Mary Jane Shoes

The schoolgirl classic, all grown up and back in rotation

Mary Jane Shoes

How to wear Mary Janes with a modern eye, from flat and sleek to chunky and playful, and the simple outfits where they look best.

The Mary Jane is having a proper comeback, and it is easy to see why. The strap across the instep keeps the foot secure, the rounded or squared toe feels friendly, and the silhouette looks good with nearly everything from trousers to tiny skirts.

 

Styles range quite widely now. A sleek ballet style feels soft and feminine, a block heel adds height and walking ease, and a chunky lug sole gives a more relaxed, slightly edgy look.

 

Patent leather has a crisp shine that looks sharp against denim, while smooth or suede leather feels quieter and more grown up. Notice the strap placement and buckle too, since a thin strap looks delicate and a wide one feels bold. Black, brown and deep red all go further than you might expect.

Mary jane shoes collage: Birdies, COACH, Dolce Vita, Loeffler Randall, Paul Green, Rothy's, SCHUTZ, Tory Burch

Where To Start

Try Mary Janes with white socks and a mini skirt for the look you keep seeing on the street, or with sheer tights and a knit dress for something softer. With wide leg jeans, a flat style keeps the line clean and lets the hem rest just above the shoe.

 

A loose trouser and a fitted cardigan give a preppy mood, and a leather jacket adds an edge. If you want to dress them up, choose a pair with a little heel and wear them with a slip skirt and a fine sweater. Color can be the focus, so let a bright red pair stand out against neutral clothing. Keep the strap snug but comfortable, and use a cushioned insole if you plan to walk a lot.

More To Consider

Start with comfort and fit

We like Mary Janes because they feel both nostalgic and new. The pair to choose is the one you can comfortably walk in all day, so check the strap fit and the cushioning before you fall for the shape. A classic black leather pair will work with nearly everything you own, and you can have fun with colors or textures once you are sure you will wear them. The best part is that they make even a basic outfit feel playful and deliberate, and that is a quality worth holding onto. If you want to keep browsing, I also put together Leopard flats and Rothy's Shoes.