Movies Like In Love with an Older Woman

If you liked In Love with an Older Woman (1982), a comedy and drama movie directed by Jack Bender, 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
Barbarians at the Gate (1993)
★ 6.9/10Also comedy and drama
F. Ross Johnson decides to buyout his own tobacco firm RJR Nabisco after the plans of the launch of his new product, a smokeless cigarette Premier, fail on account of market rumours.
2
A Flintstones Christmas Carol (1994)
★ 6.8/10Also comedy and tv movie
Fred is cast as Ebenezer Scrooge in a stage adaption of the classic Christmas story, but is acting a bit stingy in real life.
3
Baywatch: Hawaiian Wedding (2003)
★ 6/10Also drama and tv movie
Mitch Buchannon, believed to have died in a boating accident survived and only has amnesia, he has been recovering in a Los Angeles hospital. His new fiancée, Allison Ford, resembles his old lover, Lt. Stephanie Holden…
4
TalhotBlond (2012)
★ 6.3/10Also drama and tv movie
Thomas Montgomery, a married father of two young daughters, gets seduced by the world of online gambling and chat rooms where a virtual romance and sexual obsession ultimately leads to the murder of an innocent man.
5
Iron Jawed Angels (2004)
★ 6.8/10Also drama and tv movie
Defiant young activists take the women's suffrage movement by storm, putting their lives at risk to help American women win the right to vote.
6
Alley Cats Strike (2000)
★ 6/10Also drama and comedy
A group of hip retro teenage outsiders become involved in an interschool bowling rivalry.
7
Normal (2003)
★ 6.7/10Also drama and tv movie
A Midwestern husband and father announces his plan to have a sex change operation.
8
Psych: The Movie (2017)
★ 7.2/10Also comedy and tv movie
The ambitious friends come together during the holidays after a mystery assailant targets one of their own. A comedic thrill-ride follows, as the wild and unpredictable Psych team pursues the bad guys, justice … and…
9
Clear History (2013)
★ 6.1/10Also comedy and tv movie
Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.
10
Meltdown: Days of Destruction (2006)
★ 6/10Also drama and tv movie
Despite scientist Nathan's warnings, his boss continues an experiment meant as publicity for his satellite firm: exploding an asteroid. Instead it splits, and the major piece, the size of Iceland, changes course to…
11
Rebound: The Legend of Earl 'The Goat' Manigault (1996)
★ 7.1/10Also drama and tv movie
A dramatization of the life of Earl 'The Goat' Manigault (Don Cheadle), with a lot of factual based occurrences. A reformed junkie returns from prison to clean up his act and devote the rest of his life to the young…
12
Hello Sister, Goodbye Life (2006)
★ 6.1/10Also drama and tv movie
A college student must take care of her 7-year-old half sister after the death of their parents.
13
Good Luck Charlie, It's Christmas! (2011)
★ 6.7/10Also comedy and drama
Teddy Duncan's middle-class family embarks on a road trip from their home in Denver to visit Mrs. Duncans Parents, the Blankenhoopers, in Palm Springs. When they find themselves stranded between Denver and Utah, they…
14
King of the Belgians (2016)
★ 6/10Also comedy and drama
The King of the Belgians is on a state visit in Istanbul when his country falls apart. He must return home at once to save his kingdom. But a solar storm causes airspace and communications to shut down. No planes. No…
15
...First Do No Harm (1997)
★ 6.8/10Also drama and tv movie
When Lori Reimuller learns that her young son Robbie has epilepsy, she first trusts the judgment of the hospital staff in how best to bring it under control. As Robbie's health slides radically downhill, however, she…
16
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy and tv movie
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
17
Lady Windermere's Fan (1925)
★ 6.9/10Also comedy and drama
A society woman believes her husband is having an affair, a misconception which may have dire personal consequences for all involved.
18
Naughty or Nice (2012)
★ 6/10Also comedy and drama
Krissy Kringle receives a delivery intended for Santa Claus. A magical book that shows if a person has been naughty or nice. She uses the book's power to find out about those around her, which leads to some very…
19
Gabriel Iglesias: Aloha Fluffy (2013)
★ 7/10Also comedy and tv movie
ALOHAAAAA! Internationally acclaimed comedian, Gabriel Iglesias, returns to Comedy Central with his latest stand-up special taped at Honolulu’s Hawaii Theatre Center. Watch as Fluffy brings the house down yet again in…
20
Introducing Dorothy Dandridge (1999)
★ 6.4/10Also drama and tv movie
An acclaimed stage performer, Dorothy still struggled with the challenge of her color, in a time that wouldn't let some stars in by the front door. Yet against the odds she beat out many more famous rivals for the role…