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Movies Like Pillow Talk

If you liked Pillow Talk (1959), a comedy and romance movie directed by Michael Gordon, 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. 1Sex and the Single Girl

    Sex and the Single Girl (1964)

    ★ 6.5/10Also comedy and romance

    A womanizing reporter for a sleazy tabloid magazine impersonates his hen-pecked neighbor in order to get an expose on renowned psychologist Helen Gurley Brown.

  2. 2She's Funny That Way

    She's Funny That Way (2015)

    ★ 5.9/10Also comedy and romance

    On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

  3. 3Man's Favorite Sport?

    Man's Favorite Sport? (1964)

    ★ 6.9/10Also comedy and romance

    Roger Willoughby is a renowned fishing expert, who, unbeknownst to his friends, co-workers, or boss, has never cast a line in his life. One day, he crosses paths with Abigail Paige, a sweetly annoying girl who has just…

  4. 4That Touch of Mink

    That Touch of Mink (1962)

    ★ 6.5/10Also comedy and romance

    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…

  5. 5The Wrong Paris

    The Wrong Paris (2025)

    ★ 6.7/10Also romance and comedy

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

  6. 6Chasing Papi

    Chasing Papi (2003)

    ★ 6.7/10Also comedy and romance

    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…

  7. 7The Grass Is Greener

    The Grass Is Greener (1960)

    ★ 6.4/10Also comedy and romance

    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…

  8. 8Fun with Dick and Jane

    Fun with Dick and Jane (1977)

    ★ 6.6/10Also comedy

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

  9. 9Relationship Goals

    Relationship Goals (2026)

    ★ 6.4/10Also romance and comedy

    When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…

  10. 10Duplex

    Duplex (2003)

    ★ 6.1/10Also comedy

    When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!

  11. 11Love Is in the Air

    Love Is in the Air (2023)

    ★ 6.2/10Also romance and comedy

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

  12. 12Isn't It Romantic

    Isn't It Romantic (2019)

    ★ 6.2/10Also comedy and romance

    For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out…

  13. 13Watching the Detectives

    Watching the Detectives (2007)

    ★ 6.3/10Also comedy and romance

    Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets…

  14. 14Yoh! Bestie

    Yoh! Bestie (2026)

    ★ 6.2/10Also romance and comedy

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

  15. 15Little Italy

    Little Italy (2018)

    ★ 6.6/10Also comedy and romance

    Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

  16. 16The Distinguished Gentleman

    The Distinguished Gentleman (1992)

    ★ 6/10Also comedy

    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…

  17. 17Music and Lyrics

    Music and Lyrics (2007)

    ★ 6.5/10Also comedy and romance

    A washed-up '80s pop star gets a chance at a comeback when reigning pop diva Cora Corman invites him to write & record a duet with her, but there's a problem--Alex hasn't written a song in years; he's never written…

  18. 18Roxanne

    Roxanne (1987)

    ★ 6.4/10Also comedy and romance

    In this modern take on Edmond Rostand's classic play "Cyrano de Bergerac," C. D. Bales is the witty, intelligent, and brave fire chief of a small Pacific Northwest town who, due to the size of his enormous nose…

  19. 19The Seven Year Itch

    The Seven Year Itch (1955)

    ★ 7/10Also comedy and romance

    When his family goes away for summer vacation, a hitherto faithful publishing executive with an overactive imagination is tempted by an attractive new neighbor.

  20. 20That Uncertain Feeling

    That Uncertain Feeling (1941)

    ★ 6.6/10Also comedy and romance

    A happily married woman sees a psychoanalyst and develops doubts about her husband.

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