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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No, Really—This Denim Color Is Easier to Style Than Blue *and* Black JeansAnd everyone with taste is wearing it with loafers for fall.
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Sure, Black Leggings Are Timeless, But This Colored Alt Is What Fashion People Are *Actually* Wearing in 2025Kendall Jenner approves.
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We Love You, Chocolate Brown, But This Is the Rich Bag Color Trend It Girls Are Wearing NowSpotted on Ayo and Kendall at the Chanel show.
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Just so You Know, These Are the Cult-Favorite Hailey Bieber Approved Jeans Every Celeb Is WearingSpotted on Kendall Jenner and Dakota Johnson, too.
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If You Plan to Cuff Your Jeans This Fall, Only Do It With *This* Specific Denim Wash and *These* ShoesEveryone with good taste is wearing cuffed denim this way.
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The 6 Fall Outfit Formulas That'll Get You a Seat at The Row's Paris ShowEffortlessly sophisticated.
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Black Pants With Black Boots Is Dated—This Is the Shoe Color It Girls Are Wearing InsteadKendall Jenner included.
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It's Here: The It-Girl Way to Wear a Sweater in 2025Kendall Jenner just solidified it.
