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Movies like A Guide to Second Date Sex (2019)

The best movies like A Guide to Second Date Sex (2019) are The Incredible Jessica James (2017), Players (2024) and Sex Appeal (2022). If A Guide to Second Date Sex hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Incredible Jessica James (2017)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  2. Players (2024)

    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 for keeps.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  3. Sex Appeal (2022)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  4. My Fake Boyfriend (2022)

    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 the real love of his life, and breaking up with his fake boyfriend proves hard to do.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  5. French Girl (2024)

    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 executive chef position in her hometown of Quebec City. To Gordon’s dismay her future boss also happens to be her former lover, a celebrity Chef with oceanic eyes and a hit TV show. Good luck Gordon.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  6. How to Be Single (2016)

    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 of love.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  7. Long Weekend (2021)

    Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  8. One Night Only (2026)

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

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  9. ¿Quieres ser mi hijo? (2023)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Absolute CinemaMovies like this
  10. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  11. The List (2023)

    After her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  12. The Love Hypothesis (2026)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Absolute CinemaMovies like this
  13. A Nice Girl Like You (2020)

    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 of self-discovery, friendship, and new love.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  14. Bye Bye Love (1995)

    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, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  15. Someone Like You... (2001)

    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 begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  16. Puppy Love (2023)

    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 Nicole and Max are forced to become responsible co-parents, but may end up finding love themselves.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  17. I Want You Back (2022)

    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 have already moved on, Peter and Emma hatch a hilarious plan to win back their exes with unexpected results.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  18. That Awkward Moment (2014)

    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 three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  19. The Tao of Steve (2000)

    In college, Dex was the big man on campus. Ten years later, now an overweight kindergarten teacher, Dex is immune to the shocked stares of the women who were once his conquests. While trying to pick up the bartender, he is struck by the gorgeous Syd. Through a series of circumstances, Syd and Dex are thrown together and he soon finds himself questioning his belief in all things Steve.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  20. The Long Weekend (2005)

    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 brother hooked up with a girl, thus a long weekend of stress and beautiful women, culminating in Ed meeting, and making love to, the woman of his dreams.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  21. Latter Days (2004)

    Christian, a hunky, 20-something, West Hollywood party boy gets more than he bargains for when he tries to seduce Aaron, a sexually confused Mormon missionary who moves into his apartment complex.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  22. Employee of the Month (2006)

    When he hears that the new female employee digs ambitious men who are the store employee of the month, a slacker gets his act together but finds himself in competition with his rival, an ambitious co-worker.

    Why it matches: Similar story and style · both comedy & romance

  23. Date Movie (2006)

    Spoof of romantic comedies which focuses on a man, his crush, his parents, and her father.

    Why it matches: Similar story and style · both comedy & romance

  24. Prime (2005)

    A career driven professional from Manhattan is wooed by a young painter, who also happens to be the son of her psychoanalyst.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  25. The Little Death (2014)

    A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  26. Human Nature (2001)

    Obsessive scientist Nathan and his lover, the naturalist Lila, discover Puff: a man born and raised in the wild. As Nathan trains the wild man in the civilized ways of the world, Lila fights to preserve the man’s natural state. In the power struggle that ensues, an unusual love triangle emerges.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  27. The Science of Sleep (2006)

    A man entranced by his dreams and imagination is lovestruck with a French woman and feels he can show her his world.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  28. Nowhere (1997)

    In Los Angeles, a colorful assortment of bohemians try to make sense of their intersecting lives. The moody Dark Smith, his bisexual girlfriend, her lesbian lover and their shy gay friend plan on attending the wildest party of the year. But they'll only make it if they can survive the drug trips, suicides, trysts, mutilations and alien abductions that occur as one surreal day unfolds.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. Romance Doll (2020)

    It was a pre-destined love and marriage for Sonoko and Tetsuo. They tied the knot and became husband and wife no questions asked. All is well then. Well, perhaps not. Each holds a secret that even the binds of matrimony cannot untie.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  30. Passionate Encounters (2004)

    Two psychologists start an experiment which is meant to explore various persons' behaviour towards each other. It soons turns to sex.

    Why it matches: Similar story and style · both romance

Like A Guide to Second Date Sex and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like A Guide to Second Date Sex?

The closest matches to A Guide to Second Date Sex are The Incredible Jessica James (2017), Players (2024) and Sex Appeal (2022). Below are 27 more, each with the reason it matches.

What should I watch after A Guide to Second Date Sex?

Start with The Incredible Jessica James (2017), the closest match to A Guide to Second Date Sex.

What is the highest-rated movie like A Guide to Second Date Sex?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like A Guide to Second Date Sex?

The Love Hypothesis (2026) is the most recent release on this list.

Are there English movies like A Guide to Second Date Sex?

Yes: The Incredible Jessica James (2017), Players (2024) and Sex Appeal (2022).

How are movies similar to A Guide to Second Date Sex chosen?

First come films that Trakt’s viewers watch alongside A Guide to Second Date Sex, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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