Tucking your trousers into your boots might conjure up scenes of equestrian elegance, or, for me, memories of mucking out stables in worn jeans stuffed into cowboy boots on the farm. Yet this countryside aesthetic has been endlessly reimagined on the fashion frontlines. From Princess Diana in the 80s gracing the polo pitch, to Kate Moss two decades later, pairing low-rise skinnies with Musketeer boots and a Balenciaga City bag , the styling hack has galloped seamlessly from the paddock to the pavement.

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