Most Popular "Older Man Younger Woman Relationship" Titles
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
3. 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.
4. The Big Lebowski (1998)
R | 117 min | Comedy, Crime
"The Dude" Lebowski, mistaken for a millionaire Lebowski, seeks restitution for his ruined rug and enlists his bowling buddies to help get it.
5. 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.
7. 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.
8. The Diary of a Teenage Girl (2015)
R | 102 min | Drama, Romance
A teen artist living in 1970s San Francisco enters into an affair with her mother's boyfriend.
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.
10. Far from the Madding Crowd (2015)
PG-13 | 119 min | Drama, Romance
In Victorian England, the independent and headstrong Bathsheba Everdene attracts three very different suitors: Gabriel Oak, a sheep farmer; Frank Troy, a reckless Sergeant; and William Boldwood, a prosperous and mature bachelor.
11. 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.
12. Rome (2005–2007)
TV-MA | 90 min | Action, Drama, History
A down-to-earth account of the lives of both illustrious and ordinary Romans set in the last days of the Roman Republic.
13. Oldboy (2003)
R | 120 min | Drama, Mystery, Thriller
After being kidnapped and imprisoned for 15 years, Oh Dae-Su is released, only to find that he must find his captor in 5 days.
14. 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.
15. Atonement (2007)
R | 123 min | Drama, Mystery, Romance
Fledgling writer Briony Tallis, as a 13-year-old, irrevocably changes the course of several lives when she accuses her older sister's lover of a crime he did not commit. Based on the British romance novel by Ian McEwan.
16. 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.
17. 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.
19. Gone with the Wind (1939)
G | 238 min | Drama, Romance, War
A manipulative Southern belle carries on a turbulent affair with a blockade runner during the American Civil War.
20. 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.
21. 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 it on their concert tour.
22. 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.
23. 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.
25. 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.
26. Up in the Air (I) (2009)
R | 109 min | Drama, Romance
With a job traveling around the country firing people, Ryan Bingham enjoys his life living out of a suitcase, but finds that lifestyle threatened by the presence of a new hire and a potential love interest.
27. 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.
28. Jane Eyre (2011)
PG-13 | 120 min | Drama, Romance
A mousy governess who softens the heart of her employer soon discovers that he's hiding a terrible secret.
30. 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 in an accident.
32. 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.
33. Rear Window (1954)
Approved | 112 min | Mystery, Thriller
A wheelchair-bound photographer spies on his neighbours from his apartment window and becomes convinced one of them has committed murder.
34. 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.
35. 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.
37. Enter the Void (2009)
Not Rated | 161 min | Drama, Fantasy
A U.S. 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.
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.
39. 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.
40. Adventureland (2009)
R | 107 min | Comedy, Drama, Romance
In the summer of 1987, a college graduate takes a 'nowhere' job at his local amusement park, only to find it's the perfect course to get him prepared for the real world.
42. Super (I) (2010)
R | 96 min | Comedy, Crime, Drama
After his wife falls under the influence of a drug dealer, an everyday guy transforms himself into Crimson Bolt, a superhero with the best intentions, but lacking in heroic skills.
43. An Education (2009)
PG-13 | 100 min | Drama
A coming-of-age story about a teenage girl in 1960s suburban London, and how her life changes with the arrival of a playboy nearly twice her age.
44. Young & Beautiful (2013)
Not Rated | 95 min | Drama
After losing her virginity, Isabelle takes up a secret life as a call girl, meeting her clients for hotel-room trysts. Throughout, she remains curiously aloof, showing little interest in the encounters themselves or the money she makes.
45. 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.
46. The Joneses (2009)
R | 96 min | Comedy, Drama
A seemingly perfect family moves into a suburban neighborhood, but when it comes to the truth as to why they're living there, they don't exactly come clean with their neighbors.
47. Sabrina (1954)
Unrated | 113 min | Comedy, Drama, Romance
A playboy becomes interested in the daughter of his family's chauffeur. But it's his more serious brother who would be the better man for her.
48. Beautiful Girls (1996)
R | 112 min | Comedy, Drama, Romance
A piano player at a crossroads in his life returns home to his friends and their own problems with life and love.
50. 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.