Fashion People in Their 20s and 50s Wear This Flat-Shoe Trend With Skirts to Look Chic

Hint: It's not loafers.

Gwyneth wears a white blouse, black midi skirt, and black Mary Janes.
(Image credit: @gwynethpaltrow)

At Who What Wear, we firmly believe that style has no age limit. Everyone should wear what makes them feel good, no matter how old they are. As it turns out, we're not the only ones who think this way. Gwyneth Paltrow is on the same page. How do we know? Well, this week, she took to Instagram to share a series of outfit snaps, and one look really caught our attention. Paltrow, now 52 years old, was wearing a chic white button-down blouse and a midi skirt. On her feet? Mary Janes, a flat-shoe trend women in their 20s always wear.

Mary Janes are making a serious comeback for women of all ages. No matter who you ask, everyone will agree that there's something so timeless about them, and the way they effortlessly elevate a simple skirt is *chef's kiss.* They add the perfect dose of sophistication without sacrificing comfort and transition seamlessly from day to night.

Gwyneth wears a white blouse, black midi skirt, and black mary jane flats.

(Image credit: @gwynethpaltrow)

With that said, keep scrolling to shop the best Mary Janes on the market. Yes, you can pair them with your jeans and dresses, but the combination of these flats with a skirt feels very 2025.

Shop the Best Mary Janes

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Associate Fashion Editor

Nikki Chwatt is an associate fashion editor based in New York City. She joined Who What Wear in 2024 after writing fashion, beauty, and lifestyle content for WWD, Well+Good, Editorialist, and more. With a passion for personal style and the creativity that comes with it, one of Chwatt's goals is to help others understand that there is no such thing as a “good” or “bad” style; it’s just about putting an outfit together that makes you feel confident in yourself. When she's not writing, you can find her taking a Pilates class, reading a powerful romance novel, or exploring a new wellness spot in Manhattan.