Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "older-woman-younger-man-romance"

1. Harold and Maude (1971)

PG | 91 min | Comedy, Drama, Romance

Young, rich, and obsessed with death, Harold finds himself changed forever when he meets lively septuagenarian Maude at a funeral.

Director: Hal Ashby | Stars: Ruth Gordon, Bud Cort, Vivian Pickles, Cyril Cusack

Votes: 81,862

2. Barb and Star Go to Vista Del Mar (2021)

PG-13 | 107 min | Comedy, Fantasy

Lifelong friends Barb and Star embark on the adventure of a lifetime when they decide to leave their small Midwestern town for the first time - ever.

Director: Josh Greenbaum | Stars: Kristen Wiig, Annie Mumolo, Jamie Dornan, Damon Wayans Jr.

Votes: 20,035

3. The Devil's Backbone (2001)

R | 106 min | Drama, Horror, Thriller

After Carlos - a 12-year-old whose father has died in the Spanish Civil War - arrives at an ominous boys' orphanage, he discovers the school is haunted and has many dark secrets which he must uncover.

Director: Guillermo del Toro | Stars: Marisa Paredes, Eduardo Noriega, Federico Luppi, Fernando Tielve

Votes: 71,020 | Gross: $0.75M

4. Dirty Teacher (2013 TV Movie)

TV-14 | 85 min | Drama, Mystery, Thriller

A high school senior becomes the victim of an elaborate frame-up after learning that her boyfriend is sleeping with their teacher.

Director: Doug Campbell | Stars: Josie Davis, Kelcie Stranahan, Cameron Deane Stewart, Darlene Vogel

Votes: 2,154

5. 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

6. Ali: Fear Eats the Soul (1974)

Not Rated | 92 min | Drama, Romance

A lonely widow meets a much younger Moroccan worker in a bar during a rainstorm. They fall in love, to their own surprise and to the outright shock of their families, colleagues, and drinking buddies.

Director: Rainer Werner Fassbinder | Stars: Brigitte Mira, El Hedi ben Salem, Barbara Valentin, Irm Hermann

Votes: 23,865

7. Gold Digger (2019)

60 min | Thriller

A wealthy older woman falls in love with a younger man, but is the relationship all that it seems?

Stars: Karla-Simone Spence, Julia Ormond, Ben Barnes, Sebastian Armesto

Votes: 3,321

8. Rich and Famous (1981)

R | 117 min | Drama

Liz and Merry become BFFs in college. A decade later, Liz is a serious writer with writer's block, and Merry is a homemaker and a mom who has written a novel. Other bestsellers, riches, and fame follow.

Director: George Cukor | Stars: Jacqueline Bisset, Candice Bergen, David Selby, Hart Bochner

Votes: 2,053 | Gross: $14.49M

9. The Young Lovers (2021)

114 min | Drama, Romance

Two lovers meet 15 years after the first encounter, in the corridor of a hospital. She's 71, he's 45. Opposed but mesmerized by each other, they reconnect. Widow, mother, grand-mother, Shauna wants to reaffirm she's a woman after all.

Director: Carine Tardieu | Stars: Fanny Ardant, Melvil Poupaud, Cécile de France, Florence Loiret Caille

Votes: 864

10. Ray Meets Helen (2017)

100 min | Drama, Fantasy, Romance

In bizarre, unrelated turns of events, Ray and Helen each happen upon large sums of money which give them the chance to re-invent themselves.

Director: Alan Rudolph | Stars: Keith Carradine, Sondra Locke, Keith David, Samantha Mathis

Votes: 243

11. Goodbye Again (1961)

Not Rated | 120 min | Drama, Romance

A successful business woman, dissatisfied with her current, philandering lover, starts an affair with a much younger man.

Director: Anatole Litvak | Stars: Ingrid Bergman, Yves Montand, Anthony Perkins, Jessie Royce Landis

Votes: 3,122

12. Angela (1977)

91 min | Drama

A war vet finds out that a former prostitute had his baby. Doubting it's his, he gives it away, so she reports him. Twenty years later, she still wants to find her son. She meets a young man and falls in love, but the vet's prison term ends.

Director: Boris Sagal | Stars: Sophia Loren, Steve Railsback, John Vernon, John Huston

Votes: 212

13. Dancing at the Harvest Moon (2002 TV Movie)

TV-PG | 84 min | Drama, Romance

A betrayed wife (Jacqueline Bisset), whose husband leaves her after 25 years, returns to the lake where she first fell in love and begins an affair with the son (Eric Mabius) of her first love.

