Movies like The $50,000,000 Cherry (1987)
The best movies like The $50,000,000 Cherry (1987) are The Heiress (1949), A Funny Thing Happened on the Way to the Forum (1966) and Lust for a Vampire (1971). If The $50,000,000 Cherry hooked you, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Heiress (1949)7.8/10 from 294 votes
- NewestThe Gardener (2026)Released 2026
The Heiress (1949)
In 1840s New York, the uneventful and boring days of the daughter of a wealthy doctor come to an end when she meets a dashing poorer man — who may or may not be after her inheritance.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisA Funny Thing Happened on the Way to the Forum (1966)
A wily slave must unite a virgin courtesan and his young smitten master to earn his freedom.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLust for a Vampire (1971)
In 1830, the Karnstein heirs use the blood of an innocent to bring forth the evil that is the beautiful Mircalla - or as she was in 1710, Carmilla. The nearby Finishing School offers rich pickings not only in in the blood of nubile young ladies but also with the headmaster who is desperate to become Mircalla's disciple, and the equally besotted and even more foolish author Richard Lestrange.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Age of Innocence (1993)
In 19th century New York high society, a young lawyer falls in love with a woman separated from her husband, while he is engaged to the woman's cousin.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisAmerican Pie (1999)
At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a pact to all "score" by their senior prom.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSex and the Teenage Mind (2002)
Bumbling high school geek Virgil Heitmeyer has yet to lose his virginity. A golden opportunity for finally getting deflowered arises after Virgil manages to get closer to the beautiful and popular Kellie Guthrie. Will Virgil's date with Kellie go smoothly? Or is Virgil going to blow his big chance to score with the girl of his dreams?
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisLove & Friendship (2016)
From Jane Austen’s novella, the beautiful and cunning Lady Susan Vernon visits the estate of her in-laws to wait out colorful rumors of her dalliances and to find husbands for herself and her daughter. Two young men, handsome Reginald DeCourcy and wealthy Sir James Martin, severely complicate her plans.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisElvira: Mistress of the Dark (1988)
Arriving in the small town of Fallwell, Massachusetts to claim her inheritance, horror hostess Elvira receives a less than enthusiastic reception from the conservative locals, including her sinister uncle Vincent.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Importance of Being Earnest (2002)
Two young gentlemen living in 1890s England use the same pseudonym ('Ernest') on the sly, which is fine until they both fall in love with women using that name, which leads to a comedy of mistaken identities.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisEverything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)
A collection of seven vignettes, which each address a question concerning human sexuality. From aphrodisiacs to sexual perversion to the mystery of the male orgasm, characters like a court jester, a doctor, a queen and a journalist adventure through lab experiments and game shows, all seeking answers to common questions that many would never ask.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Grass Is Greener (1960)
Victor and Hillary are down on their luck to the point that they allow tourists to take guided tours of their castle. But Charles Delacro, a millionaire oil tycoon, visits, and takes a liking to more than the house. Soon, Hattie Durant gets involved and they have a good old fashioned love triangle.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Most Hated Woman in America (2017)
The true story of Madalyn Murray O'Hair -- iconoclast, opportunist, and outspoken atheist -- from her controversial rise to her untimely demise.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAnastasia (1956)
Russian exiles in Paris plot to collect ten million pounds from the Bank of England by grooming a destitute, suicidal girl to pose as heir to the Russian throne. While Bounin is coaching her, he comes to believe that she is really Anastasia. In the end, the Empress must decide her claim.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Moon Is Blue (1953)
Two aging playboys are both after the same attractive young woman, but she fends them off by claiming that she plans to remain a virgin until her wedding night. Both men determine to find a way around her objections.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Countess (2009)
Kingdom of Hungary, 17th century. As she gets older, powerful Countess Erzsébet Báthory (1560-1614), blinded by the passion that she feels for a younger man, succumbs to the mad delusion that blood will keep her young and beautiful forever.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Last American Virgin (1982)
The friendship of a group of young friends struggling with teen sex, drugs, and work is jeopardized by a romantic interest which may turn pals into bitter rivals.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisI Walk the Line (1970)
Henry Tawes, a middle-aged sheriff in a rural Tennessee town, is usually the first man to criticize others for their bad behavior. Miserable in his marriage, Henry falls in love with teenage seductress Alma, who is the daughter of local criminal and moonshiner Carl McCain. Henry's moral character comes further into question when he is tempted to conceal Carl's crimes in order to prolong his relationship with Alma.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe 40 Year-Old Virgin (2005)
Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers: Andy is still a virgin. Determined to help Andy get laid, the guys make it their mission to de-virginize him. But it all seems hopeless until Andy meets small business owner Trish, a single mom.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisWinter's Tale (2014)
A burglar falls for an heiress as she dies in his arms. When he learns that he has the gift of reincarnation, he sets out to save her.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Brothers Bloom (2009)
The Brothers Bloom are the best con men in the world, swindling millionaires with complex scenarios of lust and intrigue. Now they've decided to take on one last job – showing a beautiful and eccentric heiress the time of her life with a romantic adventure that takes them around the world.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisVelociraptor (2014)
During the end of the world, two best friends walk around their city, talking about their sex lives, and one of them reveals they are still a virgin.
