Kate Middleton Just Made One Crucial Update to Princess Diana's Fave Skirt-and-Boots Outfit


While I understand why some people don't like to compare the current Princess of Wales to the late Princess Diana, I find it fascinating to examine how royal style has evolved (or stayed the same) over the years. My discussions are purely sartorial in nature and are never meant to pit the two women against each other. It's not a competition! On the contrary, I enjoy celebrating how each has left a mark on royal fashion in her own way. Both women have consistently proven that royals can set trends while working within the confines of their roles.
One of the clearest examples of this evolution across generations of royals is Kate Middleton's newest outfit. Echoing a classic Princess Diana formula, Princess Kate wore an A-line midi skirt with knee-high boots and a blazer. The only difference? Kate modernized Diana's look by opting for a cropped jacket instead of a full-length one. This small tweak creates a fresher, more contemporary silhouette while still nodding to Diana’s classic approach. Scroll down to see how the looks compare.
Kate Middleton's Skirt-and-Boots Outfit, September 2025
On Kate Middleton: Me + Em Suede Cropped Military Jacket ($475); Ralph Lauren Collection Brown Birdseye Tweed Evilyn Skirt ($2100); Polo Ralph Lauren belt; Gianvito Rossi boots; Spells of Love earrings; Sudbury Silk Mills Shop scarf
Princess Diana's Skirt-and-Boots Outfit, January 1991
Re-Create Kate Middleton's Newest Outfit

Erin got her start as aBest Knockoff Luxury Clothing intern in 2011—back when the site only published a single story per day. (We have since increased that number twentyfold.) She graduated magna cum laude from USC and lives in Los Angeles. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2015, where she is now the Associate Director of Fashion News. From the Oscars to the Met Gala, she leads the site's entire red carpet coverage strategy. She specializes in celebrity and fashion news but also enjoys writing travel features and runway reports. She frequently contributes to WWW's social accounts and has a sizable following on her personal TikTok.
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