Movies Like The Divorced Billionaire Heiress

If you liked The Divorced Billionaire Heiress, 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
Ghosts of Girlfriends Past (2009)
★ 6/10
Celebrity photographer Connor Mead lives life in the fast lane, committed to lifelong bachelorhood and simultaneous relationships with multiple women. On the eve of his younger brother Paul's wedding, Connor's mockery…
2
The Choice (2016)
★ 7.2/10
Travis and Gabby first meet as neighbors in a small coastal town and wind up in a relationship that is tested by life's most defining events.
3
Splitsville (2025)
★ 6.3/10
After Ashley asks for a divorce, good-natured Carey runs to his friends, Julie and Paul, for support. He’s shocked to discover that the secret to their happiness is an open marriage, that is until Carey crosses the…
4
The Odd Couple II (1998)
★ 6.3/10
Brucey, the son of Oscar, calls his father to invite him to his wedding to Felix's daughter next Sunday in California. Oscar and Felix meet again at Los Angeles International Airport and rent a car in order to go to…
5
Untamed Heart (1993)
★ 6.9/10
Caroline, a young waitress who seems to have bad taste in men, is on her way home one night when thugs attempt to rape her. Adam, the mysterious busboy who works at the same diner, helps fight off the assailants, and…
6
Faces (1968)
★ 7.1/10
Middle-aged suburban husband Richard abruptly tells his wife, Maria, that he wants a divorce. As Richard takes up with a younger woman, Maria enjoys a night on the town with her friends and meets a younger man. As the…
7
45 Years (2015)
★ 6.6/10
There is just one week until Kate Mercer's 45th wedding anniversary and the planning for the party is going well. But then a letter arrives for her husband. The body of his first love has been discovered, frozen and…
8
I Love You, Man (2009)
★ 6.6/10
Peter Klaven is a successful real estate agent who, upon getting engaged to the woman of his dreams, Zooey, discovers, to his dismay and chagrin, that he has no male friend close enough to serve as his Best Man. Peter…
9
Adulterers (2016)
★ 6.2/10
On a steamy New Orleans afternoon, Sam Deuprey decides to surprise his beautiful wife, Ashley, for their anniversary and comes home early. But Ashley is not alone in the bedroom. She and her lover, Damien are about to…
10
Intolerable Cruelty (2003)
★ 6/10
A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.
11
The Other Woman (2014)
★ 6.4/10
After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.
12
The Best Man Holiday (2013)
★ 6.5/10
When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.
13
...And Justice for All (1979)
★ 7.1/10
An ethical Baltimore defense lawyer disgusted with rampant legal corruption is forced to defend a judge he despises in a rape trial under the threat of being disbarred.
14
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…
15
The Three Stooges (2012)
★ 5.8/10
Left on the doorstep of an orphanage run by nuns, three newborn knuckleheads grow up to be finger-poking, nyuk-nyuking janitors named Larry, Curly and Moe. When they learn that financial problems will soon force the…
16
People Like Us (2012)
★ 6.8/10
After flying home to L.A. for the funeral of his estranged record-producer father, a struggling man discovers that the will stipulates that he must deliver $150,000 in cash to a 30-year-old alcoholic sister he never…
17
Rebecca (1940)
★ 7.9/10
Story of a young woman who marries a fascinating widower only to find out that she must live in the shadow of his former wife, Rebecca, who died mysteriously several years earlier. The young wife must come to grips…
18
Penelope (2006)
★ 6.7/10
Forlorn heiress Penelope Wilhern is cursed, and the only way out is to fall in love with someone of suitable stock. But how can she find her soulmate when she's sequestered inside her family's estate with only her…
19
The Threesome (2025)
★ 6.3/10
Connor has a threesome with his long-time crush Olivia and an alluring stranger named Jenny. It surprisingly serves as the spark to a full blown relationship with Olivia, until both women end up pregnant and all three…
20
Mulan II (2004)
★ 6.5/10
Fa Mulan gets the surprise of her young life when her love, Captain Li Shang asks for her hand in marriage. Before the two can have their happily ever after, the Emperor assigns them a secret mission, to escort three…