I'm Expecting So Many People to Buy These Incredible Knee-High Boots

If there's one boot trend I'm excited for this autumn, it's a style that manages to walk that tricky tightrope between casual and sophisticated. This magical trend is at once super smart (and therefore a refreshing break from stompy track soles, even though I'll still keep going back them, LBH) and yet still not so OTT or uncomfortable that I'll have to compromise on the ease or daily wear opportunities. Enter the kitten-heel, pull-on, knee-high boots that will make every outfit feel a little more elevated with very little effort.
I'm a big knee-high-boot fan, in general, so it didn't take much persuading, but many in my existing wintry collection are very high of heel. After more than 18 months in the comfiest of flats, it's hard to know whether I'll ever shift back into full-on stilettos or platforms on a regular basis, but a lower lift is doable, desirable even. Pointed toes are back for A/W 21, and so the two elements combined into one sleek style from Who What Wear Collection is hard to ignore. It would appear that I'm not the only one who has shown an interest in the newly launched Penny boots—I've spotted influencers Lauren Caruso and Linh Niller in them already. Caruso opted in for cream leather, Niller went for tan suede, and me? I'm torn between the two. The styles have just landed on Zalando, and you can shop them below.
Shop the boots:
Shop the boots:
SHOP MORE WHO WHAT WEAR COLLECTION SHOES, BOOTS AND BAGS
Next up, the winter pieces on our wish lists.

Hannah Almassi is the Editor in Chief of Who What Wear UK. She joined in 2015 when she launched the UK sister site following a seven-year tenure at Grazia magazine as fashion news and features editor. With experience in print and digital across fashion and beauty, Hannah has over 18 years of experience as a journalist, editor and content strategist. Her opinion has been sought by the likes of CNBC, BBC, The Sunday Times Style, The Times, The Telegraph and MatchesFashion.com and she is often called upon for her take on trends, becoming known as a person with their finger of the pulse of what’s happening in the fashion space for stylish Brits.
-
Leopard-Print Is Fine, But This Is the Unexpected Shoe Print Fashion People Are Already Wearing On-Repeat
Controversial yet chic.
-
Whenever I'm in Paris, I See This Boot Trend Styled With Minidresses in Every Vintage Shop and Local Bistro
Sorry, ankle boots, but it's not you.
-
Everyone in Los Angeles Knows This Shoe Trend Makes Denim Shorts Look Way Cooler
Denim shorts never looked so good.
-
Spotted at Wimbledon: The Anti-Summer Shoe Trend You Don't Usually See in the Stands
Never too hot for these.
-
The $140 Boots London Fashion Girls Take Out of Storage Every Summer to Wear With Shorts and Dresses
From Kate Moss to Daisy Edgar-Jones.
-
Stop With the Ankle Boots—Miniskirts Should Only Be Worn Like *This* in 2025
Period.
-
The Unexpected Shoe Style Fashion People Are Reaching For This Summer
Here are seven ways to wear it.
-
Oh, Hello! Meet the New It Ugg Boots You'll Spot on Fashion People and Celebs
These are about to be everywhere.