Most Popular Older Man Younger Woman Relationship Movies and TV Shows
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
2. Baby Driver (2017)
R | 112 min | Action, Crime, Drama
After being coerced into working for a crime boss, a young getaway driver finds himself taking part in a heist doomed to fail.
Votes: 359,968 | Gross: $107.83M
3. The Big Lebowski (1998)
R | 117 min | Comedy, Crime
Jeff "The Dude" Lebowski, mistaken for a millionaire of the same name, seeks restitution for his ruined rug and enlists his bowling buddies to help get it.
Votes: 661,451 | Gross: $17.50M
R | 115 min | Crime, Drama
A mother personally challenges the local authorities to solve her daughter's murder when they fail to catch the culprit.
Votes: 340,769 | Gross: $54.51M
5. Movie 43 (2013)
R | 94 min | Comedy
A series of interconnected short films follows a washed-up producer as he pitches insane story lines featuring some of the biggest stars in Hollywood.
Directors: Elizabeth Banks, Steven Brill, Steve Carr, Rusty Cundieff, James Duffy, Griffin Dunne, Peter Farrelly, Patrik Forsberg, Will Graham, James Gunn, Brett Ratner, Jonathan van Tulleken, Bob Odenkirk | Stars: Emma Stone, Stephen Merchant, Richard Gere, Liev Schreiber
Votes: 92,693 | Gross: $8.83M
7. Léon: The Professional (1994)
R | 110 min | Action, Crime, Drama
Mathilda, a 12-year-old girl, is reluctantly taken in by Léon, a professional assassin, after her family is murdered. Léon and Mathilda form an unusual relationship, as she becomes his protégée and learns the assassin's trade.
Votes: 921,605 | Gross: $19.50M
8. Book Club (I) (2018)
PG-13 | 104 min | Comedy, Drama, Romance
Four lifelong friends have their lives forever changed after reading 50 Shades of Grey in their monthly book club.
Votes: 18,314 | Gross: $68.57M
9. Just Go with It (2011)
PG-13 | 117 min | Comedy, Romance
On a weekend trip to Hawaii, a plastic surgeon convinces his loyal assistant to pose as his soon-to-be-divorced wife in order to cover up a careless lie he told to his much-younger girlfriend.
Votes: 200,411 | Gross: $103.03M
13. Eternal Sunshine of the Spotless Mind (2004)
R | 108 min | Drama, Romance, Sci-Fi
When their relationship turns sour, a couple undergoes a medical procedure to have each other erased from their memories.
Votes: 822,396 | Gross: $34.40M
14. The Curious Case of Benjamin Button (2008)
PG-13 | 166 min | Drama, Fantasy, Romance
Tells the story of Benjamin Button, a man who starts aging backwards with bizarre consequences.
Votes: 537,901 | Gross: $127.51M
15. Dark Shadows (2012)
PG-13 | 113 min | Comedy, Fantasy, Horror
An imprisoned vampire, Barnabas Collins, is set free and returns to his ancestral home, where his dysfunctional descendants are in need of his protection.
Votes: 229,277 | Gross: $79.73M
16. Sin City (2005)
R | 124 min | Crime, Thriller
A film that explores the dark and miserable town, Basin City, and tells the story of three different people, all caught up in violent corruption.
Votes: 714,466 | Gross: $74.10M
17. Oldboy (2003)
R | 120 min | Action, Drama, Mystery
After being kidnapped and imprisoned for fifteen years, Oh Dae-Su is released, only to find that he must find his captor in five days.
Votes: 456,919 | Gross: $0.71M
19. Gone with the Wind (1939)
Passed | 238 min | Drama, History, Romance
A manipulative woman and a roguish man conduct a turbulent romance during the American Civil War and Reconstruction periods.
Votes: 263,578 | Gross: $198.68M
20. The Girl with the Dragon Tattoo (2011)
R | 158 min | Crime, Drama, Mystery
Journalist Mikael Blomkvist is aided in his search for a woman who has been missing for forty years by Lisbeth Salander, a young computer hacker.
Votes: 386,808 | Gross: $102.52M
22. Atonement (2007)
R | 123 min | Drama, Mystery, Romance
Fledgling writer Briony Tallis, as a thirteen-year-old, irrevocably changes the course of several lives when she accuses her older sister's lover of a crime he did not commit.
Votes: 227,908 | Gross: $50.93M
23. The Other Woman (2014)
PG-13 | 109 min | Comedy, Romance
After discovering her boyfriend is married, Carly soon meets the wife he's been betraying. And when yet another love affair is discovered, all three women team up to plot revenge on the three-timing S.O.B.
Votes: 122,637 | Gross: $83.91M
24. Phantom Thread (2017)
R | 130 min | Drama, Romance
Set in 1950s London, Reynolds Woodcock is a renowned dressmaker whose fastidious life is disrupted by a young, strong-willed woman, Alma, who becomes his muse and lover.
Votes: 85,442 | Gross: $21.02M
25. The Phantom of the Opera (2004)
PG-13 | 143 min | Drama, Musical, Romance
A young soprano becomes the obsession of a disfigured and murderous musical genius who lives beneath the Paris Opéra House.
Votes: 109,469 | Gross: $51.27M
26. Colette (I) (2018)
R | 111 min | Biography, Drama, History
Colette is pushed by her husband to write novels under his name. Upon their success, she fights to make her talents known, challenging gender norms.
