Movies Like The Ex-Girlfriend Debacle

If you liked The Ex-Girlfriend Debacle (2020), a movie directed by Stills by Alan, 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 Marry a Millionaire (1953)
★ 6.8/10
Three women set out to find eligible millionaires to marry, but find true love in the process.
2
Book Club: The Next Chapter (2023)
★ 6.3/10
Four best friends take their book club to Italy for the fun girls' trip they never had. When things go off the rails and secrets are revealed, their relaxing vacation turns into a once-in-a-lifetime cross-country…
3
Love Is in the Air (2023)
★ 6.2/10
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
4
Starstruck (2010)
★ 7.1/10
Pop star Christopher Wilde has fame, fortune and a big-budget Hollywood movie awaiting him. But after meeting Jessica Olson, a down-to-earth girl from the Midwest, he is faced with following his heart or doing what's…
5
A Valentine's Match (2020)
★ 7/10
Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiancé thanks to two scheming mothers.
6
Falling for Christmas (2022)
★ 6.2/10
An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.
7
The Bachelor and the Bobby-Soxer (1947)
★ 6.9/10
Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to…
8
High Strung Free Dance (2018)
★ 7.3/10
Zander Raines, a dazzling and tempestuous young choreographer, gives the break of a lifetime to two hopeful artists when he casts a stunning contemporary dancer, Barlow, and innovative pianist, Charlie, in New York’s…
9
To All the Boys: P.S. I Still Love You (2020)
★ 6.8/10
Lara Jean and Peter have just taken their romance from pretend to officially real when another recipient of one of her love letters enters the picture.
10
The Merry Widow (1934)
★ 6.8/10
A prince from a small kingdom courts a wealthy widow to keep her money in the country.
11
Aquamarine (2006)
★ 6.5/10
Two teenage girls discover that mermaids really do exist after a violent storm washes one ashore. The mermaid, a sassy creature named Aquamarine, is determined to prove to her father that real love exists, and enlists…
12
Christmas with You (2022)
★ 5.8/10
Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.
13
High Strung (2016)
★ 7/10
When a hip hop violinist busking in the New York subway encounters a classical dancer on scholarship at the Manhattan Conservatory of the Arts, sparks fly. With the help of a hip hop dance crew they must find a common…
14
Now and Then (1995)
★ 6.9/10
Waxing nostalgic about the bittersweet passage from childhood to puberty, four childhood girlfriends — Teeny, Chrissy, Samantha and Roberta — recall the magical summer of 1970. During their walk down memory lane, they…
15
Good Advice (2001)
★ 5.9/10
An investment banker loses everything and must discover what's really important in life.
16
Camp Rock 3 (2026)
★ 6.5/10
When pop group Connect 3 returns to Camp Rock to search for an opening act for their reunion tour, rising tensions and fierce competition among campers test old friendships and spark unexpected romances.
17
Be Somebody (2016)
★ 6.5/10
Pop superstar Jordan Jaye has a big dream he just wants to live like a regular teenager. When he's chased down by some excited female fans, he finds a perfect hideout and a reluctant new friend from a small town…
18
Champagne Problems (2025)
★ 6/10
A driven American exec heads to Paris determined to acquire a champagne brand by Christmas — and accidentally falls for the heir to the bubbly empire.
19
The Other Sister (1999)
★ 6.4/10
A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.
20
Anywhere but Here (1999)
★ 6.1/10
Single mother Adele August is bad with money, and even worse when it comes to making decisions. Her straight-laced daughter, Ann, is a successful high school student with Ivy League aspirations. When Adele decides to…