Movies like Playing For Keeps (2001)
The best movies like Playing For Keeps (2001) are Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972), Bone Lake (2025) and Intolerable Cruelty (2003). If Playing For Keeps hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedYou Can't Take It with You (1938)7.5/10 from 471 votes
- NewestHow to Make a Killing (2026)Released 2026
Everything 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 thisBone Lake (2025)
A couple’s romantic vacation at a secluded lakeside estate is upended when they are forced to share the mansion with a mysterious and attractive couple. In this darkly hilarious and seductive horror story, a dream getaway spirals into a nightmarish maze of sex, lies, and manipulation, bringing terrifying secrets to light and triggering a bloody battle for survival.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisIntolerable Cruelty (2003)
A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHow to Make a Killing (2026)
Disowned at birth by his obscenely wealthy family, blue-collar Becket Redfellow will stop at nothing to reclaim his inheritance, no matter how many relatives stand in his way.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBorn 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 thisThe 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 thisThere's Something About Mary (1998)
For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThat Touch of Mink (1962)
Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisEasy Money (1983)
To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPillow Talk (1959)
Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a complaint against him, Brad sets about to seduce her in the guise of a sincere and upstanding Texas rancher. When mutual friend Jonathan discovers that his best friend is moving in on the girl he desires, however, sparks fly.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisPocket Listing (2016)
A satirical thriller about L.A.'s real estate roller coaster. Double crosses, adultery, murder, mistaken identity, and revenge ensues when a mysterious power player and his sultry wife hire a disgraced Los Angeles property broker to discreetly market and sell their Malibu villa.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSabrina (1995)
After her return from school in Paris, a playboy finally takes notice of his family's chauffeur's daughter Sabrina, who's long had a crush on him, but he questions his more serious brother's motives when he warns against getting involved with her.
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 thisBluebeard's Eighth Wife (1938)
American multi-millionaire Michael Brandon marries his eighth wife, Nicole, the daughter of a broke French Marquis. But she doesn't want to be only a number in the line of his ex-wives and undertakes her own strategy to tame him.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Cocoanuts (1929)
During the Florida land boom, the Marx Brothers run a hotel, auction off some land and thwart a jewel robbery.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Honey Pot (1967)
In Venice, a millionaire hires an actor to help him prank three greedy exes into thinking he's dying and leaving his fortune to one of them.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDelivery Man (2013)
An affable underachiever finds out he's fathered 533 children through anonymous donations to a fertility clinic 20 years ago. Now he must decide whether or not to come forward when 142 of them file a lawsuit to reveal his identity.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisYou 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 thisAmerican Dreamer (2022)
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDeuce Bigalow: Male Gigolo (1999)
Deuce Bigalow is a less than attractive, down on his luck aquarium cleaner. One day he wrecks the house of a gigolo and needs quick money to repair it. The only way he can make it is to become a gigolo himself, taking on an unusual mix of female clients. He encounters a couple of problems, though. He falls in love with one of his unusual clients, and a sleazy police officer is hot on his trail.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this
Like Playing For Keeps and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Playing For Keeps?
The closest matches to Playing For Keeps are Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972), Bone Lake (2025) and Intolerable Cruelty (2003). Below are 17 more, each with the reason it matches.
What should I watch after Playing For Keeps?
Start with Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972), the closest match to Playing For Keeps.
What is the highest-rated movie like Playing For Keeps?
You Can't Take It with You (1938), rated 7.5/10 by 471 TMDB users.
What is the newest movie like Playing For Keeps?
How to Make a Killing (2026) is the most recent release on this list.
Are there English movies like Playing For Keeps?
Yes: Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972), Bone Lake (2025) and Intolerable Cruelty (2003).
How are movies similar to Playing For Keeps chosen?
First come films that Trakt’s viewers watch alongside Playing For Keeps, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.