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6 Dress And Boot Combinations To Extend That Summer Feeling Into Autumn
Your favourite summer dress, plus new-season boots equals trans-seasonal styling, sorted.

Now that temperatures have dropped a little, I keep gazing wistfully at my autumn boots. Then again, I’m not quite ready to part from my beloved summer dresses. The good news is, you can have everything – well not everything, but, you know – since the simple formula of boots and a summer dress solves most between-season styling dilemmas, making the transition into autumn more effortless.
If you thought your halterneck mini was nothing without a pair of ballet flats, think again. Its Y2K-leaning sensibility makes it the perfect match for the slouchy boots that made an appearance on the AW25 runways, at Isabel Marant, Khaite and Louis Vuitton. Hold on to your satin slip dress, too – it makes an excellent layering piece when teamed with biker boots and a slouchy knit (and jeans, on extra chilly days).
It’s certainly not the cowboy boot’s first rodeo, as it stomps defiantly onwards into another season thanks to Altuzarra and Isabel Marant, who has long loved Western-inspired styling. Later, wear yours beneath sharply tailored trousers (as at Calvin Klein); now, slip ‘em on with a white cotton sundress for late summer festivals and hoedowns.
Whether you prefer an equestrian or Victoriana vibe, there is a new-season boot for you. Invest in your perfect pair and wear it right away, combining riding boots with a denim dress or lace-up styles with wafty, boho midis and maxis.
Without further ado, here are six tried-and-tested dress and boot pairings for a chicer almost-autumn.


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