Princess Diana’s Most Underrated Style Moments

Before she graduated to elaborate fascinators, Di went with a classic black chapeau in her formative years.

We want to wear this now.

Sporting what we’d now call a “boyfriend sweater,” Princess Diana makes effortless look chic.

Somehow this fair isle sweater, button-up oxford, and ribbon doesn’t come across as granny.

Diana covers her head in an incredibly chic way.

Diana did the arm party thing before it was even a thing.

Summery fancy pants for a polo match. Is there anything more appropriate?

A classic piece with a hint of fun. We’re into the gold hoops, too.

This sunny yellow dress against the bright yellow backdrop makes a stunning combination.

This boyish topper balances out the high-necked, feminine shirt.

A lesson on how to wear a beret without looking like a french painter.

She manages to make pearls on pearls on pearls look chic, not cheesy.

Some of Diana’s most casual, laid-back looks are her most stunning.

Suited up, black tie style. Diana stands out in a sea of gray suits.

The peplum trend saw a resurgence in the early 2010s, but Diana did it first.

This flowy cheetah print dress feels current right now.

A Canadian tuxedo is always perfect for a day out with the children.

Diana looks like a vision in this fitted velvet body-con dress, complete with sheer black tights and minimalist heels to match.

The reason why “millennial pink” became a trend.

A high contrasting look with this pink and red button down dress, down to the top hat and clutch, makes for a bold statement.

Before slime green became a trend, Diana rocked neon with this bright orange skirt-suit—with a generous amount of black to tone it down.

To perfectly accent her cobalt blue dress, Diana made sure to keep her bag and shoes the exact same color for a seamless look.

Nothing says “carefree” more than mixing and matching a plaid blazer jacket with a polka dot skirt.

Diana wears this impeccably tailored military-style jacket so well, we wish we had our own.

Aviator sunglasses and pearls make for an unlikely yet gorgeous pairing.

From the front, Diana’s pantyhose appeared to be all business. From the back, a thin black line and bow at the heel adds a touch of whimsy.

How do you wear houndstooth without looking stodgy? Mix colors. Princess Diana’s black, white, and red Moschino suit was bold yet elegant.