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Movies Like The Sweetest Thing

If you liked The Sweetest Thing (2002), a romance and comedy movie directed by Roger Kumble, 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. 1About 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…

  2. 2That 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…

  3. 3Someone 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…

  4. 4Zack and Miri Make a Porno

    Zack and Miri Make a Porno (2008)

    ★ 6.3/10Also comedy and romance

    Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each…

  5. 5Playing 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.

  6. 6¿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.

  7. 7One Night Only

    One Night Only (2026)

    ★ 6.4/10Also romance and comedy

    Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.

  8. 8Sex Appeal

    Sex Appeal (2022)

    ★ 6.6/10Also comedy and romance

    Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

  9. 9Bridesmaids

    Bridesmaids (2011)

    ★ 6.5/10Also comedy and romance

    Annie's life is a mess. But when she finds out her lifetime best friend is engaged, she simply must serve as Lillian's maid of honor. Though lovelorn and broke, Annie bluffs her way through the expensive and bizarre…

  10. 10Players

    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…

  11. 11Dinner in America

    Dinner in America (2022)

    ★ 7.8/10Also romance and comedy

    An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.

  12. 12How to Be Single

    How to Be Single (2016)

    ★ 6.3/10Also comedy and romance

    New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions…

  13. 13Friends with Benefits

    Friends with Benefits (2011)

    ★ 6.6/10Also romance and comedy

    Dylan is done with relationships. Jamie decides to stop buying into the Hollywood clichés of true love. When the two become friends they decide to try something new and take advantage of their mutual attraction - but…

  14. 14My Sassy Girl

    My Sassy Girl (2008)

    ★ 6.8/10Also comedy and romance

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

  15. 15There's Something About Mary

    There's Something About Mary (1998)

    ★ 6.6/10Also romance and comedy

    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…

  16. 16All Over the Guy

    All Over the Guy (2001)

    ★ 5.9/10Also comedy and romance

    A contemporary romantic comedy exploring the unlikely pairing of two 20-somethings thrown together by their respective best friends in hopes of igniting their own romance.

  17. 17Someone 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…

  18. 18A 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…

  19. 19Desperados

    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.

  20. 20No Hard Feelings

    No Hard Feelings (2023)

    ★ 6.7/10Also comedy and romance

    On the brink of losing her childhood home, Maddie discovers an intriguing job listing: wealthy helicopter parents looking for someone to “date” their introverted 19-year-old son, Percy, before he leaves for college. To…

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