EDITOR PICKS
WE CAN’T GET ENOUGH OF THESE WINTER BOOTS
By Ayis Stephen-Diver, 9 November 2025
Picture: Getty
#1: FLAT RIDING BOOTS
Instagram: @laurencrowe88
Pictures: ASOS
‘Heritage and 90s influences underpin the season, where suede is the key material and chocolate is the ultimate colour of the moment,’ says Senior Stylist, Megan Johnson. ‘The look is defined by knee high boots with sleek chisel toes and understated underset heels.’ Among them, riding boots with barely-there heels are having a moment, an easy-going update to equestrian styling. Wearing this down-to-earth design with boho-inspired neutrals – like @laurencrowe88 has done – results in a festive market-ready look.
GET THE LOOK:
Topshop Rory real suede leather riding boots in chocolate, £95
Bronx fe-lise buckle detail riding boot in coffee bean, £180
ASOS DESIGN Callahan leather riding boots in black, £95
London Rebel Scarlett refined riding boots in suedette chocolate, £46
#2: SLOUCHY BOOTS
Pictures: ASOS
Speaking of boho, its winter evolution – led by the slouchy boot – marks a shift in fashion’s mood. Prim-and-polished visuals are being swapped for relaxed, romantic ease – the kind Sienna Miller and Kate Moss were known for in the early 00s. Even labels historically loyal to prep, like Ralph Lauren and Zimmermann, loosened up for AW25. Both collections turned traditional riding silhouettes into boho cold-weather boots – thanks to lived-in wrinkles, neutral leathers and volumized proportions.
GET THE LOOK:
ASOS DESIGN Caden chunky fold over flat knee boot in beige suedette, £55
ASOS DESIGN Cordelia slouch pull on fringe boots in tan suedette, £60
ASOS DESIGN Alara slouchy flat biker boot with hardware in taupe, £45
Bronx New-kole slouchy mid ankle boot in suede oatmilk, £160
#3: KITTEN-HEEL BOOTS
Instagram: @devinagohil
Pictures: ASOS
If you couldn’t get enough of kitten heels during S/S, you’ll be pleased to know they’ve evolved into boot form for A/W. And while we’ll miss the floral applique and girly embellishments, these warm winter boots deliver just as much style – from the office to after-dark plans. For styling inspo, @devinagohil shows how to transition summer staples – like jorts – seamlessly into your cold-weather wardrobe. With some pops of burgundy with a moto jacket, this look is exactly how to make a statement this season.
GET THE LOOK:
Mango kitten heel pointed ankle boots in black, £49.99
River Island suede pointed kitten heeled boots in tan, £66
ASOS DESIGN Riley mid-heel ankle boots in brown croc, £45
ASOS DESIGN Carmel pull-on kitten heeled knee boots in black, £52
#4: CURVED-HEEL BOOTS
Pictures: ASOS
Curved-heel boots have mostly gone undetected on the fashion radar, until now. These aren’t your standard, run-of-the-mill style; the heel is experimental and demands clothes to match its sculpted energy. Statement tailoring is the move – like the kind you’d drool over while watching All’s Fair. Think waist-cinching blazers with sharp shoulders, corsets layered on top and sequinned skirts.
GET THE LOOK:
Topshop Pearl point toe ankle boot in black eel, £45
Tony Bianco Mango curved kitten heel knee boots in black crinkle, £280
Simmi London Miguel curved heel ruched knee boots in tan, £50
Topshop Tanya point toe knee high boot in burgundy, £60
#5: SQUARE-TOE BOOTS
Instagram: @bella.lilyy
Pictures: ASOS
Sharp, angular square-toe boots offer an edgy, contemporary take on minimalism. They’ve got slightly masculine feels, making them perfect for balancing hyper-femme pieces – think flowy maxi skirts and mini dresses. Waterproof boots in this shape are practical for winter weather and don’t sacrifice any style points, too. Just make like @bella.lilyy and style them with a chunky knit whenever you’re tackling the cold.
GET THE LOOK:
RAID Elixir knee boots with square toe in black, £50
Public Desire Scorpion square toe heeled knee boots in brown, £45
Topshop Narla square toe chelsea boot in black, £45
ASOS DESIGN Kane boots in burgundy leather, £175
