When we think of Mary Jane shoes, we usually imagine clunky, black footwear coupled with bobby socks, a freshly pressed uniform, and a backpack stashed with
a Gameboy homework. We'll always have a soft spot for those beloved steppers, and thankfully, we've found new ways to wear the style without bringing us back to our junior high-school days.
Wearing Mary Janes isn't an easy feat once class is over, but details like a pointy toe, bold hue, or high heel will take it from schoolgirl to grown-up. Pair one with tailored trousers and a button-up for a fuss-free, office-appropriate look, or go retro with an easy shift dress — just avoid anything that's box-pleated.
Ready to get schooled in grown-up Mary Jane steppers? Check out our picks in the gallery ahead.