Movies Like If the Shoe Fits
If you liked If the Shoe Fits (1990), a comedy and romance movie directed by Tom Clegg, 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
Another Cinderella Story (2008)
★ 7.3/10Also comedy and romanceA guy who danced with what could be the girl of his dreams at a costume ball only has one hint at her identity: the Zune she left behind as she rushed home in order to make her curfew. And with a once-in-a-lifetime…
- 2
Can't Buy Me Love (1987)
★ 6.9/10Also comedy and romanceNerdy high schooler Ronald Miller rescues cheerleader Cindy Mancini from parental punishment after she accidentally destroys her mother's designer clothes. Ronald agrees to pay for the $1,000 outfit on one condition…
- 3
13 Going on 30 (2004)
★ 6.8/10Also comedy and romanceAfter total humiliation at her thirteenth birthday party, Jenna Rink wants to just hide until she's thirty. Thanks to some magic wishing dust, Jenna's prayer has been answered. With a knockout body, a fabulous…
- 4
Prom Pact (2023)
★ 7.2/10Also comedy and romanceIt's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts…
- 5
The Wrong Paris (2025)
★ 6.7/10Also romance and comedyDawn 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.
- 6
Teen Witch (1989)
★ 6.1/10Also comedy and romanceLouise is not very popular at her highschool. Then she learns that she's descended from the witches of Salem and has inherited their powers. At first she uses them to get back at the girls and teachers who teased her…
- 7
When in Rome (2010)
★ 5.9/10Also comedy and romanceDisillusioned with romance, Beth, an ambitious New Yorker, travels to Rome for her sister's wedding, where she plucks magic coins from a special fountain of love. The coins attract unwanted attention from an assortment…
- 8
When We First Met (2018)
★ 6.6/10Also comedy and romanceUsing a magical photo booth that sends him back in time, Noah relives the night he met Avery over and over, trying to persuade her to fall for him.
- 9
Relationship Goals (2026)
★ 6.4/10Also romance and comedyWhen TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…
- 10
Bedazzled (2000)
★ 6.1/10Also comedy and romanceElliot Richards, a socially awkward IT worker, is given seven wishes to get the girl of his dreams when he meets a very seductive Satan. The catch: his soul. Some of his wishes include being a 7 foot basketball star, a…
- 11
12 Dates of Christmas (2011)
★ 6.1/10Also romance and comedyIn an attempt to win back her ex-boyfriend Jack on Christmas Eve, Kate ends up ruining her blind date with Miles, a handsome guy she's been set up with. In a strange twist of fate, Kate is magically given the chance to…
- 12
The Purple Rose of Cairo (1985)
★ 7.4/10Also comedy and romanceCecilia is a waitress in New Jersey, living a dreary life during the Great Depression. Her only escape from her mundane reality is the movie theatre. After losing her job, Cecilia goes to see 'The Purple Rose of Cairo'…
- 13
Victor/Victoria (1982)
★ 7.3/10Also comedy and romanceA struggling female soprano finds work playing a male female impersonator, but it complicates her personal life.
- 14
The Princess Bride (1987)
★ 7.7/10Also comedy and romanceIn this enchantingly cracked fairy tale, the beautiful Princess Buttercup and the dashing Westley must overcome staggering odds to find happiness amid six-fingered swordsmen, murderous princes, Sicilians and rodents of…
- 15
Girls Just Want to Have Fun (1985)
★ 6.1/10Also comedy and romanceJaney is new in town. She soon meets Lynne, a classmate who shares her passion for the local show 'Dance TV'. When a competition is announced to find new Dance TV performers, Janey and Lynne are determined to audition…
- 16
Anchors Aweigh (1945)
★ 6.8/10Also comedy and romanceTwo sailors on shore leave head out for four days of partying – only to become involved in the affairs of an aspiring singer and her precocious nephew.
- 17
Practical Magic 2 (2026)
★ 7.2/10Also romance and comedyThe Owens sisters must confront the dark curse that threatens to unravel their family once and for all.
- 18
Aquamarine (2006)
★ 6.5/10Also romance and comedyTwo 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…
- 19
Under Wraps (2021)
★ 6.7/10Also comedy and tv movieThree friends try to save their mummified friend, Harold, from greedy criminals by returning him to his resting place before midnight on Halloween.
- 20
Yoh! Bestie (2026)
★ 6.2/10Also romance and comedyThando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.