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Princess Diana‘s approach to power dressing marked a turning point in royal fashion. No longer dressing to fit the mould, she began to embody the image of a modern, working woman – polished, assured and unmistakably in control.
Her skirt suits became a signature, often featuring military-inspired tailoring, two-tone block colours in soft pastels and vivid brights, pinstripes, and of course, her beloved houndstooth.
One of her most memorable looks came at Princess Eugenie‘s christening in 1990, when she wore a striking red houndstooth Moschino skirt suit paired with a bold Philip Somerville hat – a moment that has since become iconic.
Fast forward a few decades, and Catherine, Princess of Wales, paid a subtle tribute to that very outfit.
She turned to Diana’s trusted designer, Catherine Walker, for a red houndstooth coat that echoed her late mother-in-law’s unforgettable ensemble. Coincidentally, the high street is currently brimming with patterned skirt suits that I could easily imagine Diana wearing today.
When Olivia Attwood’s collection for River Island launched, one little two-piece immediately caught my eye.
With its oversized houndstooth print, cropped jacket, and matching mini skirt, it’s the perfect day-to-night look – effortlessly chic with just the right amount of attitude.
The high-street giant also offers a sequinned variation for those who like to make an entrance, and another with a playful scalloped trim – definitely not one for the shy.
Elsewhere, M&S has nailed 90s polish with a tailored tweed jacket and pleated mini skirt finished with gleaming gold buttons, while Hobbs’ take leans into timeless heritage with its collarless cut and gently flared A-line skirt.
Personally, I love the idea of styling this look with sleek knee-high boots and a cosy turtleneck when the temperature dips. It’s classic, confident and unmistakably Diana-inspired.
Shop the edit below to channel the timeless power of the Princess’ style – with a modern twist.









