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Movies Like A Guide to Second Date Sex

If you liked A Guide to Second Date Sex (2019), a romance and comedy movie directed by Rachel Hirons, 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. 1Players

    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…

  2. 2Sex 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.

  3. 3French Girl

    French Girl (2024)

    ★ 6.2/10Also romance and comedy

    Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an…

  4. 4How 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…

  5. 5The 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.

  6. 6One 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.

  7. 7¿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.

  8. 8My 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…

  9. 9The Love Hypothesis

    The Love Hypothesis (2026)

    ★ 7.9/10Also romance and comedy

    Olive Smith, a biology PhD candidate, and Dr. Adam Carlsen, a hotshot professor and well-known tyrant, enter into a fake relationship, seeing each of their carefully calculated theories on love get thrown into chaos.

  10. 10Puppy 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…

  11. 11That 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…

  12. 12A 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…

  13. 13Someone 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…

  14. 14Mr. 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…

  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. 16My 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.

  17. 17Starting 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.

  18. 18About 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…

  19. 19The 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…

  20. 20The 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.

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