If the Shoe Fits (1990)

Ooh-wee, was this a bad movie. A take on the Cinderella fairy tale, Jennifer Grey is a shoe designer whose big dream is to create shoes for fashion designer Rob Lowe. But she wears glasses and has wavy hair and has a comfortable-looking wardrobe, so of course no one looks at her twice. Only after she meets her fairy godmother who magics a pair of high heels to make Jen’s hair gets slicked back and her eyes become bright blue that everyone falls in love with her. I have no idea what Rob’s character traits are supposed to be. He’s flamboyant, has an Italian sounding name, sometimes has an accent, and is generally just a jerk. There isn’t really any chemistry between the two characters, whether she’s the model Prudence or everyday girl Kelly.