Movies Like First Date: The Musical

If you liked First Date: The Musical (2020), a movie directed by Dean Johnson, 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
How to Be Single (2016)
★ 6.3/10
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…
2
Play It Again, Sam (1972)
★ 7.5/10
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.
3
Whatever Works (2009)
★ 7.1/10
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…
4
Sex Appeal (2022)
★ 6.6/10
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
Hitch (2005)
★ 6.6/10
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…
6
Something Borrowed (2011)
★ 6.2/10
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…
7
Music and Lyrics (2007)
★ 6.5/10
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…
8
Clueless (1995)
★ 7.2/10
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…
9
Love at First Sight (2023)
★ 7.2/10
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?
10
The Wrong Paris (2025)
★ 6.7/10
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.
11
One Night Only (2026)
★ 6.4/10
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
12
Power Ballad (2026)
★ 7.1/10
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…
13
Something New (2006)
★ 6.4/10
Kenya McQueen thought she had it all: a successful career, good friends and family. There was just one thing she didn't have under control: her love life. All that changes when she meets sexy, free-spirited Brian…
14
About Last Night (2014)
★ 6/10
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…
15
Set It Up (2018)
★ 6.9/10
Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
16
Love in Winterland (2020)
★ 6.6/10
Ally, a final contestant on a dating show, must face her high school sweetheart when she is chosen for the Hometown Date.
17
People We Meet on Vacation (2026)
★ 7/10
Poppy's a free spirit. Alex loves a plan. After years of summer vacations, these polar-opposite pals wonder if they could be a perfect romantic match.
18
How to Lose a Guy in 10 Days (2003)
★ 6.9/10
It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben needs to prove he can win a girl in 10 days. Now, the clock is ticking—and the wildly entertaining comedy smash is off and…
19
Love by Chance (2016)
★ 5.9/10
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…
20
Barefoot in the Park (1967)
★ 7.1/10
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…