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Movies like The Ugly Tycoon (1984)

The best movies like The Ugly Tycoon (1984) are Heatwave (2022), Tillie's Punctured Romance (1914) and Pretty Woman (1990). If The Ugly Tycoon hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Heatwave (2022)

    A woman's life takes an unexpected turn when she falls for her boss's wife. She must soon defend herself as she becomes entangled in a web of malice.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  2. Tillie's Punctured Romance (1914)

    A womanizing city man meets Tillie in the country. When he sees that her father has a very large bankroll for his workers, he persuades her to elope with him.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. Pretty Woman (1990)

    Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  4. Born Yesterday (1950)

    Uncouth, loud-mouth junkyard tycoon Harry Brock descends upon Washington D.C. to buy himself a congressman or two, bringing with him his mistress, ex-showgirl Billie Dawn.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  5. The Distinguished Gentleman (1992)

    A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows from lobbyists.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. Romance & Cigarettes (2006)

    Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. My Sassy Girl (2008)

    A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. Let's Make Love (1960)

    When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. The 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 this
  10. Pimp (2018)

    An urban love story set on the hard streets of the Bronx. A struggling female pimp, named Wednesday, grows up learning the game from her dad. Once he's gone she's left to look out for her prostitute mother and girlfriend Nikki.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. The 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 this
  12. G.I. Blues (1960)

    Stationed in West Germany, soldier Tulsa McLean hopes to open a nightclub once he's discharged. Although he may lack the capital for such a venture, a chance to raise the cash comes his way through a friendly wager. Local dancer Lili is a notorious ice queen, and Tulsa bets everything he has that a friend of his can earn her affections. But when the friend is dispatched to Alaska, it's up to Tulsa to melt Lili's heart.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. You Can't Take It with You (1938)

    Alice, the only relatively normal member of the eccentric Sycamore family, falls in love with Tony Kirby, but his wealthy banker father and snobbish mother strongly disapprove of the match. When the Kirbys are invited to dinner to become better acquainted with their future in-laws, things don't turn out the way Alice had hoped.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  14. Indiscreet (1958)

    Anna Kalman is an accomplished actress who has given up hope of finding the man of her dreams. While talking about this subject with her sister, in walks Philip Adams and she realizes that this is the charming, smart, and handsome man she has been waiting for.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. ¿Quieres ser mi hijo? (2023)

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

    Why it matches: Recommended by TMDB viewers

    Absolute CinemaMovies like this
  16. The Woman in Red (1984)

    When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. Road House (1948)

    A night club owner becomes infatuated with a torch singer and frames his best friend/manager for embezzlement when the chanteuse falls in love with him.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. This Little Love of Mine (2021)

    Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. Milk Money (1994)

    Three young boys pool their money and pay V, a kindhearted prostitute, to strip for them. Afterward, she drives them home to the suburbs -- but then her car breaks down. It's just as well, though, because a mobster named Waltzer is after her, and V realizes the suburbs are the perfect place to hide. But things get a lot more complicated when V falls in love with Tom, a single father who is unaware of her real profession.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Chasing Papi (2003)

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like The Ugly Tycoon and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like The Ugly Tycoon?

The closest matches to The Ugly Tycoon are Heatwave (2022), Tillie's Punctured Romance (1914) and Pretty Woman (1990). Below are 17 more, each with the reason it matches.

What should I watch after The Ugly Tycoon?

Start with Heatwave (2022), the closest match to The Ugly Tycoon.

What is the highest-rated movie like The Ugly Tycoon?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like The Ugly Tycoon?

¿Quieres ser mi hijo? (2023) is the most recent release on this list.

Are there Chinese movies like The Ugly Tycoon?

The closest matches are in other languages.

How are movies similar to The Ugly Tycoon chosen?

First come films that Trakt’s viewers watch alongside The Ugly Tycoon, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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