Most Popular "Older Woman Younger Man Relationship" Titles
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
1. Arrested Development (2003– )
TV-PG | 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.
2. The Grand Budapest Hotel (2014)
R | 99 min | Adventure, Comedy, Drama
The adventures of Gustave H, a legendary concierge at a famous hotel from the fictional Republic of Zubrowka between the first and second World Wars, and Zero Moustafa, the lobby boy who becomes his most trusted friend.
3. 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.
5. The Boy Next Door (2015)
R | 91 min | Mystery, Thriller
A recently cheated on married woman falls for a younger man who has moved in next door, but their torrid affair soon takes a dangerous turn.
6. 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.
8. 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.
9. 8 Mile (2002)
R | 110 min | Drama, Music
A young rapper, struggling with every aspect of his life, wants to make the most of what could be his final opportunity but his problems around gives him doubts.
10. Grandma's Boy (2006)
R | 94 min | Comedy
A 35 year old video game tester has to move in with his grandma and her two old lady roommates.
11. The Girl Next Door (2004)
R | 108 min | Comedy, Drama, Romance
A teenager's dreams come true when a former porn star moves in next door and they fall in love.
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.
13. 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 '70s group ABBA.
14. The L Word (2004–2009)
TV-MA | 50 min | Drama, Romance
Follows the lives and loves of a small, close-knit group of lesbians living in Los Angeles as well as the friends and family members that either support or loath them.
15. L.A. Confidential (1997)
R | 138 min | Crime, Drama, Mystery
As corruption grows in 1950s LA, three policemen - one strait-laced, one brutal, and one sleazy - investigate a series of murders with their own brand of justice.
16. Grown Ups (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.
17. What's Eating Gilbert Grape (1993)
PG-13 | 118 min | Drama
Gilbert has to care for his brother Arnie and his obese mother, which gets in the way when love walks into his life.
18. The Graduate (1967)
Approved | 106 min | Comedy, Drama, Romance
A disillusioned college graduate finds himself torn between his older lover and her daughter.
19. Sex and the City (2008)
R | 145 min | Comedy, Drama, Romance
A New York 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.
20. 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 trouble-makers have other plans for him.
21. That's My Boy (2012)
R | 116 min | Comedy
While in his teens, Donny fathered a son, Todd, and raised him as a single parent up until Todd's 18th birthday. Now, after not seeing each other for years, Todd's world comes crashing down when Donny resurfaces just before Todd's wedding.
23. American Pie 2 (2001)
R | 108 min | Comedy, Romance
The sequel to the hit comedy American Pie, the high school students are now at college. These close friends decide to meet up at the beach house for some fun.
24. Mommy (I) (2014)
R | 139 min | Drama
A widowed single mother, raising her violent son alone, finds new hope when a mysterious neighbor inserts herself into their household.
25. 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.
26. The Reader (2008)
R | 124 min | Drama, Romance
Post-WWII Germany: Nearly a decade after his affair with an older woman came to a mysterious end, law student Michael Berg re-encounters his former lover as she defends herself in a war-crime trial.
28. You Don't Mess with the Zohan (2008)
PG-13 | 113 min | Action, Comedy
An Israeli Special Forces Soldier fakes his death so he can re-emerge in New York City as a hair stylist.
29. Behaving Badly (2014)
R | 97 min | Comedy
Teenager Rick Stevens has a crush on Nina Pennington. They form a friendship and embark on a rock n' roll journey together while Nina deals with her overbearing boyfriend, Kevin.
30. Hall Pass (2011)
R | 105 min | Comedy, Romance
Rick and Fred, two husbands who are having difficulty in their marriages, are given a Hall Pass by their wives: for one week, they can do whatever they want.
32. Jamón, Jamón (1992)
Unrated | 95 min | Comedy, Drama, Romance
Jose Luis is an executive at his parents underwear factory where his girlfriend Sylvia works on the shop floor. When Sylvia falls pregnant, Jose Luis promises her that he will marry her, ... See full summary »
33. 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.
34. Y Tu Mamá También (2001)
R | 106 min | Adventure, Comedy, Drama
In Mexico, two teenage boys and an attractive older woman embark on a road trip and learn a thing or two about life, friendship, sex, and each other.
35. 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.
36. Fun Size (2012)
PG-13 | 86 min | Adventure, Comedy
Wren's Halloween plans go awry when she's made to babysit her brother, who disappears into a sea of trick-or-treaters. With her best friend and two nerds at her side, she needs to find her brother before her mom finds out he's missing.
37. The Producers (2005)
PG-13 | 134 min | Comedy, Musical
After putting together another Broadway flop, down-on-his-luck producer Max Bialystock teams up with timid accountant Leo Bloom in a get-rich-quick scheme to put on the world's worst show.
39. Sunset Blvd. (1950)
Not Rated | 110 min | Drama, Film-Noir
A hack screenwriter writes a screenplay for a former silent-film star who has faded into Hollywood obscurity.
40. In the Land of Women (2007)
PG-13 | 97 min | Comedy, Drama, Romance
L.A. soft-porn writer Carter Webb is frustrated enough, after his actress girlfriend dumps him, to need a serious break. He decides to spend it with his grandmother, who can't really take ... See full summary »
41. Water for Elephants (2011)
PG-13 | 120 min | Drama, Romance
Set in the 1930s, a former veterinary student takes a job in a traveling circus and falls in love with the ringmaster's wife.
44. Girl Most Likely (2012)
PG-13 | 103 min | Comedy
A failed New York playwright awkwardly navigates the transition from Next Big Thing to Last Year's News.
46. American Wedding (2003)
R | 96 min | Comedy, Romance
It's the wedding of Jim and Michelle and the gathering of their families and friends, including Jim's old friends from high school and Michelle's little sister.
47. Youth in Revolt (2009)
R | 90 min | Comedy, Drama, Romance
While his trailer trash parents teeter on the edge of divorce, Nick Twisp sets his sights on dream girl Sheeni Saunders, hoping that she'll be the one to take away his virginity.
48. Bernie (2011)
PG-13 | 104 min | Comedy, Crime, Drama
In small-town Texas, an affable mortician strikes up a friendship with a wealthy widow, though when she starts to become controlling, he goes to great lengths to separate himself from her grasp.
49. Something's Gotta Give (2003)
PG-13 | 128 min | Comedy, Drama, Romance
A swinger on the cusp of being a senior citizen with a taste for young women falls in love with an accomplished woman closer to his age.
50. All About Eve (1950)
Approved | 138 min | Drama
An ingenue insinuates herself in to the company of an established but aging stage actress and her circle of theater friends.