Movies like The Ex-Girlfriend Debacle (2020)
The best movies like The Ex-Girlfriend Debacle (2020) are How to Marry a Millionaire (1953), Holiday Date (2019) and Head Over Heels (2001). If The Ex-Girlfriend Debacle hooked you, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedHigh Strung Free Dance (2018)7.3/10 from 244 votes
- NewestR52.9 Pain, unspecified (2025)Released 2025
How to Marry a Millionaire (1953)
Three women set out to find eligible millionaires to marry, but find true love in the process.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHoliday Date (2019)
When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHead Over Heels (2001)
Ordinary single girl Amanda Pierce unexpectedly finds herself sharing an awesome Manhattan apartment with four sexy supermodels. Determined to bring Amanda into their world, the models give her the ultimate makeover. The plan works fabulously as Amanda connects with next door charmer Jim Winston. That is, until one night while spying on him, Amanda thinks she sees the man of her dreams committing a cold blooded crime.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisA Valentine's Match (2020)
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.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisLove Is in the Air (2023)
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.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBook Club: The Next Chapter (2023)
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 adventure.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMy Date with Drew (2005)
Ever since the second grade when he first saw her in E.T. The Extraterrestrial, Brian Herzlinger has had a crush on Drew Barrymore. Now, 20 years later he's decided to try to fulfill his lifelong dream by asking her for a date. There's one small problem: She's Drew Barrymore and he's, well, Brian Herzlinger, a broke 27-year-old aspiring filmmaker from New Jersey.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisStarstruck (2010)
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 best for his career.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Other Sister (1999)
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.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Perfect Catch (2017)
When Jessica Parker’s former high school boyfriend, superstar baseball player Chase Taynor, returns to town, she finds the inspiration to reinvent her struggling diner… and revisits the past to find something even better for the future.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSister of the Bride (2019)
After only 6 months of dating, Stephanie and Ben get engaged and are delighted to share the news. However, they hit a road bump when Stephanie’s parents show concern that the couple has moved too fast.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Bachelor and the Bobby-Soxer (1947)
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 date Susan until the crush abates.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisStranded in Paradise (2014)
When a driven HR exec loses her high-powered job, she travels to Puerto Rico in an attempt to save her career at a business conference. But as the trip quickly becomes a disaster and a hurricane shuts down the whole island, she meets a handsome world traveler who gives her a new perspective on finding passion in life and love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisNever Kiss a Man in a Christmas Sweater (2020)
Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFalling for Christmas (2022)
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.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Merry Widow (1934)
A prince from a small kingdom courts a wealthy widow to keep her money in the country.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisGood Advice (2001)
An investment banker loses everything and must discover what's really important in life.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisHigh Strung (2016)
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 ground while preparing for a competition that could change their lives forever.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisSilk Stockings (1957)
After three bumbling Soviet agents fail in their mission to retrieve a straying Soviet composer from Paris, the beautiful, ultra-serious Ninotchka is sent to complete their mission and to retrieve them. She starts out condemning the decadent West, but gradually falls under its spell—with the help of an American movie producer. A remake of Ninotchka (1939).
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHigh Strung Free Dance (2018)
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 most-anticipated new Broadway show: Free Dance. But the move throws off the show’s delicate creative balance when Charlie falls hard for Barlow, while Zander embraces her as his muse.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thistruth: 1 Night, 1 Room, 3 Baddest Bitches (2022)
A Japan-set battle-royale comedy over a vial of sperm is centered around three women on the verge of a nervous breakdown from hearing their biological clock ticking away: a doctor and manager of a sperm bank, Sana Kobayashi, a single mother, Maron Kuribayashi, and an alluring receptionist, Mayumi Kujō. Unknowingly, the three shared a beloved partner and a sperm donor, Makoto, but lost him in a sudden accident. The night of Makoto's funeral they are shocked to discover each other in his room. In a rage of screaming, thrashing, and boasting about their own sexual prowess with Makoto, more fierce emotions erupt once Sana's plan to self-inseminate is exposed, but this leads to unexpected consequences. They affirm their real love for Makoto and reveal his true wishes.
Why it matches: Similar story and style
R52.9 Pain, unspecified (2025)
Period pain varies greatly in terms of its form and intensity. It is not easy to describe in words, and it is often trivialized and dismissed. This film aims to break this taboo and visualize the feeling of having a period based on personal experiences, making it more tangible.
Why it matches: Similar story and style
The Women (2008)
The story centers on a group of gossipy, high-society women who spend their days at the beauty salon and haunting fashion shows. The sweet, happily-wedded Mary Haines finds her marriage in trouble when shop girl Crystal Allen gets her hooks into Mary's man.
Why it matches: Similar story and style
SnoozefestMovies like thisPussyCake (2021)
A struggling all-female rock band kicks off a new tour, hoping to rekindle their popularity. When they catch the attention of horrors from beyond our reality, the band realizes that being forgotten by their fans is the least of their problems.
Why it matches: Similar story and style
SnoozefestMovies like thisThis Is Zoe (2022)
Zoe's reserved nature speaks volumes when her familiar, unwanted inner critic comes out to play.
Why it matches: Similar story and style
Regarding Eloise (2023)
Eloise lives alone, shutting others out of her life, committed to her art. The film follows her internal rationale as she is forced to address a haunting secret hidden away in the depths of her home.
Why it matches: Similar story and style
YoRHa Girls Ver.1.1a (2021)
A gender-swapped re-envisioning of the YoRHa Boys Ver.1.0. Created as a test case for female YoRHa models, F Squad resembles a school where new recruits train alongside senior androids until doubts about the purpose of YoRHa begin to spread.
Why it matches: Similar story and style
The Shattering! (2021)
Sadie tries to recollect what she remembers from one night that led to a tragic moment. As she’s trying to recollect these memories we witness her try to survive a world that lacks compassion, the feelings of someone following her, and living with a Mental Health system that doesn’t care or feel anything toward her. “The Shattering!” is an examination into why it’s important to have compassion or empathy, especially for those who are the most vulnerable fueled by its dark nightmarish atmosphere, and compellingly disturbing visuals.
Why it matches: Similar story and style
The girls I know... get their hands dirty. (2016)
Stranded in the middle of the desert, a filmmaker attempts to change her flat tire in order to make it to the biggest interview of her life.
Why it matches: Similar story and style
Phantom (2006)
2006 Takarazuka Revue Flower Troupe production of Maury Yeston and Arthur Kopit's "Phantom."
Why it matches: Similar story and style
Like The Ex-Girlfriend Debacle and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like The Ex-Girlfriend Debacle?
The closest matches to The Ex-Girlfriend Debacle are How to Marry a Millionaire (1953), Holiday Date (2019) and Head Over Heels (2001). Below are 27 more, each with the reason it matches.
What should I watch after The Ex-Girlfriend Debacle?
Start with How to Marry a Millionaire (1953), the closest match to The Ex-Girlfriend Debacle.
What is the highest-rated movie like The Ex-Girlfriend Debacle?
High Strung Free Dance (2018), rated 7.3/10 by 244 TMDB users.
What is the newest movie like The Ex-Girlfriend Debacle?
R52.9 Pain, unspecified (2025) is the most recent release on this list.
Are there English movies like The Ex-Girlfriend Debacle?
Yes: How to Marry a Millionaire (1953), Holiday Date (2019) and Head Over Heels (2001).
How are movies similar to The Ex-Girlfriend Debacle chosen?
First come films that Trakt’s viewers watch alongside The Ex-Girlfriend Debacle, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.