Time for a little throwback fashion inspiration!

No matter what I’m doing, I always have to stop and watch A Cinderella Story whenever it’s on TV. It’s an updated fairytale that stars post-Lizzie McGuire Hilary Duff and One Tree Hill-era Chad Michael Murray, so what’s not to love?

While evil stepmother Fiona and her daughters rock some wildly colorful outfits, I’m particularly fond of Sam’s sporty, laid-back style. 

Below are four looks inspired by the outfits she wears throughout the film. Don’t worry about looking dated, though. I’ve updated her 2004 attire (can you believe this movie’s 12 years old?!) into trendy ensembles you can wear right now.

Table of Contents

1. PrincetonGirl818

Sam’s school day style consists laid-back, comfy basics in mix-and-match neutral hues — perfect for the on-the-go college girl!

Snag her look for yourself with a soft green henley and deep olive, cargo-style skinnies. Shake things up with contrasting pops of color and texture. A faux suede baseball cap and plum-colored sneakers should do the trick, while nodding to the sporty vibe Sam often rocks. Complete the outfit with an on-trend layered cord necklace.

Products: Top-Urban Outfitters, Pants- Nordstrom, Hat- Torrid, Shoes- New Balance, Necklace- Francesca’s

2. Diner Girl

Okay, so your stepmother may not force you to work in a cheesy themed diner where you have to glide around on roller skates. However, Sam’s “diner girl” look would translate nicely into a cute, slightly retro business casual outfit.

Grab a pair of timeless houndstooth print trousers, then add a flowy black blouse on top. When you’re on your feet all day, comfy shoes are key, so choose something like these chic ankle-strap d’orsay flats. Lastly, incorporate several soft pops of color. The blush pink wristwatch and structured handbag add to the office-ready vibe.