Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "older-woman-younger-man-relationship"
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1. Succession (2018–2023)
TV-MA | 60 min | Comedy, Drama
The Roy family is known for controlling the biggest media and entertainment company in the world. However, their world changes when their father steps down from the company.
Stars: Nicholas Braun, Brian Cox, Kieran Culkin, Peter Friedman
Votes: 272,429
2. Outlander (2014– )
TV-MA | 60 min | Drama, Fantasy, Romance
Claire Beauchamp Randall, a nurse in World War II, mysteriously goes back in time to Scotland in 1743. There, she meets a dashing Highland warrior and gets drawn into an epic rebellion.
Stars: Caitríona Balfe, Sam Heughan, Sophie Skelton, Richard Rankin
Votes: 178,963
3. The Idea of You (2024)
R | 115 min | Drama, Romance
Solène, a 40-year-old single mom, begins an unexpected romance with 24-year-old Hayes Campbell, the lead singer of August Moon, the hottest boy band on the planet.
Director: Michael Showalter | Stars: Anne Hathaway, Nicholas Galitzine, Ella Rubin, Annie Mumolo
Votes: 326
4. Arrested Development (2003–2019)
TV-14 | 22 min | Comedy
Level-headed son Michael Bluth takes over family affairs after his father is imprisoned. But the rest of his spoiled, dysfunctional family are making his job unbearable.
Stars: Jason Bateman, Michael Cera, Portia de Rossi, Will Arnett
Votes: 324,086
5. That's My Boy (2012)
R | 116 min | Comedy, Drama
While in his teens, Donny fathered a son, Todd, and raised him as a single parent until Todd's 18th birthday. Now Donny resurfaces just before Todd's wedding after years apart, sending the groom-to-be's world crashing down.
Director: Sean Anders | Stars: Adam Sandler, Andy Samberg, Leighton Meester, Susan Sarandon
Votes: 108,850 | Gross: $36.93M
6. Get Out (I) (2017)
R | 104 min | Horror, Mystery, Thriller
A young African-American visits his white girlfriend's parents for the weekend, where his simmering uneasiness about their reception of him eventually reaches a boiling point.
Director: Jordan Peele | Stars: Daniel Kaluuya, Allison Williams, Bradley Whitford, Catherine Keener
Votes: 696,162 | Gross: $176.04M
7. American Pie (1999)
R | 95 min | Comedy
Four teenage boys enter a pact to lose their virginity by prom night.
Directors: Paul Weitz, Chris Weitz | Stars: Jason Biggs, Chris Klein, Thomas Ian Nicholas, Jennifer Coolidge
Votes: 433,592 | Gross: $102.56M
8. May December (2023)
R | 117 min | Drama
Twenty years after their notorious tabloid romance gripped the nation, a married couple buckles under pressure when an actress arrives to do research for a film about their past.
Director: Todd Haynes | Stars: Natalie Portman, Chris Tenzis, Charles Melton, Julianne Moore
Votes: 52,194
9. Why Women Kill (2019–2021)
TV-MA | 984 min | Comedy, Crime, Drama
An anthology series that follows three women in different decades all living in the same house, as they deal with infidelity and betrayals in their marriages.
Stars: Jack Davenport, Lucy Liu, Allison Tolman, Ginnifer Goodwin
Votes: 31,016
10. Nocturnal Animals (2016)
R | 116 min | Drama, Thriller
A wealthy art gallery owner is haunted by her ex-husband's novel, a violent thriller she interprets as a symbolic revenge tale.
Director: Tom Ford | Stars: Amy Adams, Jake Gyllenhaal, Michael Shannon, Aaron Taylor-Johnson
Votes: 304,528 | Gross: $10.66M
11. Psycho (1960)
R | 109 min | Horror, Mystery, Thriller
A Phoenix secretary embezzles $40,000 from her employer's client, goes on the run and checks into a remote motel run by a young man under the domination of his mother.
Director: Alfred Hitchcock | Stars: Anthony Perkins, Janet Leigh, Vera Miles, John Gavin
Votes: 717,981 | Gross: $32.00M
12. The Grand Budapest Hotel (2014)
R | 99 min | Adventure, Comedy, Crime
A writer encounters the owner of an aging high-class hotel, who tells him of his early years serving as a lobby boy in the hotel's glorious years under an exceptional concierge.
Director: Wes Anderson | Stars: Ralph Fiennes, F. Murray Abraham, Mathieu Amalric, Adrien Brody
Votes: 886,150 | Gross: $59.10M
13. Grown Ups (I) (2010)
PG-13 | 102 min | Comedy
After their high school basketball coach passes away, five good friends and former teammates reunite for a Fourth of July holiday weekend.
