If you took a peek into my wardrobe, it wouldn’t take long to realise that when it comes to styling, I’m a creature of habit. Sure, I appreciate new-season drops and impactful silhouettes, but I like to keep my own rotation pared back, sleek, and—most importantly—comfortable. That’s why you might notice a light layer of dust settling on the shoes in my collection that don’t quite deliver on that front.
Still, my love of style and fashion persists, which means I’m always on the lookout for a new-season shoe that offers a fresh wardrobe update and the comfort I crave—something that can carry me across the city while keeping me feeling confident and composed. So, when I spotted that both Jennifer Lawrence and Kendall Jenner had co-signed a new-season shoe trend that ticks all those boxes, I knew I was onto something special.
Tucked away in an Instagram carousel of Fashion Week looks, Kendall quietly backed what I think might come to be the shoe trend of the season. Not a heel, nor a boot, nor even last season’s trending Mary Janes—this time, Jenner emerged in a rounded-toe flat crafted from glossy leather.
What stood out most was the glove-like construction of the shoe. Instead of a stiff, structured shape, the soft leather closely hugged her foot, creating a form-fitting silhouette that felt distinctly fashion-forward. Peeking subtly from beneath her flowing black trousers, the rounded-toe flats looked relaxed yet intentional—the cool-girl alternative to the pointed-toe styles that have dominated recent seasons.
As if I wasn’t already convinced by the chic silhouette, I then spotted Jennifer wearing the very same shape. Styling her pair of black rounded-toe flats with relaxed jeans, her look felt considered but not overstyled—something Lawrence always manages to master.
Right now, it’s a little too warm for boots but certainly too chilly for delicate ballet flats, which makes this higher-coverage in-between style feel like the perfect solution for this time of year. Aptly inspired, I’ve curated an edit of the best rounded-toe leather flats to shop this season. Read on to discover my picks.
Shop Round-Toe Flats
These full-coverage flats are the perfect alternative to lighter ballerinas or Mary Janes as we move towards the colder months.
There's something so effortlessly chic about the softly rounded-toe peaking out from underneath a draping pair of black trousers.
Style with wooly socks to give you look a preppy finish, otherwise go without for a cleaner feel.
While I love these in the classic black, they also come in a rich shade of chocolate brown.
Honestly, the glossy leather and smart, sinuous cut makes these look a lot more expensive than they actually are.
I'll always come back to The Row for their elevated basics, and these wearable flats are just too good to miss.
If I were you I'd be quick! These are already on their way to selling out.
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From Pilates in L.A. to Meetings in Paris, Kendall Jenner Can't Stop Wearing These Classic Designer FlatsI don't blame her—they look sleek and so comfortable.
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All the Coolest Girls I Follow Are Wearing This "Dated" Shoe Trend With Jeans, Dresses, and SkirtsGive your pointed-toe heels a break, and wear this style instead.
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You're 100% a Fashion Person If You Wear Color in the Winter Like *This*Even the most color-shy are giving it a try.
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If You're as Against Wearing Sneakers With Jeans as I Am, Trust Me—This Outfit Will Change Your MindSpotted on Jennifer Lawrence in NYC.
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Cooler Winter Outfits Means Wearing This Pretty Bag Trend With Your Big CoatJust give me Jennifer Lawrence's wardrobe, please.
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Everyone With Good Taste Will Be Wearing These Shoes Come Spring 2026Your guide to the fashion month footwear you should have on your radar.
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The Shoe Color Trend That Makes Wearing Jeans With Blazers Look 2025 Instead of DatedAs seen on Jennifer Lopez.
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Kendall Jenner Just Wore the Most Elegant Legging Color Trend of the SeasonJust in time for winter.
