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.
3. A Bigger Splash (2015)
R | 125 min | Crime, Drama, Mystery
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: 6,592 | Gross: $1.98M
4. The Grand Budapest Hotel (2014)
R | 99 min | Adventure, Comedy, Crime
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: 472,834 | Gross: $59.07M
5. 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: 458,259 | Gross: $127.49M
7. 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.
Votes: 26,990 | Gross: $35.39M
8. 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: 61,592 | Gross: $8.09M
11. 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: 279,329 | Gross: $209.22M
13. 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: 199,888 | Gross: $145.10M
14. 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: 180,888 | Gross: $162.00M
15. 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: 145,670 | Gross: $143.70M
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: 413,105 | Gross: $64.60M
18. 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: 53,962 | Gross: $34.29M
19. 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: 89,993 | Gross: $141.60M
21. What's Eating Gilbert Grape (1993)
PG-13 | 118 min | Drama, Romance
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: 171,367 | Gross: $9.17M
22. 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: 186,463 | Gross: $116.72M
23. 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.
24. 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: 190,063 | Gross: $24.48M
26. 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: 70,478 | Gross: $36.93M
27. 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: 103,068 | Gross: $45.05M
29. 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: 99,004 | Gross: $152.64M
30. 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: 131,966 | Gross: $8.55M
31. 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: 91,185 | Gross: $13.62M
33. 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: 189,450 | Gross: $34.18M
34. 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: 45,211 | Gross: $0.34M
35. 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.
Votes: 95,164 | Gross: $58.70M
36. 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: 156,043 | Gross: $100.02M
37. 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.
41. 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.
Votes: 64,503 | Gross: $15.28M
42. White Palace (1990)
R | 103 min | Drama, Romance
Max Baron (James Spader) is a 27-year-old high-flying advertising executive still recovering from the death of his wife. One night he is in a bar when he meets Nora Baker (Susan Sarandon), ... See full summary »
Votes: 5,773 | Gross: $17.49M
43. 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: 162,034 | Gross: $104.35M
44. 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: 27,312 | Gross: $3.49M
46. Elle (I) (2016)
130 min | Drama, Thriller
Michèle seems indestructible. Head of a successful video game company, she brings the same ruthless attitude to her love life as to business. Being attacked in her home by an unknown ... See full summary »
47. Extract (2009)
R | 92 min | Comedy, Crime, Romance
Joel, the owner of an extract plant, tries to contend with myriad personal and professional problems, such as his potentially unfaithful wife and employees who want to take advantage of him.
Votes: 37,434 | Gross: $10.81M
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.
Votes: 45,221 | Gross: $9.20M