Director: Dennis Dugan | Stars: Adam Sandler, Salma Hayek, Kevin James, Chris Rock
Votes: 276,234 | Gross: $162.00M
14. Unfaithful (2002)
R | 124 min | Drama, Romance, Thriller
A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.
Director: Adrian Lyne | Stars: Richard Gere, Diane Lane, Olivier Martinez, Erik Per Sullivan
Votes: 98,363 | Gross: $52.80M
15. Mamma Mia! (2008)
PG-13 | 108 min | Comedy, Musical, Romance
The story of a bride-to-be trying to find her real father told using hit songs by the popular 1970s group ABBA.
Director: Phyllida Lloyd | Stars: Meryl Streep, Pierce Brosnan, Amanda Seyfried, Stellan Skarsgård
Votes: 274,157 | Gross: $144.13M
16. L.A. Confidential (1997)
R | 138 min | Crime, Drama, Mystery
As corruption grows in 1950s Los Angeles, three policemen - one strait-laced, one brutal, and one sleazy - investigate a series of murders with their own brand of justice.
Director: Curtis Hanson | Stars: Kevin Spacey, Russell Crowe, Guy Pearce, Kim Basinger
Votes: 617,570 | Gross: $64.62M
17. Triangle of Sadness (2022)
R | 147 min | Comedy, Drama
A fashion model celebrity couple join an eventful cruise for the super-rich.
Director: Ruben Östlund | Stars: Thobias Thorwid, Harris Dickinson, Charlbi Dean, Jiannis Moustos
Votes: 177,546
18. The Age of Adaline (2015)
PG-13 | 112 min | Drama, Fantasy, Romance
A young woman, born at the turn of the 20th century, is rendered ageless after an accident. After many solitary years, she meets a man who complicates the eternal life she has settled into.
Director: Lee Toland Krieger | Stars: Blake Lively, Michiel Huisman, Harrison Ford, Kathy Baker
Votes: 202,955 | Gross: $42.48M
19. To Die For (1995)
R | 106 min | Comedy, Crime, Drama
A beautiful but naïve aspiring television personality films a documentary on teenagers with a darker ulterior motive.
Director: Gus Van Sant | Stars: Nicole Kidman, Matt Dillon, Joaquin Phoenix, Casey Affleck
Votes: 52,915 | Gross: $21.28M
20. Auntie Mame (1958)
Approved | 143 min | Comedy, Drama, Romance
An orphan goes to live with his free-spirited aunt. Conflict ensues when the executor of his father's estate objects to the aunt's lifestyle.
Director: Morton DaCosta | Stars: Rosalind Russell, Forrest Tucker, Coral Browne, Fred Clark
Votes: 12,690 | Gross: $23.30M
21. Malena (2000)
R | 108 min | Drama, Romance, War
Amidst the war climate, a teenage boy discovering himself becomes love-stricken by Malèna, a sensual woman living in a small, narrow-minded Italian town.
Director: Giuseppe Tornatore | Stars: Monica Bellucci, Giuseppe Sulfaro, Luciano Federico, Matilde Piana
Votes: 111,945 | Gross: $3.45M
22. Kingsman: The Golden Circle (2017)
R | 141 min | Action, Adventure, Comedy
After the Kingsman's headquarters is destroyed and the world is held hostage, an allied spy organization in the United States is discovered. These two elite secret agencies must band together to defeat a common enemy.
Director: Matthew Vaughn | Stars: Taron Egerton, Colin Firth, Mark Strong, Channing Tatum
Votes: 362,910 | Gross: $100.23M
23. Easy A (2010)
PG-13 | 92 min | Comedy, Drama, Romance
When Olive lies to her best friend about losing her virginity to one of the college boys, a girl overhears their conversation. Soon, her story spreads across the entire school like wildfire.
Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd
Votes: 417,797 | Gross: $58.40M
24. National Lampoon's Animal House (1978)
R | 109 min | Comedy
At a 1962 college, Dean Vernon Wormer is determined to expel the entire Delta Tau Chi Fraternity, but those troublemakers have other plans for him.
Director: John Landis | Stars: John Belushi, Karen Allen, Tom Hulce, Stephen Furst
Votes: 129,290
25. Nightcrawler (2014)
R | 117 min | Crime, Drama, Thriller
When Louis Bloom, a con man desperate for work, muscles into the world of L.A. crime journalism, he blurs the line between observer and participant to become the star of his own story.
