From Virgil Abloh’s re-worked pastel suits for Off/White to the polka-dotted, puff-sleeved blouses sweeping your Instagram feed, via the fashion set’s new-found appreciation of cycling shorts, the last year or so has seen Princess Diana framed as a style icon in an entirely new way. Her fashion choices have long been the subject of forensic-level discussion (a dubious honour now passed on to Kate Middleton and Meghan Markle), but they’ve rarely felt so relevant. Now that the trend cycle has worked its way back around to the '80s and '90s, Di's off-duty outfits (her white shirt and stonewashed jeans combo or her slogan sweatshirts, say, rather than her glittering Bruce Oldfield armour) are getting their dues. So, it’s hardly a surprise to discover that the Princess’s Wimbledon wardrobe looks better than ever today: swap out a few Peter Pan collars, and her outfits could still form a solid blueprint for dressing for the annual tennis tournament.
Look back at Diana’s Wimbledon outfits and you’ll see just how much her personal style shifted over the years. Her 1981 outings to the royal box, shortly before she’d take a starring role in the wedding of the decade, were all about Sloane-tastic floral ensembles and pie-crust collars; later, she’d swap these for more laidback prints and shapes, before switching up a gear, post-divorce, with sleek power tailoring in a rainbow of colour-blocking, ranging from her beloved pastels to the boldest of reds.
See the best looks from Princess Diana's Wimbledon wardrobe in the gallery below...
Peak Sloane Ranger: a puff-sleeved floral wrap dress worn over a white high collar blouse, worn with the most famous engagement ring in the world.