How to Style Mary Janes: 5 Easy Ways

Mary Janes have a way of making any outfit look a little more considered. The strap across the instep gives the shoe a quiet detail, while the flat sole keeps everything easy. Here are five ways to wear them that work all year round.

1. With straight or wide-leg jeans

Let the hem sit just above the ankle so the strap is visible. A plain tee or a fine knit keeps the focus on the shoes. This is the easiest everyday outfit, and it works with almost every colour of Mary Jane.

2. With a midi dress or skirt

A slip skirt, a floral midi or a simple shirt dress all pair well with a flat Mary Jane. If the dress is dressy, choose a pair with a little texture or shine — woven or studded styles — to match the mood.

3. With tailored trousers

Swap loafers for Mary Janes with a cropped trouser or a pleated pair. The rounded shape softens a sharp outfit, and the strap makes it feel less formal.

4. With socks

Ankle socks, lace-trimmed socks or sheer tights all work with a flat Mary Jane. Keep the sock in a tone close to your shoe or your trousers for a polished look, or go contrast for something more playful. If you plan to wear socks often, remember that you may want a little extra room — see our guide to finding your size.

5. Tone on tone

A black pair with all-black separates, or a brown pair with warm neutrals, creates a long, clean line. Add one texture — a knit, a leather bag, a shoe with stud detail — and it looks intentional rather than flat.

Pick the right detail for the occasion

• Everyday: woven or plain styles in neutral colours.
• Dressy: studded or crystal details catch the light and dress up a simple outfit.
• Warm weather: mesh and woven uppers feel more open than solid ones.