In 2026, a fashion friend group is easy to spot. You won’t catch them in jeans-and-a-tee; instead, they’re giving their off-duty outfits a more elevated spin. Case in point: Kendall Jenner and Hailey Bieber, who I spotted stepping out for dinner in L.A., each wearing two of the year’s most significant wardrobe staples.
Let’s start with Kendall. Aside from the fact that she chose one of the season’s biggest trends to form the foundation of her look, she styled her pencil skirt with a boat-neck top, cut to a sleek three-quarter-length finish.

The season’s chicest alternative to a simple, clean-cut tee, the boat-neck top brings a relaxed, French-girl-inspired feel to any and all outfits. It has that slightly prettier, more considered quality that’s still as easy to wear as your favourite T-shirt.
Then there’s Hailey. Starting with a simple strappy tank top, she completed her look with a pair of black bootcut trousers. Styled with slip-on strappy mules and sleek black accessories, the thoughtful switch from jeans to bootcut trousers gave her simple outfit a polished, elongated feel that denim simply can’t replicate.

So, if you spot two women walking side by side in outfits like these, know that you’ve probably just stumbled across a fashion friendship in the wild. Whilst their looks aren’t identical, they share the same philosophy: take a familiar wardrobe staple and make it feel just a little more considered.
Interested in elevating your autumn rotation? Read on to shop the boat-neck tops and bootcut trousers I recommend below.
Shop Bootcut Trousers and Boatneck Tops:

Whilst I love these in the black, they also come in white, brown and yellow.









