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Movies Like Two Can Play That Game

If you liked Two Can Play That Game (2001), a comedy and romance movie directed by Mark Brown, 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. 1How to Date Billy Walsh

    How to Date Billy Walsh (2024)

    ★ 6.4/10Also romance and comedy

    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.

  2. 2About Last Night

    About Last Night (2014)

    ★ 6/10Also comedy and romance

    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…

  3. 3I Want You Back

    I Want You Back (2022)

    ★ 6.3/10Also comedy and romance

    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…

  4. 4She's Gotta Have It

    She's Gotta Have It (1986)

    ★ 6.6/10Also comedy and romance

    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"…

  5. 5Someone Like You...

    Someone Like You... (2001)

    ★ 6/10Also comedy and romance

    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…

  6. 6Mr. Jealousy

    Mr. Jealousy (1998)

    ★ 5.9/10Also comedy and romance

    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…

  7. 7Seriously Single

    Seriously Single (2020)

    ★ 6.8/10Also comedy

    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.

  8. 8The Incredible Jessica James

    The Incredible Jessica James (2017)

    ★ 6.1/10Also romance and comedy

    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.

  9. 9That Awkward Moment

    That Awkward Moment (2014)

    ★ 6.1/10Also comedy and romance

    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…

  10. 10What's Your Number?

    What's Your Number? (2011)

    ★ 6.5/10Also comedy and romance

    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…

  11. 11Bull Durham

    Bull Durham (1988)

    ★ 6.6/10Also comedy and romance

    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…

  12. 12Roommates

    Roommates (2026)

    ★ 6.4/10Also comedy

    When shy college freshman Devon asks cool-girl Celeste to be her roommate, a blossoming friendship quickly spirals into a war of passive aggression.

  13. 13Players

    Players (2024)

    ★ 6.1/10Also romance and comedy

    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…

  14. 14Someone Great

    Someone Great (2019)

    ★ 6.4/10Also comedy and romance

    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…

  15. 15Desperados

    Desperados (2020)

    ★ 6/10Also comedy and romance

    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.

  16. 16Starting Over

    Starting Over (1979)

    ★ 6.4/10Also comedy and romance

    After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.

  17. 17A Nice Girl Like You

    A Nice Girl Like You (2020)

    ★ 5.8/10Also comedy and romance

    Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…

  18. 18¿Quieres ser mi hijo?

    ¿Quieres ser mi hijo? (2023)

    ★ 8.4/10Also comedy and romance

    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.

  19. 19Playing It Cool

    Playing It Cool (2014)

    ★ 5.9/10Also comedy and romance

    A young man meets and instantly falls in love with an engaged woman.

  20. 20Pizza Movie

    Pizza Movie (2026)

    ★ 6.4/10Also comedy

    A group of college students go downstairs to their dorm lobby to get a delivery pizza. There's only one issue: They're insanely high on a homemade drug, turning their simple journey down two sets of stairs into a…

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