Fashion enthusiasts in their 20s and 50s are embracing this flat-shoe trend paired with skirts for a stylish look.
At Who What Wear, we strongly believe that style is not constrained by age. Everyone should feel free to wear what makes them feel good, regardless of their age. It turns out, we’re not alone in this belief; Gwyneth Paltrow shares the same sentiment. How do we know? This week, she posted several outfit photos on Instagram, and one particular look stood out to us. At 52 years old, Paltrow donned a stylish white button-up blouse paired with a midi skirt. On her feet? Mary Janes, a flat-shoe style commonly favored by women in their 20s. Mary Janes are significantly making a comeback for women of all ages. Everyone can agree there’s something timeless about them, and they elevate a simple skirt beautifully—*chef’s kiss.* They provide just the right touch of sophistication without compromising comfort and effortlessly transition from day to night. With that in mind, keep scrolling to shop the top Mary Janes available. While they pair well with jeans and dresses, combining these flats with a skirt feels particularly trendy for 2025.
Shop the Best Mary Janes
ZARA
Patent Effect Ballet Flats
Patent leather is always a safe choice.
The straw material would add a lovely texture to a poplin skirt.
ALAÏA
Perforated Suede Ballet Flats
When I think of elegant Mary Janes, these Alaïa ones immediately come to mind.
Jeffrey Campbell
Dancerina Mary Jane Ballet Flats
If your biggest dilemma is choosing from six color options, then you’re in a great position.
LE MONDE BERYL
Woven Leather Mary Jane Ballet Flats
Picture this paired with white linen trousers and a button-up shirt—so chic.
Madewell
The Remy Mary Jane Flats
We're still loving butter yellow.
Reformation
Bethany Ballet Flats
Make sure your pedicure is fresh before stepping out in these.
Dolce Vita
Reyes Mary Janes
GIANVITO ROSSI
Carla Denim Mary Jane Ballet Flats
Believe us: Denim flats are the shoe trend you didn’t realize you needed.
Everlane
The Day Buckle Mary Janes
Everlane's shoes are seriously underrated.
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Fashion enthusiasts in their 20s and 50s are embracing this flat-shoe trend paired with skirts for a stylish look.
Clue: They aren't loafers.