Director: Dan Gilroy | Stars: Jake Gyllenhaal, Rene Russo, Bill Paxton, Riz Ahmed
Votes: 604,288 | Gross: $32.38M
26. The Last American Virgin (1982)
R | 92 min | Comedy, Drama, Romance
Pizza delivery boy Gary, loudmouth David and hunky Rick are three high school students out to lose their virginity any way they can. Gary falls for transfer student Karen, who gets involved with Rick.
Director: Boaz Davidson | Stars: Lawrence Monoson, Diane Franklin, Steve Antin, Joe Rubbo
Votes: 9,771 | Gross: $5.83M
27. Blue Velvet (1986)
R | 120 min | Crime, Drama, Mystery
The discovery of a severed human ear found in a field leads a young man on an investigation related to a beautiful, mysterious nightclub singer and a group of psychopathic criminals who have kidnapped her child.
Director: David Lynch | Stars: Isabella Rossellini, Kyle MacLachlan, Dennis Hopper, Laura Dern
Votes: 215,613 | Gross: $8.55M
28. Wedding Crashers (2005)
R | 119 min | Comedy, Romance
John Beckwith and Jeremy Grey, a pair of committed womanizers who sneak into weddings to take advantage of the romantic tinge in the air, find themselves at odds with one another when John meets and falls for Claire Cleary.
Director: David Dobkin | Stars: Owen Wilson, Vince Vaughn, Rachel McAdams, Christopher Walken
Votes: 375,654 | Gross: $209.22M
29. Under the Silver Lake (2018)
R | 139 min | Crime, Drama, Mystery
Sam, a disenchanted young man, finds a mysterious woman swimming in his apartment's pool one night. The next morning, she disappears. Sam sets off across LA to find her, and along the way he uncovers a conspiracy far more bizarre.
Director: David Robert Mitchell | Stars: Andrew Garfield, Riley Keough, Topher Grace, Callie Hernandez
Votes: 51,253 | Gross: $0.05M
30. Thelma & Louise (1991)
R | 130 min | Adventure, Crime, Drama
Two best friends set out on an adventure, but it soon turns around to a terrifying escape from being hunted by the police, as these two women escape for the crimes they committed.
Director: Ridley Scott | Stars: Susan Sarandon, Geena Davis, Harvey Keitel, Michael Madsen
Votes: 172,980 | Gross: $45.36M
31. Bewitched (1964–1972)
TV-G | 25 min | Comedy, Family, Fantasy
A witch married to an ordinary man cannot resist using her magic powers to solve the problems her family faces.
Stars: Elizabeth Montgomery, Dick York, Dick Sargent, Agnes Moorehead
Votes: 24,362
32. Good Luck to You, Leo Grande (2022)
R | 97 min | Comedy, Drama
Nancy Stokes, a retired school teacher, is yearning for some adventure, and some sex. And she has a plan, which involves hiring a young sex worker named Leo Grande.
Director: Sophie Hyde | Stars: Emma Thompson, Daryl McCormack, Isabella Laughland, Les Mabaleka
Votes: 37,559
33. Sex and the City (2008)
R | 145 min | Comedy, Drama, Romance
A New York City writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.
Director: Michael Patrick King | Stars: Sarah Jessica Parker, Kim Cattrall, Cynthia Nixon, Kristin Davis
Votes: 127,215 | Gross: $152.65M
34. The Graduate (1967)
PG | 106 min | Comedy, Drama, Romance
A disillusioned college graduate finds himself torn between his older lover and her daughter.
Director: Mike Nichols | Stars: Dustin Hoffman, Anne Bancroft, Katharine Ross, William Daniels
Votes: 288,299 | Gross: $104.95M
35. Ticket to Paradise (2022)
PG-13 | 104 min | Comedy, Romance
A divorced couple teams up and travels to Bali to stop their daughter from making the same mistake they think they made 25 years ago.
Director: Ol Parker | Stars: George Clooney, Sean Lynch, Julia Roberts, Arielle Carver-O'Neill
Votes: 64,488 | Gross: $68.28M
36. Weird Science (1985)
PG-13 | 94 min | Comedy, Romance, Sci-Fi
Two high-school nerds use a computer program to literally create the perfect woman, who promptly turns their lives upside-down.
Director: John Hughes | Stars: Anthony Michael Hall, Ilan Mitchell-Smith, Kelly LeBrock, Bill Paxton
Votes: 97,369 | Gross: $23.83M
37. Inherent Vice (2014)
R | 148 min | Comedy, Crime, Drama
In 1970, drug-fueled Los Angeles private investigator Larry "Doc" Sportello investigates the disappearance of a former girlfriend.
