Most Popular "Older Man Younger Woman Relationship" Titles
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
1. Café Society (2016)
PG-13 | 96 min | Comedy, Drama, Romance
In the 1930s, a young Bronx native moves to Hollywood, where he falls in love with the secretary of his powerful uncle, an agent to the stars. After returning to New York, he is swept up in... See full summary »
Votes: 16,030 | Gross: $10.89M
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.
Votes: 543,425 | Gross: $17.44M
5. 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: 734,541 | Gross: $32.35M
6. Eternal Sunshine of the Spotless Mind (2004)
R | 108 min | Drama, Fantasy, Romance
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: 674,770 | Gross: $34.13M
7. 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: 333,233 | Gross: $102.52M
8. 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: 152,885 | Gross: $53.85M
9. 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: 661,515 | Gross: $74.10M
11. 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.
Votes: 360,843 | Gross: $2.18M
13. 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: 463,374 | Gross: $127.49M
14. 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: 105,778 | Gross: $83.91M
15. 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.
Votes: 208,942 | Gross: $32.52M
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: 217,355 | Gross: $198.66M
17. 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: 174,437 | Gross: $103.03M
18. 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: 194,494 | Gross: $50.92M
20. 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: 200,775 | Gross: $79.71M
21. 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: 128,619 | Gross: $31.97M
24. 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.
Votes: 30,589 | Gross: $12.23M
25. 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.
Votes: 319,704 | Gross: $24.50M
26. 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: 22,016 | Gross: $3.59M
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: 170,212 | Gross: $70.63M
29. 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: 60,082 | Gross: $0.33M
30. 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: 96,778 | Gross: $6.20M
31. 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: 245,348 | Gross: $34.30M
32. 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: 251,936 | Gross: $3.20M
33. 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: 175,902 | Gross: $10.10M
34. 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: 241,583 | Gross: $39.65M
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: 137,275 | Gross: $3.90M
36. 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: 140,709 | Gross: $39.00M
38. 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: 68,362 | Gross: $4.05M
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.
Votes: 220,771 | Gross: $67.26M
40. 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.
Votes: 271,713 | Gross: $83.81M
42. 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: 79,040 | Gross: $42.70M
43. 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: 226,063 | Gross: $147.64M
44. The Best Offer (2013)
R | 131 min | Crime, Drama, Mystery
In the world of high-end art auctions and antiques, Virgil Oldman is an elderly and esteemed but eccentric genius art-expert, known and appreciated by the world. Oldman is hired by a ... See full summary »
Votes: 70,872 | Gross: $0.09M
45. I Saw the Light (2015)
R | 123 min | Biography, Drama, Music
The story of the country-western singer Hank Williams, who in his brief life created one of the greatest bodies of work in American music. The film chronicles his rise to fame and its tragic effect on his health and personal life.
Votes: 2,490 | Gross: $1.65M
47. 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.
Votes: 132,355 | Gross: $16.03M
48. The 'Burbs (1989)
PG | 101 min | Comedy, Mystery, Thriller
An overstressed suburbanite and two of his neighbors struggle to prove their paranoid theory that the new family on the block are part of a murderous cult.
Votes: 51,656 | Gross: $36.60M
50. It's Complicated (2009)
R | 120 min | Comedy, Drama, Romance
When attending their son's college graduation, a couple reignite the spark in their relationship. But the complicated fact is they're divorced and he's remarried.
Votes: 70,332 | Gross: $112.70M