SHOPPING

Mike Marsland
Although we’re experiencing something of an ’80s revival, Noughties style doesn’t appear to be going anywhere either. This autumn, we’re taking inspiration from some of the greats: Kate, Sienna and Keira, who, whether roaming Glastonbury’s Healing Fields or Portobello Road Market, made the case for leather boots as the ultimate investment piece.
Maybe you’re inspired by their infamous Gen X boot tuck, or want to wear yours with this season’s low-slung skirt. Either way, there’s a leather boot for every persuasion: slouchy or sleek, black or brown – or even snakeskin, as demonstrated by our It-girl muses. Whether you’re heading to the office, partying with Pete Doherty or catching up with the Primrose Hill set, the transformative power of a good pair of boots is not to be underestimated.
Below, we’ve rounded up the best ways to style yours this season.
Statement boots and skinny jeans

Gareth Cattermole/Getty Images
Of course, it would be wrong to start this list without a nod to Kate Moss, whose off-duty Noughties wardrobe inspired thousands to tuck their skinny jeans into leather boots. It’s proof that the simplest formula is often the best.
Burberry
Leather Cavalier Heel Boots
Zara
Leather Heeled Boots
Brown boots and a cami

Bauer-Griffin
The paparazzi pictures of a young Keira Knightley and Jamie Dornan are the stuff of Noughties legend, but the actress’s solo shots hold up just as well. Pictured here in a loose cami top and trinket necklace, Keira makes a case for swapping your usual black boots for brown this autumn.
Reformation
Dominique Ankle Boot
Dune
Leather Knee High Boots
Heeled boots and a statement bag

Marcel Thomas
Victoria Beckham’s Noughties wardrobe of heeled leather boots, minidresses and outré designer bags remains a masterclass in dressing like an icon of the era. Although her look may have softened a little since then, this formula is still worth stealing.
Gucci
Donna Boots
Bottega Veneta
Leather Ankle Boots
Snakeskin boots and black and white

James Devaney
Clearly a fan of the Kate Moss boot tuck, Sienna Miller puts her own spin on the look with a pair of snakeskin boots. Keep the rest of the outfit monochrome and your hair undone for the full effect – and let the boots do the work.
Mango
Snakeskin Knee-High Leather Boots
H&M
Knee-High Boots
Ankle boots and a mini dress

Paul Morigi
Take a leaf out of Alexa Chung’s style book and pair heeled leather ankle boots with a minidress and cardigan. It’s twee meets indie sleaze – a low-effort, high-reward approach to nostalgic dressing.
Isabel Marant
Dalby 55 Leather Ankle Boots
Aquazzura
Saint Honoré 65 Leather Ankle Boots
Nude boots and a matching outfit

John Parra
Channel noughties supermodel style with a little help from Rosie Huntington-Whiteley’s wardrobe. Swap your usual black or brown boots for a beige knee-high pair, then add a mini and oversized sunglasses for the full effect.
Knee-high boots and a statement coat

Mike Marsland
Kate Moss never met a pair of leather boots she didn’t like. Here, she makes a case for swapping classic blue jeans for grey, tucked into black leather knee-highs. Finish with a statement coat and a bare face for a dose of signature Kate cool.
Marks & Spencer
Wedge Knee High Boots
Miu Miu

