6 Modern Style Lessons We Learned from O.G. Fashion Queen Princess Diana

There's no denying that Kate Middleton and Meghan Markle are two very stylish ladies, but where would they be without the fashion influence of their predecessor, Princess Diana? (That's a rhetorical question; we don't really want to know the answer.) Here, six fashion lessons we learned from the People’s Princess.

Meghan Markle’s Fashion Transformation From Ruched Miniskirts to Belted Overcoats

princess diana wearing jeans and a baseball cap
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'dad Fashion' Is Cool

From loose-fitting T-shirts and blazers to baseball caps, dad-approved fashion is trending, but Princess Di was nailing the look all the way back in 1988. The only modernizing tweaks we’d make to her outfit above would be tucking in the tee (for a little waist definition) and swapping out the boots for a fresh pair of white sneakers.

princess diana wearing a white button down and high waist pants
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And So Is Yuppie Fashion

High-waisted pants with a skinny belt? Total yuppie move. Instead of looking too yacht-club-untouchable, though, Princess Diana’s version is relaxed, thanks in large part to the slightly slouchy fit of her button-down.

princess diana wearing a black and white statement top
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When It Comes To Sleeves, Bigger Is Better

Umm, anyone know where we can buy this exact outfit today? Puff sleeves are also in the midst of a major comeback, and Princess Diana absolutely nailed the look in her day. What sets this outfit apart is how perfectly proportioned it is. Instead of wearing puff sleeves with something voluminous on the bottom, she sticks to a snug skirt and sleek obi belt.

princess diana wearing a white dress and white shoes
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Matchy-matchy Doesn't Have To Be Cheesy

The thought of matching your shoes to your dress (um, and to your bag?) seems dated, no? But can we take a minute to recognize how chic it looks when done right? No, this wouldn’t work for every color or every dress-shoe-bag pairing, but basically, don’t write off matching without at least trying it.

princess diana wearing a belted floral dress
Tim Graham/Getty Images

When In Doubt, Belt Your Dress

If we’ve said it once, we’ve said it a million times: A flowy dress cinched with a wide belt is foolproof. Not only is it flattering (hey, hourglass), but it’s also a pretty effortless way to look put-together.

princess diana wearing an all black outfit
Tim Graham/Getty Images

All Black Will Never Let You Down

Can’t be bothered to match your skirt to your top? Wear all black. Overslept and rushing out of the house? Stick to shades of noir. Wearing black from top to bottom is easy, stylish and—did we mention?—easy.

sarah stiefvater

Wellness Director

Sarah Stiefvater is PureWow's Wellness Director. She's been at PureWow for ten years, and in that time has written and edited stories across all categories, but currently focuses...