Kendall Jenner Just Wore the Preppy Flat Shoe Trend Fashion People Choose Whenever They Want to Look Polished

Kendall Jenner has many fashion moods, but "preppy" isn't often one of them. Taking a break from the ultra-luxe aesthetic she's been experimenting with recently, Jenner stepped out this week in a chic autumn outfit that told me she's officially entered her preppy era.
Wearing a black Reformation miniskirt (£98 and quite possibly the perfect black mini), and a grey knitted vest layered over a blue striped shirt, Jenner's look was off to a playful start. Leaning into the smart nature of her polished outfit, Jenner reached for the specific shoe trend I always see fashion people wearing with their smartest looks. Instead of trending Mary Janes or kitten heels, Jenner selected sleek leather loafers to complete her weekday look.
But, rather than selecting a plain black pair, Jenner's loafers featured a chic gathered detail at the toe that gave her flats a particularly expensive-looking edge. This detail started with The Row's gathered loafers earlier in the year, and I have since seen iterations at the likes of Saint Laurent, Tod's and Acne Studios. Though I do not doubt that Jenner's shoes were a designer buy, I've seen plenty of high street equivalents that feature the same subtle pleated detail that makes them look well beyond their humble price tags.
Wearing her black leather loafers sans socks, Jenner took a minimal approach to her accessorising, styling her look with a black leather handbag and simple black sunglasses. You could simply add tights to tweak a look that's more appropriate for the British weather.
Keen to take a leaf out of Jenner's stylish book, read on to discover our edit of the best gathered loafers here.
SHOP OUR EDIT OF THE BEST GATHERED LOAFERS HERE:
Style these with denim or dress with up with a tailored trouser.
The square toe finish gives these a neat and structure feel.
In a rich navy hue, these style well with dark denim and add dimension to black outfits.

Natalie Munro is Who What Wear UK’s news writer and has worked in the fashion industry since she graduated with a degree in Journalism from the University of the Arts London. Natalie’s experience in the industry spans journalistic and styling roles that have seen her work for publications including British Vogue, Conde Nast Traveller, Vogue Ukraine, AnOther Magazine and Elle UK.
With an interest in uncovering the latest fashion trends, Natalie takes a leading role in identifying news for Who What Wear UK. Reporting on a daily basis, Natalie focuses on trends on and off the runway, as well as street style and celebrity fashion. Natalie also creates content for Who What Wear’s social channels including TikTok and Instagram on a weekly basis.
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