Movies like Two Can Play That Game (2001)
The best movies like Two Can Play That Game (2001) are How to Date Billy Walsh (2024), She's Gotta Have It (1986) and The Incredible Jessica James (2017). If Two Can Play That Game hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedJules and Jim (1962)7.5/10 from 1,083 votes
- NewestRoommates (2026)Released 2026
How to Date Billy Walsh (2024)
Archie has been in love with his best friend Amelia for as long as he can remember. Just when he builds up the courage to declare his feelings, she falls head over heels for Billy Walsh, a new American transfer student.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisShe's Gotta Have It (1986)
The story of Nola Darling's simultaneous sexual relationships with three different men is told by her and by her partners and other friends. All three men wanted her to commit solely to them; Nola resists being "owned" by a single partner.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Incredible Jessica James (2017)
Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisAbout Last Night (2014)
Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to navigate the relationship minefields from the bar to the bedroom and are eventually put to the test in the real world.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisI Want You Back (2022)
Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives have already moved on, Peter and Emma hatch a hilarious plan to win back their exes with unexpected results.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSomeone Like You... (2001)
Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMr. Jealousy (1998)
After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia gets the best of him when he discovers that her most recent ex is successful novelist Dashiell Frank. Lester begins attending the same group therapy sessions as Dashiell to learn about Ramona's past with him.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisSplendor (1999)
Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThat Awkward Moment (2014)
Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWhat's Your Number? (2011)
Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMy Fake Boyfriend (2022)
A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisBull Durham (1988)
Veteran catcher Crash Davis is brought to the minor league Durham Bulls to help their up and coming pitching prospect, "Nuke" Laloosh. Their relationship gets off to a rocky start and is further complicated when baseball groupie Annie Savoy sets her sights on the two men.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisPlayers (2024)
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisDesperados (2020)
A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Lonely Guy (1984)
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSomeone Great (2019)
An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one outrageous last adventure in New York City.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisBye Bye Love (1995)
With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisStarting Over (1979)
After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSeriously Single (2020)
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRoommates (2026)
When shy college freshman Devon asks cool-girl Celeste to be her roommate, a blossoming friendship quickly spirals into a war of passive aggression.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAddicted to Love (1997)
Good-natured astronomer Sam is devastated when the love of his life leaves him for a suave Frenchman. He therefore does what every other normal dumpee would do — go to New York and set up home in the abandoned building opposite his ex-girlfriend's apartment, wait until she decides to leave her current lover, and then win her back.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisI ♥ Huckabees (2004)
A husband-and-wife team play detective, but not in the traditional sense. Instead, the happy duo helps others solve their existential issues, the kind that keep you up at night, wondering what it all means.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisFever Pitch (1997)
A romantic comedy about a man, a woman and a football team. Based on Nick Hornby's best selling autobiographical novel, Fever Pitch. English teacher Paul Ashworth believes his long standing obsession with Arsenal serves him well. But then he meets Sarah. Their relationship develops in tandem with Arsenal's roller coaster fortunes in the football league, both leading to a nail biting climax.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisLove, Guaranteed (2020)
A lawyer takes on a new client that wants to sue a dating website because it guarantees love.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisOnly the Lonely (1991)
Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the relationship, and Danny and Theresa must either overcome her objections or give up the romance.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisBuying the Cow (2002)
A commitment-averse man frantically hits the dating scene after his girlfriend starts pressuring him to pop the question.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisCan't Buy Me Love (1987)
Nerdy high schooler Ronald Miller rescues cheerleader Cindy Mancini from parental punishment after she accidentally destroys her mother's designer clothes. Ronald agrees to pay for the $1,000 outfit on one condition: that she will act as though they're a couple for an entire month. As the days pass, however, Cindy grows fond of Ronald, making him popular. But when Ronald's former best friend gets left behind, he realizes that social success isn't everything.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisVanilla Sky (2001)
David Aames has it all: wealth, good looks and gorgeous women on his arm. But just as he begins falling for the warmhearted Sofia, his face is horribly disfigured in a car accident. That's just the beginning of his troubles as the lines between illusion and reality, between life and death, are blurred.
Why it matches: Similar story and style · both romance
Popcorn FlickMovies like thisJules and Jim (1962)
In the carefree days before World War I, introverted Austrian author Jules strikes up a friendship with the exuberant Frenchman Jim and both men fall for the impulsive and beautiful Catherine.
Why it matches: Similar story and style · both romance
Worth the HypeMovies like thisBill & Ted's Excellent Adventure (1989)
Two rock-'n-rolling teens, on the verge of failing their class, set out on a quest to make the ultimate school history report after being presented with a time machine.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Two Can Play That Game?
The closest matches to Two Can Play That Game are How to Date Billy Walsh (2024), She's Gotta Have It (1986) and The Incredible Jessica James (2017). Below are 27 more, each with the reason it matches.
What should I watch after Two Can Play That Game?
Start with How to Date Billy Walsh (2024), the closest match to Two Can Play That Game.
What is the highest-rated movie like Two Can Play That Game?
Jules and Jim (1962), rated 7.5/10 by 1,083 TMDB users.
What is the newest movie like Two Can Play That Game?
Roommates (2026) is the most recent release on this list.
Are there English movies like Two Can Play That Game?
Yes: How to Date Billy Walsh (2024), She's Gotta Have It (1986) and The Incredible Jessica James (2017).
How are movies similar to Two Can Play That Game chosen?
First come films that Trakt’s viewers watch alongside Two Can Play That Game, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.