Every Autumn I Buy a New Pair of These Expensive-Looking Ankle Boots

I've long been an advocate for stocking up on the items you know you'll wear on repeat, and there are a few pieces I don't feel guilty about purchasing in bulk, multiple colourways or re-investing in. Once you know your personal style inside and out, there just isn't the same wasteful risk associated. I'll wear certain things to the death, mending them over and over, restyling them countless ways, de-bobbling, re-heeling and goodness knows what else to try and lengthen the life span of a favourite.

However, each autumn, I do look to buy a new pair of black ankle boots. Why? Well, they're the backbone of many outfits, and I give mine a real battering over the colder months. You need a decent pair to wear with dresses and skirts, but they work under all sorts of trousers and jeans too (not to mention that the right style can function nicely for both the office and the weekend).

Find the dream black boots and you'll be off to a flying start for A/W 19, even if they aren't the most trend-driven item on the shop floor. Each year, some tweaked versions arrive into the market, giving you a more directional spin on a trusted basic that you know will graft hard. The latest drops indicate that Western influences are going strong and chunky soles are gaining in popularity—two additions my wardrobe could definitely benefit from, I'm sure…

Keep scrolling to shop the best black ankle boots of 2019 in every trend category and price point.

CHUNKY SOLES

SUPER MINIMAL

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(Image credit: @ada_oguntodu)

From simple stilettos to sleek block-heel styles with square toes, we've noticed a slew of ultra-simple black ankle boots coming in, particularly on the high street.

WESTERN

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(Image credit: @majawyh)

The trend for cowboy boots started last winter but has really hit the mainstream for A/W 19. They go with many things, but we like them with a floaty dress very much.

PLATFORM

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(Image credit: @asos_syana)

If the chunky soles feel too grunge for you, perhaps you'll be enticed by the extra height provided on the latest batch of platforms. That slightly '70s shape is back and looking pretty badass.

Hannah Almassi
Editor in Chief

Hannah Almassi is the Editor in Chief of Who What Wear UK. Hannah has been part of the the Who What Wear brand since 2015, when she was headhunted to launch the UK sister site and social channels, implement a localised content strategy and build out the editorial team. She joined following a seven-year tenure at Grazia magazine, where she led front-of-book news, fashion features and shopping specials as fashion news and features editor. With experience in both print and digital across fashion and beauty, Hannah has over 16 years in the field as a journalist, editor, content strategist and brand consultant. Hannah has interviewed industry heavyweights such as designers including Marc Jacobs and Jonathan Anderson through to arbiters of taste including Katie Grand and Anna Dello Russo. A skilled moderator and lecturer specialising in the shift to digital media and e-commerce, Hannah’s opinion and work has been sought by the likes of CNBC, BBC, The Sunday Times Style, The Times, The Telegraph and MatchesFashion.com, among many others. Hannah 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.

Hannah currently resides in Eastbourne with her photographer husband, incredibly busy son and highly Instagrammable cat.