We Tracked Down All The Pieces Needed to Recreate Princess Diana’s Biker Shorts Look

Photo credit: Bandier - Getty Images
Photo credit: Bandier - Getty Images

From Town & Country

Biker shorts were a sleeper hit last summer as we searched our closets for WFH outfits that kept us cool and comfortable. Now, we are ready to take it up a notch with sophisticated outfits that don’t just include biker shorts, but elevate them into a classic wardrobe staple. Below, the outfit inspirations that we plan on copying ASAP.

Classic Sportif

Photo credit: Anwar Hussein - Getty Images
Photo credit: Anwar Hussein - Getty Images

Some of Princess Diana’s most iconic moments are her off-duty looks. Shake up the standard black or gray workout gear with some bright biker shorts and an oversize sweatshirt. Plus, chunky 80s-style socks look modern again with futuristic sneakers.

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Rebel Chic

Photo credit: Gotham - Getty Images
Photo credit: Gotham - Getty Images

Pair an oversize concert tee with a leather jacket and combat boots the next time you go out on for the night. It’s edgy, as Lady Gaga proves, but also comfortable enough to dance until sunrise—and there is nothing more rock ‘n roll than that

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Red Carpet Glam

Photo credit: Jim Smeal - Getty Images
Photo credit: Jim Smeal - Getty Images

Demi Moore may have landed on a few worst-dressed lists when she stepped out onto the red carpet in 1989 wearing biker shorts, but we are willing to bet no one had a better time than she did (look at her face!). Also, we are all still talking about this look 30 years later. It’s worth noting that Moore made this herself. Applause all around.

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Power Suit

Photo credit: Edward Berthelot - Getty Images
Photo credit: Edward Berthelot - Getty Images

This is definitely an outfit that will make people sit up and take notice. If you don’t want to go all out with red, any monochromatic look works well (try black for a sophisticated riff on this outfit).

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Ladylike Leisure

Photo credit: Paul Natkin - Getty Images
Photo credit: Paul Natkin - Getty Images

What do you wear to meet Oprah? For En Vogue the answer was biker shorts… and it works! Give them a vintage polish with a tailored top and statement earrings.

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Business Casual

Photo credit: Gotham - Getty Images
Photo credit: Gotham - Getty Images

This outfit is the epitome of what we want to wear to Zoom meetings in 2021. A fun t-shirt and a statement jewel layered with blazer makes it “all work” on top, but biker shorts and white sneakers keep it “all fun” on the bottom.

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