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Movies Like That Awkward Moment

If you liked That Awkward Moment (2014), a comedy and romance movie directed by Tom Gormican, 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. 1¿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.

  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. 3Zack 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…

  4. 4Sex 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.

  5. 5The Perfect Date

    The Perfect Date (2019)

    ★ 6.4/10Also romance and comedy

    No beau? No problem! To earn money for college, a high schooler creates a dating app that lets him act as a stand-in boyfriend.

  6. 6Players

    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…

  7. 7The Long Weekend

    The Long Weekend (2005)

    ★ 5.8/10Also comedy and romance

    Cooper is an actor who sees life as one big party, while Ed is in advertising and takes life too seriously. When Ed gets stressed over a deadline he has to meet, his brother Cooper works hard in trying to get his…

  8. 8Someone 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…

  9. 9Bye Bye Love

    Bye Bye Love (1995)

    ★ 6.1/10Also comedy and romance

    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…

  10. 10No 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…

  11. 11My Fake Boyfriend

    My Fake Boyfriend (2022)

    ★ 5.9/10Also comedy and romance

    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…

  12. 12Friends 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…

  13. 13The Climb

    The Climb (2020)

    ★ 6.1/10Also comedy

    Kyle and Mike are best friends who share a close bond — until Mike sleeps with Kyle’s fiancée. A stormy but enduring relationship ensues between Kyle, with limitless patience, and Mike, who only lives his life by…

  14. 14The 40 Year-Old Virgin

    The 40 Year-Old Virgin (2005)

    ★ 6.4/10Also comedy and romance

    Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers…

  15. 15I 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…

  16. 16Puppy Love

    Puppy Love (2023)

    ★ 7/10Also comedy and romance

    After a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched…

  17. 17Playing 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.

  18. 1872 HOURS

    72 HOURS (2026)

    ★ 6.8/10Also comedy

    To save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.

  19. 19One 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.

  20. 20There'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…

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