Occasionally, as a fashion writer, a look comes along that you can feel in your bones is destined to be emulated for seasons to come. These outfits often distil the mood of the moment, merging a rising trend with a timeless reference point and a silhouette that feels especially relevant—yet still has room to evolve. In Kendall Jenner’s latest ensemble, I found exactly that.
At once timeless yet incredibly fresh, Jenner emerged this week styling a polka-dot dress in a pretty halterneck design with a pair of black kitten heels. Tapping into a stylish silhouette that's been on our radar since the '40s, Jenner's look was modernised by the charming polka-dot motif that covered her elegant dress. Another nod to a timeless design that's made a comeback this season, the polka-dot pattern captures a playful high-summer energy in the most elegant way.
Rendered onto a halterneck silhouette—the likes of which have been bubbling up across shop-fronts this season—Jenner's outfit had already captured but attention, but it was her shoe choice that made me believe it was well worth documenting. Finishing the look with a pair of strappy black kitten heels in supple leather, she added a layer of elegance that’s become something of a signature. Refined and stylish, and actually comfortable, Jenner's timeless heel pairing perfectly completed the model's sophisticated look.
Highly elegant and easy to emulate, I expect we'll be seeing a lot more of this classic dress and pretty shoe pairing this season. If you're as inspired as I am, read on to discover my edit of the chicest polka-dot dresses and kitten heels below.
SHOP POLKA-DOT DRESSES AND KITTEN HEELS:
The halterneck dress trend isn't showing any signs of slowing down.
Be quick—these are on their way to selling out.
The linen composition ensures a light and breathable finish.
Trust me—these won't stay in stock for long.
DÔEN's summer dresses are a fashion person's favourites.
These elegant leather sandals look much more expensive than they actually are.
While I love this in the navy, it also comes in 17 other shades.
These also come in a light brown suede.
Style with a kitten heel or pair with knee-high boots on chillier days.
These also come in five other shades.
The rich navy hue makes theis so easy to slot into a capsule wardrobe.
Pretty pops of lace are my favourite trend to come out of 2025, so far.
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If You See Cool Girls in "Perfect" Jeans This Fall, They're Probably From This BrandYou're guaranteed to see them on Kendall Jenner and Hailey Bieber.
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Skip the Logos—Here's What French and Italian Women Are *Actually* Wearing for a Euro SummerChic.
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If the Ease of Jeans and a T-Shirt Came in Dress Form, It Would Look a Lot Like This…Spotted in Brentwood on Kendall Jenner.
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This Is *the* Pretty Dress Trend to Wear With Tights and Heels If You Want to Get Compliments This FallTrust us.
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