5 Trendy Ways To Wear Mary Jane Shoes

Mary Jane shoes are classic staples, and they made many comebacks in fashion, most notably in the 90s schoolgirl era. Think Cher in Clueless or 90s Chanel’s preppy looks!


With the revival of vintage styles, they’re regaining popularity in 2023—now with even more versatile designs and modern ways to wear! You may have seen them on recent runways, or in Alexa Chung, Olivia Rodrigo, and even Taylor Swift.


From retro and Y2K to everyday casual wear, here are the top 5 trendy ways you can style your Mary Janes.


1. 60s Vintage-Inspired

Mary Janes are vintage but timeless. If you want to give a modern flair to its retro appeal, you can go for a collared A-line dress, or a tennis skirt and puff-sleeve top. You can also pair three-strapped Mary Janes with a shift dress.


2. Understated Preppy

Emulate old money Ralph Lauren by pairing Mary Janes with a tennis skirt and a knit cropped cardigan. Even better, you can wear them over lace ruffle-hem socks, a polo dress, black headbands, and hoop earrings. This will give you that Blair Waldorf or Kate Middleton timeless elegance.


3. Cute And Punky

Rockstar grunge meets playful and cute in this Olivia Rodrigo ensemble. Steal this look by pairing your platform Mary Janes with white socks, a mini skirt, and any shirt you want. They're casual, easy to style, and effortlessly cute.


4. Y2K IT Girl

They might be the last shoe option you think of when thinking Y2K, but Mary Jeans make a perfect statement to this style!


Pair a red block-heeled Mary Janes with short socks, Bermuda shorts, or a denim mini skirt, and a graphic tank top, you're in for a chic edgy y2k vibe!


5. French Girl Elegance

If you think they only look good with dresses, wait until you see them in Parisian It girls. A 3-strap block-heeled Mary Janes are the perfect contrast to straight-cut jeans and a silk or sheer long-sleeved top–the basic but elegant French girl signature.


What's your favorite?

I love how these classic "schoolgirl shoes" have taken on different styles. My favorite is the 3-strapped red ones because of their quirky vintage charm! I would wear them casually with jeans, or sweet and feminine with a small summer dress!


Which styles are your favorite? What other ways would you wear them?