Why it matches: Similar story and style
Galloping Bungalows (1924)
All the qualified men line up to be chosen, as an heiress advertises that she will marry the man with the most interesting mustache, that marriage which comes with a mansion. John Syrup Soother wins the marriage to who he believes is the heiress, Olive Palmer, a tank of a woman who has lost her beauty with age. But he learns that he his betrothed is not the heiress, Diana Palmer, but her mother. Howson Lotts, a shyster and one of Diana's other suitors, sells John a beach-front house for his new life, that house which is not all that it seems on the surface. In the meantime, others still will do anything to be Diana's betrothed, that choice in which John now has a different but still vested interest.
Why it matches: Similar story and style
Sorry, Wrong Number (1948)
Leona Stevenson is confined to bed and uses her telephone to keep in contact with the outside world. One day she overhears a murder plot on the telephone and is desperate to find out who is the intended victim.
Why it matches: Similar story and style
Popcorn FlickMovies like thisSpinout (1966)
Band singer/race driver Mike McCoy must choose between marrying a beautiful girl and driving her father's car in a prestigious race.
Why it matches: Similar story and style
SnoozefestMovies like thisNational Lampoon Presents Dorm Daze (2003)
When a foreign-exchange student and a hooker - both named Dominique - show up on a college campus, the unsuspecting student body is in for the education of a lifetime!
Why it matches: Similar story and style
SnoozefestMovies like thisThe House of Hate (1918)
A young heiress of an American gun factory is threatened by a masked man after her father was murdered. This criminal might be a member of her family or a German agent, who wants to get information about the factory's products, perhaps his mystery has a combined solution - we will probably never know...
Why it matches: Similar story and style
A Virgin Among the Living Dead (1973)
A girl arrives from London to visit her estranged relatives in a remote castle for the reading of her father's will. After a while she discovers that they are all in fact dead and her decision to live with them turns into a nightmare. Unable to leave she's drawn into a macabre underworld through visions of nude satanic rituals and her own impending sacrifice.
Why it matches: Similar story and style
SnoozefestMovies like thisSudden Fear (1952)
Actor Lester Blaine has all but landed the lead in Myra Hudson's new play when Myra vetoes him because, to her, he doesn't look like a romantic leading man. On a train from New York to San Francisco, Blaine sets out to prove Myra wrong...by romancing her. Is he sincere, or does he have a dark ulterior motive?
Why it matches: Similar story and style
Worth the HypeMovies like thisA Place in the Sun (1951)
A young social climber wins the heart of a beautiful heiress but his former girlfriend's pregnancy stands in the way of his ambition.
Why it matches: Similar story and style
Worth the HypeMovies like thisThe Gardener (2026)
Cosmetics heiress Sabena Weathers, battling a hostile takeover of her company, finds solace and renewal at a remote mountain cottage, where she connects with a mysterious gardener.
Why it matches: Similar story and style
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Frequently asked questions
What are the best movies like The $50,000,000 Cherry?
The closest matches to The $50,000,000 Cherry are The Heiress (1949), A Funny Thing Happened on the Way to the Forum (1966) and Lust for a Vampire (1971). Below are 27 more, each with the reason it matches.
What should I watch after The $50,000,000 Cherry?
Start with The Heiress (1949), the closest match to The $50,000,000 Cherry.
What is the highest-rated movie like The $50,000,000 Cherry?
The Heiress (1949), rated 7.8/10 by 294 TMDB users.
What is the newest movie like The $50,000,000 Cherry?
The Gardener (2026) is the most recent release on this list.
Are there English movies like The $50,000,000 Cherry?
Yes: The Heiress (1949), A Funny Thing Happened on the Way to the Forum (1966) and Lust for a Vampire (1971).
How are movies similar to The $50,000,000 Cherry chosen?
First come films that Trakt’s viewers watch alongside The $50,000,000 Cherry, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.