Movies Like In Love with Older Men 2

If you liked In Love with Older Men 2 (2025), a movie, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Class (1983)
★ 6/10
Naive Midwestern prep student Jonathan bonds with his more worldly roommate, Skip, who takes the small-town boy under his wing. At Skip's urging, the inexperienced Jonathan is emboldened to seek out older women in the…
2
American Pie 2 (2001)
★ 6.4/10
After a year apart - attending different schools, meeting different people - the guys rent a beach house and vow to make this the best summer ever. As it turns out, whether that will happen or not has a lot to do with…
3
Greedy (1994)
★ 6.2/10
Meet the McTeagues. They've come to stake a claim in their wealthy uncle's will… only he's not dead yet!
4
Porno (2019)
★ 6/10
When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.
5
A Good Old Fashioned Orgy (2011)
★ 5.8/10
A group of 30-year-olds who have been friends since high school attempt to throw an end-of-summer orgy.
6
Book Club: The Next Chapter (2023)
★ 6.3/10
Four best friends take their book club to Italy for the fun girls' trip they never had. When things go off the rails and secrets are revealed, their relaxing vacation turns into a once-in-a-lifetime cross-country…
7
Duplex (2003)
★ 6.1/10
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
8
My Awkward Sexual Adventure (2012)
★ 6.7/10
A hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover.
9
Bad Sister (2015)
★ 6.6/10
As a top student at St. Adeline's Catholic Boarding School, Zoe senses that something is not quite right about the school's new nun-- a sense proven to be true when it is revealed the "good' nun is an imposter with a…
10
A Night at the Roxbury (1998)
★ 6.6/10
Despite being well into adulthood, brothers Doug and Steve Butabi still live at home and work in the flower shop owned by their dad. They exist only to hit on women at discos, though they're routinely unsuccessful…
11
Meet Monica Velour (2010)
★ 5.8/10
For Tobe, a nerdy, horny, frizzy-haired cineaste who doesn't quite fit in with the average contemporary teen, the pinnacle of womanhood is Monica Velour, a soft-core actress who reached the zenith of her career in the…
12
Louis C.K.: Ridiculous (2026)
★ 6.1/10
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
13
The Mother (2003)
★ 6/10
A grandmother has a passionate affair with a man half her age, who is also sleeping with her daughter.
14
Fun with Dick and Jane (1977)
★ 6.6/10
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
15
Scandalous Sex (2004)
★ 6.9/10
A daughter seeks to restore the reputation of her disgraced father, a wronged college professor. With help of a professional student, she must overcome an ambitious sorority bitch and corrupt college dean.
16
Grumpy Old Men (1993)
★ 6.7/10
For decades, next-door neighbors and former friends John and Max have feuded, trading insults and wicked pranks. When an attractive widow moves in nearby, their bad blood erupts into a high-stakes rivalry full of…
17
Starlet (2012)
★ 6.8/10
An unlikely friendship forms between 21 year-old Jane and the elderly Sadie after Jane discovers a hidden stash of money inside an object at Sadie's yard sale.
18
Wrong Cops (2013)
★ 6.1/10
A group of bad cops look to dispose of a body that one of them accidentally shot.
19
Amazon Women on the Moon (1987)
★ 5.9/10
Centered on a television station which features a 1950s-style sci-fi movie interspersed with a series of wild commercials, wacky shorts and weird specials, this lampoon of contemporary life and pop culture skewers some…
20
A Bigger Splash (2015)
★ 6.2/10
An American couple, Paul and Marianne, spend their vacation in Italy and experience trouble when Marianne invites a former lover and his teenage daughter to visit, which leads to jealousy and dangerous sexual scenarios.