Most Popular "Older Woman Younger Man Relationship" Titles
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
2. 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.
5. 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.
Votes: 497,527 | Gross: $59.07M
7. 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.
Votes: 65,145 | Gross: $8.09M
8. 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.
Votes: 283,925 | Gross: $209.22M
9. 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.
Votes: 91,721 | Gross: $141.60M
10. 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: 469,199 | Gross: $127.49M
12. A Bigger Splash (2015)
R | 125 min | Crime, Drama, Thriller
The vacation of a famous rock star and a filmmaker in Italy is disrupted by the unexpected visit of an old friend and his daughter.
Votes: 11,101 | Gross: $1.98M
13. 8 Mile (2002)
R | 110 min | Drama, Music
A young rapper, struggling with every aspect of his life, wants to make it big but his friends and foes make this odyssey of rap harder than it may seem.
Votes: 192,393 | Gross: $116.72M
15. Blue Velvet (1986)
R | 120 min | Drama, Mystery, Thriller
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.
Votes: 136,033 | Gross: $8.55M
17. 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.
Votes: 424,011 | Gross: $64.60M
18. 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.
Votes: 28,848 | Gross: $3.64M
19. What's Eating Gilbert Grape (1993)
PG-13 | 118 min | Drama
After his father's death, Gilbert has to care for his mentally disabled brother, Arnie, and his morbidly obese mother, which is suddenly challenged when love walks into his life.
Votes: 175,201 | Gross: $9.17M
20. 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.
Votes: 194,234 | Gross: $24.48M
23. 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.
Votes: 185,122 | Gross: $162.00M
24. 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.
Votes: 93,068 | Gross: $13.62M
25. 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.
Votes: 164,997 | Gross: $104.35M
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.
Votes: 193,388 | Gross: $34.18M
27. 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 loathe them.
28. Mamma Mia! (2008)
PG-13 | 108 min | Comedy, Family, Musical
The story of a bride-to-be trying to find her real father told using hit songs by the popular '70s group ABBA.
Votes: 148,321 | Gross: $143.70M
29. American Pie 2 (2001)
R | 108 min | Comedy
In this sequel to the hit comedy American Pie (1999), the high school students are now in college. These close friends decide to meet up at the beach house for some fun.
Votes: 203,500 | Gross: $145.10M
30. 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.
Votes: 158,943 | Gross: $100.02M
32. La Vie en Rose (2007)
PG-13 | 140 min | Biography, Drama, Music
Biopic of the iconic French singer Édith Piaf. Raised by her grandmother in a brothel, she was discovered while singing on a street corner at the age of 19. Despite her success, Piaf's life was filled with tragedy.
Votes: 67,136 | Gross: $10.30M
33. The Boy Next Door (2015)
R | 91 min | Mystery, 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.
Votes: 28,428 | Gross: $35.39M
35. 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.
Votes: 100,531 | Gross: $152.64M
38. This Is Where I Leave You (2014)
R | 103 min | Comedy, Drama
When their father passes away, four grown siblings are forced to return to their childhood home and live under the same roof together for a week, along with their over-sharing mother and an assortment of spouses, exes and might-have-beens.
Votes: 56,208 | Gross: $34.29M
39. 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.
Votes: 72,061 | Gross: $36.93M
40. 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.
Votes: 47,341 | Gross: $0.34M
41. The Last Picture Show (1971)
R | 118 min | Drama
In 1951, a group of high schoolers come of age in a bleak, isolated, atrophied West Texas town that is slowly dying, both culturally and economically.
43. 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.
Votes: 30,057 | Gross: $3.49M
44. Summer Catch (2001)
PG-13 | 108 min | Comedy, Drama, Romance
A rich girl whose family summers on Cape Cod has a romance with a local poor boy who hopes to become a major league baseball player.
Votes: 13,208 | Gross: $19.69M
45. 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.
Votes: 104,727 | Gross: $45.05M
47. The Major and the Minor (1942)
Passed | 100 min | Comedy, Romance
A woman disguises herself as a child to save on a train fare and is taken in charge by an army man who doesn't notice the truth.
50. Careful What You Wish For (2015)
R | 91 min | Drama, Thriller
A guy gets more than he bargained for after entering into an affair with the wife of an investment banker. Soon, a suspicious death and substantial life insurance policy embroil him in a scandal.