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Movies like First Date: The Musical (2020)

The best movies like First Date: The Musical (2020) are How to Be Single (2016), Play It Again, Sam (1972) and Whatever Works (2009). If First Date: The Musical hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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

    Popcorn FlickMovies like this
  2. Play It Again, Sam (1972)

    A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  3. Whatever Works (2009)

    Whatever Works explores the relationship between a crotchety misanthrope, Boris and a naïve, impressionable young runaway from the south, Melody. When Melody's uptight parents arrive in New York to rescue her, they are quickly drawn into wildly unexpected romantic entanglements. Everyone discovers that finding love is just a combination of lucky chance and appreciating the value of "whatever works."

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  4. 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

    Popcorn FlickMovies like this
  5. Hitch (2005)

    Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. Kissing Jessica Stein (2002)

    Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. Something Borrowed (2011)

    Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. Love by Chance (2016)

    Claire, an ambitious pastry chef, is busy running her new restaurant, but her meddling mom is preoccupied with her lack of love life. Without her knowledge, Claire’s mother finds her the perfect man, but when Claire finds out it wasn’t fate that brought them together, it could ruin the relationship.

    Why it matches: Recommended by TMDB viewers

  9. Music and Lyrics (2007)

    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 lyrics and he has to come up with a hit in a matter of days.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Carrie Pilby (2017)

    Awkward, isolated and disapproving of most of the people around her, a precocious 19-year-old genius is challenged to put her convictions to the test by venturing out on to the NYC dating scene.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Clueless (1995)

    Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  12. About Last Night (2014)

    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 navigate the relationship minefields from the bar to the bedroom and are eventually put to the test in the real world.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. Love at First Sight (2023)

    Hadley and Oliver begin falling in love on a flight from New York to London, but when they lose each other at customs, can they defy all odds to reunite?

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  14. The Wrong Paris (2025)

    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.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. The Tender Trap (1955)

    A young actress flirts demurely with a swinging Manhattan bachelor who thinks he has it made.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. 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

    Popcorn FlickMovies like this
  17. Barefoot in the Park (1967)

    In this film based on a Neil Simon play, newlyweds Corie, a free spirit, and Paul Bratter, an uptight lawyer, share a sixth-floor apartment in Greenwich Village. Soon after their marriage, Corie tries to find a companion for mother, Ethel, who is now alone, and sets up Ethel with neighbor Victor. Inappropriate behavior on a double date causes conflict, and the young couple considers divorce.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  18. Love in Winterland (2020)

    Ally, a final contestant on a dating show, must face her high school sweetheart when she is chosen for the Hometown Date.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. 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

    Popcorn FlickMovies like this
  20. Power Ballad (2026)

    When Rick, a past-his-prime wedding singer, meets fading boy-band star Danny during a gig, the two bond over music and a late-night jam session. But when Danny turns one of Rick’s songs into the hit that reignites his career, Rick sets out to reclaim the recognition he believes he deserves - even if it means risking everything he cares about.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this

Like First Date: The Musical and something else?

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

Frequently asked questions

What are the best movies like First Date: The Musical?

The closest matches to First Date: The Musical are How to Be Single (2016), Play It Again, Sam (1972) and Whatever Works (2009). Below are 17 more, each with the reason it matches.

What should I watch after First Date: The Musical?

Start with How to Be Single (2016), the closest match to First Date: The Musical.

What is the highest-rated movie like First Date: The Musical?

Play It Again, Sam (1972), rated 7.5/10 by 670 TMDB users.

What is the newest movie like First Date: The Musical?

One Night Only (2026) is the most recent release on this list.

Are there English movies like First Date: The Musical?

Yes: How to Be Single (2016), Play It Again, Sam (1972) and Whatever Works (2009).

How are movies similar to First Date: The Musical chosen?

First come films that Trakt’s viewers watch alongside First Date: The Musical, 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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