Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "older-man-younger-woman-relationship"
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2. Once Upon a Time... In Hollywood (2019)
R | 161 min | Comedy, Drama
A faded television actor and his stunt double strive to achieve fame and success in the final years of Hollywood's Golden Age in 1969 Los Angeles.
Votes: 644,197 | Gross: $142.50M
3. 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. An unusual relationship forms as she becomes his protégée and learns the assassin's trade.
Votes: 1,086,104 | Gross: $19.50M
4. Halloween III: Season of the Witch (1982)
R | 98 min | Horror, Mystery, Sci-Fi
Kids all over America want Silver Shamrock masks for Halloween. Doctor Daniel Challis seeks to uncover a plot by Silver Shamrock owner Conal Cochran.
Votes: 47,957 | Gross: $14.40M
5. 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: 543,278 | Gross: $0.71M
6. 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: 441,841 | Gross: $102.52M
7. Mulholland Drive (2001)
R | 147 min | Drama, Mystery, Thriller
After a car wreck on the winding Mulholland Drive renders a woman amnesiac, she and a perky Hollywood-hopeful search for clues and answers across Los Angeles in a twisting venture beyond dreams and reality.
Votes: 338,680 | Gross: $7.22M
8. Baby Driver (2017)
R | 113 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: 480,455 | Gross: $107.83M
9. Atonement (2007)
R | 123 min | Drama, Mystery, Romance
Thirteen-year-old fledgling writer Briony Tallis irrevocably changes the course of several lives when she accuses her older sister's lover of a crime he did not commit.
Votes: 263,699 | Gross: $50.93M
10. 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: 255,736 | Gross: $79.73M
12. The Big Lebowski (1998)
R | 117 min | Comedy, Crime, Sport
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: 768,519 | Gross: $17.50M
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: 951,372 | Gross: $34.40M
14. Three Billboards Outside Ebbing, Missouri (2017)
R | 115 min | Comedy, Crime, Drama
A mother personally challenges the local authorities to solve her daughter's murder when they fail to catch the culprit.
Votes: 468,438 | Gross: $54.51M
15. Fast Times at Ridgemont High (1982)
R | 90 min | Comedy, Drama
A group of Southern California high school students are enjoying their most important subjects: sex, drugs, and rock n' roll.
Votes: 100,319 | Gross: $27.09M
16. Almost Famous (2000)
R | 122 min | Adventure, Comedy, Drama
A high-school boy in the early 1970s 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: 265,652 | Gross: $32.53M
17. One Hour Photo (2002)
R | 96 min | Drama, Thriller
A mentally unstable photo developer targets a middle-class family after his obsession with them becomes more sick and disturbing than any of them could imagine.
Votes: 119,212 | Gross: $31.60M
18. 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: 287,951 | Gross: $148.48M
19. Sin City (2005)
R | 124 min | Crime, Thriller
An exploration of the dark and miserable Basin City and three of its residents, all of whom are caught up in violent corruption.
Votes: 750,873 | Gross: $74.10M
21. Rumor Has It... (2005)
PG-13 | 97 min | Comedy, Drama, Romance
Sarah Huttinger is a woman who learns that her family was the inspiration for the book and film "The Graduate" -- and that she just might be the offspring of the well-documented event.
Votes: 56,376 | Gross: $43.00M
22. Jackie Brown (1997)
R | 154 min | Crime, Drama, Thriller
A flight attendant with a criminal past gets nabbed by the FBI for smuggling. Under pressure to become an informant against the drug dealer she works for, she must find a way to secure her future without getting killed.
Votes: 331,967 | Gross: $39.67M
23. Secretary (2002)
R | 107 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: 88,118 | Gross: $4.06M
24. Oldboy (2013)
R | 104 min | Action, Drama, Mystery
Obsessed with vengeance, a man sets out to find out why he was kidnapped and locked into solitary confinement for twenty years without reason.
Votes: 72,169 | Gross: $2.19M
25. Home Again (2017)
PG-13 | 97 min | Comedy, Drama, Romance
Life for a single mom in Los Angeles takes an unexpected turn when she allows three young guys to move in with her.
Votes: 30,720 | Gross: $27.02M
28. Vertigo (1958)
PG | 128 min | Mystery, Romance, Thriller
A former San Francisco police detective juggles wrestling with his personal demons and becoming obsessed with the hauntingly beautiful woman he has been hired to trail, who may be deeply disturbed.
Votes: 383,570 | Gross: $3.20M
29. 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 title opposites.
Votes: 109,646 | Gross: $43.18M
30. The 'Burbs (1989)
PG | 102 min | Comedy, Mystery, Thriller
An overstressed suburbanite and his neighbors are convinced that the new family on the block are part of a murderous Satanic cult.
Votes: 72,153 | Gross: $36.60M
31. 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: 302,210 | Gross: $198.68M
32. 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: 231,810 | Gross: $53.86M
34. 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: 120,725 | Gross: $21.02M
35. 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: 231,061 | Gross: $103.03M
36. Songbird (II) (2020)
PG-13 | 84 min | Drama, Sci-Fi, Thriller
In 2024 a pandemic ravages the world and its cities. Centering on a handful of people as they navigate the obstacles currently hindering society: disease, martial law, quarantine, and vigilantes.
37. The Howling (1981)
R | 91 min | Horror
After a bizarre and near deadly encounter with a serial killer, a television newswoman is sent to a remote mountain resort whose residents may not be what they seem.
Votes: 33,320 | Gross: $17.99M
38. 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: 102,634 | Gross: $8.83M
40. 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: 212,802 | Gross: $10.10M
41. Monster's Ball (2001)
R | 111 min | Drama, Romance
After a family tragedy, a racist prison guard re-examines his attitudes while falling in love with the African-American wife of the last prisoner he executed.
Votes: 86,607 | Gross: $31.25M
43. 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: 285,077 | Gross: $67.36M
44. Lady Macbeth (2016)
R | 89 min | Drama, Romance
In 19th-century rural England, a young bride who has been sold into marriage discovers an unstoppable desire within herself as she enters into an affair with a worker on her estate.
Votes: 21,794 | Gross: $1.13M
46. Audition (1999)
R | 115 min | Drama, Horror, Mystery
A widower takes an offer to screen girls at a special audition, arranged for him by a friend to find him a new wife. The one he fancies is not who she appears to be after all.
47. The Kid Detective (2020)
R | 100 min | Comedy, Drama, Mystery
A once-celebrated kid detective, now 32, continues to solve the same trivial mysteries between hangovers and bouts of self-pity. Until a naive client brings him his first 'adult' case, to find out who brutally murdered her boyfriend.
48. Enter the Void (2009)
Not Rated | 161 min | Drama, Fantasy
An American 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: 75,513 | Gross: $0.34M
50. In the Line of Fire (1993)
R | 128 min | Action, Crime, Drama
Secret Service agent Frank Horrigan (Clint Eastwood) couldn't save Kennedy, but he's determined not to let a clever assassin take out this president.
Votes: 98,657 | Gross: $102.31M