5 Princess Diana Outfits That Will Make You Want to Live in Jeans and Blazers

Princess Diana's style has remained one of the biggest influences in the fashion world over the past 30 years with a number of her outfits proving as iconic now as they were when she first wore them. Whether you realise it or not, so much of what we wear today is inspired by the royal’s fashion choices, from her cycling short gym looks to her effortless white shirts—all still visible on the catwalks of the last few years. Trust us, a quick Google search or scroll through the many Diana tribute Instagram accounts (we advise you follow them all) will provide all the new-season inspiration you need. 

Our favourite Diana looks, though, all have one thing in common: denim. These days you don't often (or ever) see KateMeghan or *whispers* Camilla wearing blue jeans— but somehow Diana always managed to pull them off while still looking royal as ever. In particular, she was a big fan of the jeans-and-blazer combo, which we think might have been her secret. 

The epitome of high-low dressing, the iconic jeans-and-blazer outfit remains to this day a fashion-girl staple— likely because it makes an inherently casual wardrobe basic instantly feel pulled-together. As Diana proved, it's appropriate for so many occasions. From shopping trips to airport attire, sporting events and even speech-giving. In fact, after doing some digging into the Diana archives, we're pretty sure she's the reason our jeans-and-blazer obsession even exists in the first place... 

Keep scrolling to shop some of her most recognisable combos (and ogle at how ahead of the times she was with her looks). 


The Day-at-the-Polo Blazer + Jeans Look
(Image credit: Getty)

Style Notes: Without this blazer, Diana's sweatshirt and jeans outift would come across as super casual. The oversized silhouette which has inspired the likes of Balenciaga is the ultimate in power jacket. 


The Speech-Giving Blazer + Jeans Look
(Image credit: Getty)

Style Notes: Diana confirms the outfit-enhancing, appropriate-for-anything qualities of the blazer here. Let's also note the classic Supergas which we've just added to our capsule wardrobe shopping list. 


The Off-to-the-Airport Blazer + Jeans Look
(Image credit: Getty)

Style Notes: So many trends in one outfit: tonal dressing, checked blazer, tights under jeans and chic ballet flats. We bow down. 


The Royal-Tour Blazer + Jeans Look
(Image credit: Getty)

Style Notes: Diana knew the timeless elegance of a crisp shirt. Just add black jeans, a buttoned blazer and gold earrings for a look that transcends time and trends. 


The Watching-From-the-Sidelines Blazer + Jeans Look
(Image credit: Shutterstock)

Style Notes: The sunglasses, the gold hoops, the Western belt, the white jeans—this outfit couldn't be more now if it tried. 

Up next: The Trending 2021 Items That Princess Diana Wore First

Emily Dawes
Affiliate Editor

Emily Dawes is the very definition of a fashion multi hyphenate. An editor, stylist and writer with over eleven years’ worth of experience in the industry, Emily is known for her impeccable taste, elegant outfit choices and being able to spot the next big thing in fashion from a mile off. Our readers loyally trust her advice and shopping suggestions; so much so she began her own column documenting the most expensive-looking pieces on the high street, which has become a top-performing piece of content for the Who What Wear brand.

Emily has worked for Who What Wear UK since 2020 in a myriad as roles, spanning from contributing editor and branded content editor. Now, she holds the position of affiliate editor and is responsible for the brand’s overall affiliate strategy, ideation and content execution. Working closely with Who What Wear UK’s affiliate manager, Emily has been instrumental in securing and nourishing brand partnerships, surpassing her goals as standard. Leading the team in tentpole shopping moments including Black Friday and Peak Trading, with Emily’s guidance and leadership, team Who What Wear is in a stronger affiliate position than ever before.

Prior to joining the Who What Wear team, Emily served as YOU Magazine’s acting fashion editor where she managed the fashion team and oversaw all fashion content output for the fast-paced weekly title. Emily is a stylist in her own right, having worked with a slew of VIP clients including writer and television personality, Elizabeth Day, as well as styling and art directing several celebrity cover shoots for glossy print publication, Grazia. Her adept fashion knowledge means brands regularly sought out to work with her as a consultant: previously she has developed marketing and content plans for brands for Cocoon and Edge of Ember. Before entering the industry, Emily obtained a Bachelor of Arts in English and American Studies with International Study from Nottingham University. Fun fact: Emily spent a year studying in America which saw her join a sorority during her time there.

When she’s not working or tracking down the chicest, new-in items to share with our audience, you’ll find Emily bestowing her East London home with her stylish flair, reading everything from the classics to cowboy romance novels and escaping to the country with husband, baby boy and dog, Roo, whenever she can.

Emily is currently on maternity leave.