Director: Paul Thomas Anderson | Stars: Joaquin Phoenix, Josh Brolin, Owen Wilson, Katherine Waterston
Votes: 110,684 | Gross: $8.11M
38. Three Identical Strangers (2018)
PG-13 | 96 min | Documentary, Biography, Drama
In 1980 New York, three young men who were all adopted meet each other and find out they're triplets who were separated at birth. But their quest to find out why turns into a bizarre and sinister mystery.
Director: Tim Wardle | Stars: Robert Shafran, Michael Domnitz, Howard Schneider, Ellen Cervone
Votes: 39,641 | Gross: $12.32M
39. 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 consequences.
Director: David Fincher | Stars: Brad Pitt, Cate Blanchett, Tilda Swinton, Julia Ormond
Votes: 695,457 | Gross: $127.51M
40. Scouts Guide to the Zombie Apocalypse (2015)
R | 93 min | Action, Comedy, Horror
Three scouts, on the eve of their last camp-out, discover the true meaning of friendship when they attempt to save their town from a zombie outbreak.
Director: Christopher Landon | Stars: Tye Sheridan, Logan Miller, Joey Morgan, Sarah Dumont
Votes: 54,904 | Gross: $3.64M
41. 8 Mile (2002)
R | 110 min | Drama, Music
Follows a young rapper in the Detroit area, struggling with every aspect of his life; he wants to make it big but his friends and foes make this odyssey of rap harder than it may seem.
Director: Curtis Hanson | Stars: Eminem, Brittany Murphy, Kim Basinger, Mekhi Phifer
Votes: 320,685 | Gross: $116.72M
42. The White Queen (2013)
TV-MA | 60 min | Drama, History, Romance
Three different, yet equally relentless women vie for the throne in 15th-century England.
Stars: Aneurin Barnard, Rebecca Ferguson, Amanda Hale, Faye Marsay
Votes: 31,377
43. The Piano Teacher (2001)
R | 131 min | Drama, Music
A young man romantically pursues his masochistic piano teacher.
Director: Michael Haneke | Stars: Isabelle Huppert, Annie Girardot, Benoît Magimel, Susanne Lothar
Votes: 71,742 | Gross: $1.90M
44. This Is Where I Leave You (2014)
R | 103 min | Comedy, Drama
After their father passes away, four grown siblings are forced to return to their childhood home and live under the same roof for a week, along with their over-sharing mother and an assortment of spouses, exes, and might-have-beens.
Director: Shawn Levy | Stars: Jason Bateman, Tina Fey, Jane Fonda, Adam Driver
Votes: 89,224 | Gross: $34.29M
45. The L Word (I) (2004–2009)
TV-MA | 50 min | Drama, Romance
Follows the lives and loves of a small, close-knit group of lesbian women living in Los Angeles as well as the friends and family members that either support or loathe them.
Stars: Jennifer Beals, Leisha Hailey, Laurel Holloman, Mia Kirshner
Votes: 28,737
46. The Boy Next Door (2015)
R | 91 min | Thriller
A woman, separated from her unfaithful husband, falls for a younger man who has moved in next door, but their torrid affair soon takes a dangerous turn.
Director: Rob Cohen | Stars: Jennifer Lopez, Ryan Guzman, Kristin Chenoweth, John Corbett
Votes: 45,432 | Gross: $35.39M
47. Don Jon (2013)
R | 90 min | Comedy, Drama, Romance
A New Jersey guy dedicated to his family, friends, and church, develops unrealistic expectations from watching porn and works to find happiness and intimacy with his potential true love.
Director: Joseph Gordon-Levitt | Stars: Joseph Gordon-Levitt, Scarlett Johansson, Julianne Moore, Tony Danza
Votes: 247,010 | Gross: $24.48M
48. What's Eating Gilbert Grape (1993)
PG-13 | 118 min | Drama
A young man in a small Midwestern town struggles to care for his mentally-disabled younger brother and morbidly obese mother while attempting to pursue his own happiness.
Director: Lasse Hallström | Stars: Johnny Depp, Leonardo DiCaprio, Juliette Lewis, Mary Steenburgen
Votes: 253,986 | Gross: $9.17M
49. The Good Girl (2002)
R | 93 min | Drama, Romance
A discount store clerk strikes up an affair with a stock boy who considers himself the incarnation of Holden Caulfield.
Director: Miguel Arteta | Stars: Jennifer Aniston, Jake Gyllenhaal, Deborah Rush, Mike White
Votes: 47,406 | Gross: $14.02M
50. Dark Desire (2020–2022)
TV-MA | 30 min | Drama, Mystery, Thriller
Married Alma spends a fateful weekend away from home that ignites passion, ends in tragedy, and leads her to question the truth about those close to her.
Stars: Maite Perroni, Erik Hayser, Jorge Poza, Regina Pavón
Votes: 9,308