Votes: 11,788 | Gross: $5.14M
27. Almost Famous (2000)
R | 122 min | Adventure, Comedy, Drama
A high-school boy is given the chance to write a story for Rolling Stone Magazine about an up-and-coming rock band as he accompanies them on their concert tour.
Votes: 234,432 | Gross: $32.53M
28. 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.
Votes: 145,926 | Gross: $31.97M
31. Mildred Pierce (1945)
Passed | 111 min | Crime, Drama, Film-Noir
A hard-working mother inches towards disaster as she divorces her husband and starts a successful restaurant business to support her spoiled daughter.
32. Sense and Sensibility (1995)
PG | 136 min | Drama, Romance
Rich Mr. Dashwood dies, leaving his second wife and her three daughters poor by the rules of inheritance. The two eldest daughters are the titular opposites.
Votes: 91,910 | Gross: $43.18M
33. Assassination Nation (2018)
R | 108 min | Action, Comedy, Crime
After a malicious data hack exposes the secrets of the perpetually American town of Salem, chaos decends and four girls must fight to survive, while coping with the hack themselves.
Votes: 8,856 | Gross: $1.96M
34. As Good as It Gets (1997)
PG-13 | 139 min | Comedy, Drama, Romance
A single mother and waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.
Votes: 253,609 | Gross: $148.48M
35. Jackie Brown (1997)
R | 154 min | Crime, Drama, Thriller
A middle-aged woman finds herself in the middle of a huge conflict that will either make her a profit or cost her life.
Votes: 280,065 | Gross: $39.67M
36. Vertigo (1958)
PG | 128 min | Mystery, Romance, Thriller
A former police detective juggles wrestling with his personal demons and becoming obsessed with a hauntingly beautiful woman.
Votes: 319,132 | Gross: $3.20M
37. The Girl with the Dragon Tattoo (2009)
R | 152 min | Crime, Drama, Mystery
A journalist is aided by a young female hacker in his search for the killer of a woman who has been dead for forty years.
Votes: 197,599 | Gross: $10.10M
38. First Reformed (2017)
R | 113 min | Drama, Mystery, Thriller
A minister of a small congregation in upstate New York grapples with mounting despair brought on by tragedy, worldly concerns and a tormented past.
Votes: 33,020 | Gross: $3.45M
39. A Cure for Wellness (2016)
R | 146 min | Drama, Fantasy, Horror
An ambitious young executive is sent to retrieve his company's CEO from an idyllic but mysterious "wellness center" at a remote location in the Swiss Alps, but soon suspects that the spa's treatments are not what they seem.
Votes: 70,605 | Gross: $8.11M
40. Nymphomaniac: Vol. II (2013)
Not Rated | 124 min | Drama
The continuation of Joe's sexually dictated life delves into the darker aspects of her adulthood, obsessions and what led to her being in Seligman's care.
Votes: 78,645 | Gross: $0.33M
41. Rear Window (1954)
PG | 112 min | Mystery, Thriller
A wheelchair-bound photographer spies on his neighbors from his apartment window and becomes convinced one of them has committed murder.
Votes: 397,342 | Gross: $36.76M
42. Up in the Air (I) (2009)
R | 109 min | Comedy, Drama, Romance
Ryan Bingham enjoys living out of a suitcase for his job, travelling around the country firing people, but finds that lifestyle threatened by the presence of a potential love interest, and a new hire.
Votes: 300,446 | Gross: $83.82M
43. No Strings Attached (I) (2011)
R | 108 min | Comedy, Romance
A guy and girl try to keep their relationship strictly physical, but it's not long before they learn that they want something more.
Votes: 197,192 | Gross: $70.66M
44. Support the Girls (2018)
R | 93 min | Comedy, Drama
The general manager at a highway-side ''sports bar with curves" has her incurable optimism and faith, in her girls, her customers, and herself, tested over the course of a long, strange day.
Votes: 4,380 | Gross: $0.13M
46. Monster's Ball (2001)
R | 111 min | Drama, Romance
After a family tragedy, a racist prison guard reexamines his attitudes while falling in love with the African American wife of the last prisoner he executed.
Votes: 78,572 | Gross: $31.25M
47. The Glass Castle (2017)
PG-13 | 127 min | Biography, Drama
A young girl comes of age in a dysfunctional family of nonconformist nomads with a mother who's an eccentric artist and an alcoholic father who would stir the children's imagination with hope as a distraction to their poverty.
Votes: 23,356 | Gross: $17.27M
48. Enter the Void (2009)
Not Rated | 161 min | Drama, Fantasy
A French drug dealer living in Tokyo is betrayed by his best friend and killed in a drug deal. His soul, observing the repercussions of his death, seeks resurrection.
Votes: 60,924 | Gross: $0.34M
49. Fracture (2007)
R | 113 min | Crime, Drama, Mystery
An attorney intent on climbing the career ladder toward success, finds an unlikely opponent in a manipulative criminal he is trying to prosecute.
Votes: 168,737 | Gross: $39.02M
50. Last Tango in Paris (1972)
NC-17 | 129 min | Drama, Romance
A young Parisian woman meets a middle-aged American businessman who demands their clandestine relationship be based only on sex.
Votes: 44,907 | Gross: $36.14M