Getting Cosy

A Masterclass In Cosy Dressing, Courtesy Of Princess Diana

From her iconic "Black Sheep" jumper to layered knits, the Princess of Wales was a master of elevated cosy chic.

by Orla Pentelow
Updated: 
Originally Published: 
A collage of images portraying Princess Diana alone and with her royal family

Princess Diana Archive/Hulton Royals Collection/Getty Images

Princess Diana was known for her glamorous ‘80s and ‘90s style. But, when she wasn’t demonstrating exactly how to do power dressing, it was her knack for comfortable ‘fits that made her so relatable. Her cosy looks – like this chic navy jumper and baggy chinos – continue to inspire today.

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Diana wore camp and colourful grandma knits like no one else. From the Muir & Osborne 'Black Sheep' sweater (which spoke volumes about her perceived place in the royal family), to the Fair Isle llama-motif jumper, pictured at Balmoral, Diana’s cosy knitwear collection was consistent and classic.

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While some knits can feel a little outdated or Christmas jumper-esque, Diana knew how to style a sweater to suit any occasion. When it came to elevating her outfits, the Princess was a master of cosy elegance – it’s no wonder Rowing Blazers created an entire collection based on her iconic sweaters. Keep scrolling for more cosy Princess of Wales fashion inspiration.

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Diana’s cream polo-neck jumper and grey checked blazer wouldn’t look out of place on an autumn/winter 2021 runway. A forever classic, she literally never failed to get it right when it came to cosy-chic dressing.

Tim Graham/Tim Graham Photo Library/Getty Images

Tim Graham/Tim Graham Photo Library/Getty Images

Oversized jumpers were a pregnancy staple for Princess Diana with both William and Harry. Here, she’s sporting a cute koala knit by Australian designer Jenny Kee. Along with the burgundy slacks, and white shirt (collar tucked in, naturally), this is surely comfort dressing to a tee.

Tim Graham/Tim Graham Photo Library/Getty Images

Tim Graham/Tim Graham Photo Library/Getty Images

Cosy doesn’t mean sacrificing on style. Here, Diana's elevated her blue, geometric patterned knit with a waist belt, and pencil skirt, perfect for a public appearance. Lose the belt, swap in some ‘90s jeans, and you’ve got a weekend look, too.

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Move over influencers, Diana was styling two jumpers long before it become a trend on Instagram. Did she invent the super cosy sweater-over-shoulders look? Maybe, we wouldn’t put it past her to come up with this fashion classic.

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The cream roll-neck makes an appearance again – proving that Diana’s cosy wardrobe staples were incredibly versatile, too. Here, she ups the warmth stakes, layering with a chunky pink V-neck, while on holiday in the Austrian ski resort of Lech.

Tim Graham/Tim Graham Photo Library/Getty Images

Tim Graham/Tim Graham Photo Library/Getty Images

Cream polo-neck for the win. Here, she’s tucked her go-to piece under a black woollen blazer, for the dream monochrome ‘90s look. If this isn’t inspiration for your winter wardrobe, then I don’t know what is.

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