 2,973 | Gross: $0.03M
44. Life: Love on the Line (2020)
29 min | Drama, Romance
Two boys meet by chance when both attempt to walk along the white line on the sidewalk. As they become drawn together and choose to walk side by side, how will their unchanging feelings co-exist within a world of changing realities?
Stars: Jin Shirasu, Fujiko Kojima, Shiori Doi, Raiku
Votes: 1,053
45. This Guy's in Love with U Mare! (2012)
Unrated | 105 min | Comedy, Romance
This Guy's in Love with U, Mare! is about an unlikely love triangle. When Lester (Vice Ganda) catches his boyfriend Mike (Luis Manzano) proposing marriage to Gemma (Toni Gonzaga), it seems ... See full summary »
Director: Wenn V. Deramas | Stars: Vice Ganda, Toni Gonzaga, Luis Manzano, Tessie Tomas
Votes: 209
46. The Outs (2012– )
Short, Drama
A web series centered around a broken couple, Jack and Mitchell. It depicts the events before, during, and after the break-up. An interesting turn of events follows in this romantic drama portrayed in a non-linear fashion.
Stars: Adam Goldman, Hunter Canning, Sasha Winters, Tommy Heleringer
Votes: 619
47. John Apple Jack (2013)
TV-MA | 89 min | Comedy, Drama, Romance
A playboy learns to love, while a virgin learns to live -- a queer romantic comedy set inside the restaurant industry... 'John Apple Jack' brings East and West together to create one ... See full summary »
Director: Monika Mitchell | Stars: Chris McNally, Kent S. Leung, McKenzi Scott, Drummond Macdougall
Votes: 599
48. Outrageous! (1977)
R | 96 min | Comedy, Drama
A story about a female impersonator who rooms with a pregnant schizophrenic.
Director: Richard Benner | Stars: Craig Russell, Hollis McLaren, Richert Easley, Allan Moyle
Votes: 1,028
49. Lulli (2021)
TV-14 | 90 min | Comedy, Romance
After getting electrocuted by an MRI machine, an ambitious young medical student begins to hear the thoughts of others.
Director: César Rodrigues | Stars: Larissa Manoela, Vinícius Redd, Amanda de Godoi, Sergio Malheiros
Votes: 1,833
50. Scenes from a Gay Marriage (2012)
Not Rated | 83 min | Comedy, Drama, Romance
A recently single man finds solace in his upstairs neighbors' seemingly perfect relationship - until he suspects one of them is cheating.
Director: Matt Riddlehoover | Stars: Matt Riddlehoover, Carson Nicely, Cliff Burr, Thashana McQuiston
Votes: 1,498