Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "gay-man-straight-woman-relationship"
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1. 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: 417,518 | Gross: $58.40M
2. 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: 60,235
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: 301,439 | Gross: $211.59M
4. 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: 125,743 | Gross: $40.83M
5. 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: 76,223 | Gross: $0.70M
6. 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: 36,699
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: 6,013
8. 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: 12,720
9. 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: 14,331
10. 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: 29,753
11. 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: 21,515 | Gross: $29.11M
12. 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: 3,710
13. 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: 5,098
14. 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: 13,657 | Gross: $14.82M
15. 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: 16,994
16. 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: 5,540
17. 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: 3,332
18. 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: 850
19. 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: 2,789
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: 3,097
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: 5,898
22. 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: 6,011 | Gross: $0.06M
23. 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: 1,267
24. 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: 846
25. 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: 3,306
26. 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: 3,314
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: 4,474
28. 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: 1,047
29. 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: 1,831
30. 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: 480
31. 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: 286
32. 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: 1,074
33. 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: 1,573
34. 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: 545
35. 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: 471 | Gross: $59.00M
36. 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
37. 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
38. 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: 2,578 | Gross: $0.12M
39. 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: 834
40. 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
41. 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
42. 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: 2,972 | Gross: $0.03M
43. 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
44. 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
45. 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
46. 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: 2,599 | Gross: $0.03M
47. 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
48. 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
49. Nothing But Flowers (2022)
Unrated | 75 min | Romance
Ash and Max must question the future of their relationship when Max gets accepted into a graduate school program. On their final night together, they relive moments of their past before they're interrupted by a surprise going away party.
Director: Nicolas Merrias | Stars: Austin Bosley, Andrew Folsom, Nina Kova, August Medina
Votes: 78
50. Man of the Year (1995)
86 min | Comedy, Romance
Mockumentary look at Playgirl Magazine centerfold and 1992 Man of the Year, Dirk Shafer, who kept it a secret from the magazine that he is gay. Most of the film is a fictionalized retelling... See full summary »
Director: Dirk Shafer | Stars: Vivian Paxton, Claudette Sutherland, Michael Ornstein, Cal Bartlett
Votes: 346