Most Popular "Older Man Younger Woman Relationship" Titles
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
2. Eternal Sunshine of the Spotless Mind (2004)
R | 108 min | Drama, Romance, Sci-Fi
When their relationship turns sour, a couple undergoes a procedure to have each other erased from their memories. But it is only through the process of loss that they discover what they had to begin with.
Votes: 702,415 | Gross: $34.13M
3. Léon: The Professional (1994)
R | 110 min | Crime, Drama, Thriller
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: 765,114 | Gross: $32.35M
5. The Big Lebowski (1998)
R | 117 min | Comedy, Crime, Mystery
"The Dude" Lebowski, mistaken for a millionaire Lebowski, seeks restitution for his ruined rug and enlists his bowling buddies to help get it.
Votes: 565,064 | Gross: $17.44M
6. Dirty Grandpa (2016)
R | 102 min | Comedy
Right before his wedding, an uptight guy is tricked into driving his grandfather, a lecherous former Army Lieutenant-Colonel, to Florida for spring break.
Votes: 69,228 | Gross: $35.54M
9. 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: 342,796 | Gross: $102.52M
10. 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: 678,714 | Gross: $74.10M
11. Oldeuboi (2003)
R | 120 min | Drama, Mystery, Thriller
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: 376,950 | Gross: $2.18M
12. 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: 477,313 | Gross: $127.49M
14. 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: 199,798 | Gross: $50.92M
15. 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: 179,277 | Gross: $103.03M
16. Gone with the Wind (1939)
G | 238 min | Drama, History, Romance
A manipulative Southern belle carries on a turbulent affair with a blockade runner during the American Civil War.
Votes: 224,951 | Gross: $198.66M
18. 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: 145,891 | Gross: $39.00M
20. Up in the Air (I) (2009)
R | 109 min | Drama, Romance
Ryan Bingham enjoys living out of a suitcase for his job traveling around the country firing people, but finds that lifestyle threatened by the presence of a potential love interest and a new hire.
Votes: 277,090 | Gross: $83.81M
22. Focus (II) (2015)
R | 105 min | Comedy, Crime, Drama
In the midst of veteran con man Nicky's latest scheme, a woman from his past - now an accomplished femme fatale - shows up and throws his plans for a loop.
Votes: 162,026 | Gross: $53.85M
23. Nymphomaniac: Vol. II (2013)
Not Rated | 123 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: 63,852 | Gross: $0.33M
24. Secretary (2002)
R | 104 min | Comedy, Drama, Romance
A young woman, recently released from a mental hospital, gets a job as a secretary to a demanding lawyer, where their employer-employee relationship turns into a sexual, sadomasochistic one.
Votes: 70,077 | Gross: $4.05M
25. 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: 213,637 | Gross: $32.52M
R | 160 min | Biography, Crime, Drama
Robert Ford, who's idolized Jesse James since childhood, tries hard to join the reforming gang of the Missouri outlaw, but gradually becomes resentful of the bandit leader.
Votes: 141,155 | Gross: $3.90M
27. 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: 175,467 | Gross: $70.63M
28. Guess Who's Coming to Dinner (1967)
Unrated | 108 min | Comedy, Drama
A couple's attitudes are challenged when their daughter introduces them to her African American fiancé.
Votes: 30,207 | Gross: $56.70M
30. 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: 131,635 | Gross: $31.97M
31. Vertigo (1958)
PG | 128 min | Mystery, Romance, Thriller
A San Francisco detective suffering from acrophobia investigates the strange activities of an old friend's wife, all the while becoming dangerously obsessed with her.
Votes: 262,866 | Gross: $3.20M
33. 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: 81,142 | Gross: $42.70M
34. 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: 206,574 | Gross: $79.71M
35. As Good as It Gets (1997)
PG-13 | 139 min | Comedy, Drama, Romance
A single mother/waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.
Votes: 230,954 | Gross: $147.64M
36. Ghost World (2001)
R | 111 min | Comedy, Drama
With only the plan of moving in together after high school, two unusually devious friends seek direction in life. As a mere gag, they respond to a man's newspaper ad for a date, only to find it will greatly complicate their lives.
Votes: 98,883 | Gross: $6.20M
37. 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: 109,101 | Gross: $83.91M
38. Imitation of Life (1959)
Not Rated | 125 min | Drama
A struggling young actress with a six year-old daughter sets up housekeeping with a homeless black widow and her light-skinned eight year-old daughter who rejects her mother by trying to pass for white.
39. Jackie Brown (1997)
R | 154 min | Crime, 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: 248,611 | Gross: $39.65M
41. The Girl with the Dragon Tattoo (2009)
R | 152 min | Crime, Drama, Mystery
A journalist is aided in his search for a woman who has been missing -- or dead -- for forty years by a young female hacker.
Votes: 179,816 | Gross: $10.10M
44. Insomnia (2002)
R | 118 min | Drama, Mystery, Thriller
Two Los Angeles homicide detectives are dispatched to a northern town where the sun doesn't set to investigate the methodical murder of a local teen.
Votes: 226,355 | Gross: $67.26M
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: 72,982 | Gross: $31.25M
47. The 'Burbs (1989)
PG | 101 min | Comedy, Mystery, Thriller
An overstressed suburbanite and his fellow neighbors are convinced that the new family on the block are part of a murderous cult.
Votes: 53,535 | Gross: $36.60M
49. Babel (I) (2006)
R | 143 min | Drama
Tragedy strikes a married couple on vacation in the Moroccan desert, touching off an interlocking story involving four different families.
Votes: 250,532 | Gross: $34.30M
50. We Are Your Friends (2015)
R | 96 min | Drama, Music, Romance
Caught between a forbidden romance and the expectations of his friends, aspiring DJ Cole Carter attempts to find the path in life that leads to fame and fortune.
Votes: 24,553 | Gross: $3.59M