Knee-high boots have been a staple in Princess Anne’s wardrobe for decades, whether she’s wrapping up warm for royal engagements in the winter or dressing down in riding boots and jodhpurs while indulging her equestrian passions.
Regardless of the occasion, one thing has remained constant – her elegant, long hemlines. However, back in 1968, the Princess Royal was more rebellious with her style than she is today, choosing to pair her stylish black boots with a much shorter hemline during a trip to London.
The royal, then 18, blended seamlessly into the crowd in a short double-breasted jacket, layered over a turtleneck jumper and a mini skirt. She slung a black bag over her wrist and styled her long hair into a low ponytail.
Anne’s 60s style file
During the same year, she sported a similar outfit formula when she arrived at Liverpool Street station from her late mother Queen Elizabeth II’s Norfolk retreat, the Sandringham estate.
Embracing her 60s sartorial style tropes, Anne was a vision in a structured two-piece, including a sharp jacket with large button-down detailing and a knee-skimming pencil skirt.
She completed her look with a white rollneck, fishnet tights and croc-effect leather boots, finished with an effortless blow-dry and low-key makeup palette.
During the late 1960s, Anne’s wardrobe continued to reflect the youthful energy of London’s fashion revolution, from her vibrant psychedelic prints and silk headscarves to bucket hats and structured coats in bright colours.
Her love of the 60s and 70s has been evident even recently, with the royal choosing to recycle many of her favourite outfits from the past as part of her sustainable fashion ethos.
Princess Anne is the understated royal style icon
While King Charles’ sister has maintained a modest outlook on her style, others have noted her widespread influence on the industry.
Silvia Venturini Fendi cited Princess Anne as the inspiration for a Fendi menswear collection, stating: “She is the most chic woman in the world… She’s kind of an anti-fashion person and, to me, that’s something that’s actually very fashionable and chic.”
Meanwhile, French creative designer Julia Restoin Roitfeld crowned her “the Queen of less is more”. In an essay published on her website, she pointed out that Anne has “invested in quality pieces that she could wear throughout the years,” adding that “even though she’s practical and holds onto her clothes for years, it’s not all beige coat dresses for her.”
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