Princess Charlotte 90s Style sees Prince William comparison grow

Princess Charlotte 90s style turned heads as the 11-year-old wore flared jeans and Adidas Gazelle sneakers at the National Three Peaks Challenge finish line.

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Princess Charlotte 90s Style sees Prince William comparison grow

Princess Charlotte 90s style showed up in Wales when the 11-year-old appeared at the finish line of the National Three Peaks Challenge in flared jeans, a navy sweater and Adidas Gazelle sneakers. The look drew immediate comparisons with Prince William, and not just in passing.

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J.Crew and Polo Ralph Lauren

The outfit paired a navy crewneck sweater from J.Crew with Polo Ralph Lauren flared jeans and blue-and-orange Adidas Gazelle sneakers. That combination pushed the look away from the polished dresses and tailored coats Charlotte is usually seen in at royal engagements, and toward a looser silhouette that felt closer to 1990s casual wear.

Royal style watchers had reason to notice. In May, Charlotte turned 11, and this year she wore a bespoke ivory dress by Alessandra Rich at Trooping the Colour, a much more formal register than the one she wore at the challenge finish. The shift is small, but it is visible: the wardrobe is starting to move between classic royal dressing and something more relaxed.

Prince William in the 1990s

The comparison to William lands because the resemblance is specific. He was often photographed in his teenage years wearing oversized navy sweaters and relaxed light-wash jeans, the same basic formula echoed in Charlotte’s outfit. In the photos, royal fans also noticed she looked almost as tall as Kate Middleton in some frames, which sharpened the visual match.

Kate Middleton shared the family photographs one week after completing the National Three Peaks Challenge in support of The Royal Marsden Cancer Charity, giving the images a direct timeline rather than a loose family snapshot. Charlotte appeared at the finish line during that outing in Wales, so the pictures read less like a posed fashion drop and more like a candid family moment that happened to track closely with a vintage royal reference point.

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National Three Peaks Challenge and

The practical takeaway for readers is simple: this was not a costume moment or a one-off gimmick. Charlotte’s 1990s-inspired styling, built from familiar labels and a recognizable sneaker choice, suggests her public wardrobe is broadening as she gets older. What prompted that specific outfit for the family outing is not explained, but the photos show a royal child moving into a style lane that is more casual, more current and, in this case, almost a copy of her father’s teenage look.

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Arts writer and cultural critic covering theatre, fine art, and the independent music scene. Regular contributor to The Atlantic and Rolling Stone.