How to wear your skinny jeans like these ’90s and ’00s style muses

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Every few years, skinny jeans rise like a ghost from the not-so-distant past and sure enough, the time has come once again to dig them out of your wardrobe for another stint in the spotlight. This year, we’re leaning into nostalgia, with throwback nods to the boot tuck and all things indie sleaze.

A cornerstone of ’90s minimalism and early-2000s off-duty model dressing, the skinny silhouette has quietly re-entered the spring street-style arena. If you’re feeling hesitant, take reassurance from the past. Below, we take a look at how our favourite style muses did it first.

Off-duty supermodel

Cindy Crawford

Ron Galella, Ltd./Getty Images

There is perhaps no more reliable style inspo than celebs at the airport circa the late ’90s. At LAX, Cindy Crawford perfected the art of off-duty chic: skinny jeans, a classic tee, a blazer on top and black ankle boots. Add oversized sunglasses and a shoulder bag and you’ve got a look that’ll hold up after any long-haul flight.

Noughties grunge

Image may contain Gisele Bündchen Jonathan Cyprien Clothing Pants Jeans Adult Person Coat Jacket Footwear and Shoe

Gisele Bündchen

Marc Piasecki

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