Director: Bobby Roth | Stars: Jacqueline Bisset, Eric Mabius, Susan Anspach, Nan Martin

Votes: 407

14. The Passion (1999– )

55 min | Drama

During a rural representation of The Passion of Christ, a young actor and a married costume designer start a romance.

Stars: Gina McKee, Juliet Cowan, Paul Nicholls, Alastair Galbraith

Votes: 137

15. Wrangler: Anatomy of an Icon (2008)

Not Rated | 85 min | Documentary, Biography

The outrageous story of 1970s porn icon Jack Wrangler, and how he rose to the top of the gay, and then straight, adult film industry.

Director: Jeffrey Schwarz | Stars: Jack Wrangler, Margaret Whiting, Robert Alvarez, Brooks Ashmanskas

Votes: 598

16. The Sugar Factory (1998)

91 min | Comedy, Drama, Romance

Harris becomes smitten with Helen, a divorced woman with two children, who allows him to babysit her kids. While in his charge, the little girl hides in a refrigerator during a game of ... See full summary »

Director: Robert Carter | Stars: Matt Day, Rhondda Findleton, Anthony Hayes, Michela Noonan

Votes: 85

17. Piteopaeneui gongshik (2005)

109 min | Drama

A teenager deals with life on his own as his mother lies in a coma.

Director: Chang-ho Cho | Stars: On Joo-Wan, Ok Ji-young, Kim Ho-jung, Park Min-ji

Votes: 131

18. Eine Liebe für den Frieden - Bertha von Suttner und Alfred Nobel (2014 TV Movie)

88 min | Biography, Drama, History

An unusual woman, a dramatic life: Bertha von Suttner never had it easy. Although she was born as Countess Kinsky and was highly educated, she and her family do not enjoy a good reputation.... See full summary »

Director: Urs Egger | Stars: Birgit Minichmayr, Sebastian Koch, Philipp Hochmair, Sona MacDonald

Votes: 144

19. Poor Liza (2000)

105 min | Drama

A beautiful peasant girl is romanced and abandoned by a young nobleman.

Director: Slava Tsukerman | Stars: Barbora Bobulova, Elena Doronina, Ben Gazzara, Lee Grant

Votes: 65

20. Fulfillment, Something Worth Remembering (1969)

R | 92 min | Drama, Romance

Johnny West is a recently discharged US Army soldier who returns to his hometown of Ermaville, Texas after a tour of duty in Vietnam where he decides, instead of working for a local oil ... See full summary »

Director: Charles M. Conner | Stars: Michael Stoddard, Nancy Zala, Merill Graham, Carlos Garcia

21. Dallas (1978–1991)
Episode: Peter's Principle (1984)

TV-PG | 49 min | Drama, Romance

Sue Ellen has to fight her own emotions to try and convince Peter that he should not jeopardize his future because of her. She is concerned that Peter might try something desperate and goes to his apartment to see him.

Director: Patrick Duffy | Stars: Barbara Bel Geddes, Patrick Duffy, Linda Gray, Larry Hagman

Votes: 113

22. Malcolm in the Middle (2000–2006)
Episode: Burning Man (2005)

TV-PG | 22 min | Comedy, Family

The family joins the Burning Man Festival, where Reese and Lois find creative freedom, Malcolm finds love, Hal finds a big audience and Dewey find himself doing all the chores.

Director: Peter Lauer | Stars: Jane Kaczmarek, Bryan Cranston, Christopher Masterson, Justin Berfield

Votes: 917

23. Dallas (1978–1991)
Episode: Offshore Crude (1984)

TV-PG | 50 min | Drama, Romance

J.R.'s capacity for double-dealing plumbs new depths as he sets Ewing Oil up for a risk-free ride in offshore oil exploration while setting up Cliff Barnes for a hard fall. Peter and Sue Ellen surreptitiously meet, as do Cliff and Merilee.

Director: Ray Danton | Stars: Barbara Bel Geddes, Patrick Duffy, Linda Gray, Larry Hagman

Votes: 112

24. Saturday Night Live (1975– )
Episode: Bryan Cranston/Kanye West (2010)

TV-14 | 90 min | Comedy, Music

America's premiere sketch-comedy show returns for its 36th season LIVE from Studio 8H in New York City. This season, the cast includes Fred Armisen, Abby Elliott, Bill Hader, Seth Meyers, ... See full summary »

Directors: Don Roy King, Jonathan Krisel, Akiva Schaffer | Stars: Fred Armisen, Abby Elliott, Bill Hader, Seth Meyers

Votes: 181