It's been 30 years, but we haven't forgotten that Princess Diana famously tucked both her jeans and sweats into Western boots. That's why when we saw the trend pop up on the Autumn 2019 runways [1], and simultaneously on the street [2], we deemed it iconic. It's the perfect example of a cyclical trend that's already been adopted by Kendall Jenner [3], followed by the rest of the fashion world.
Diana was spotted pulling off the look at the polo club and dropping off her kids from school in the late 1980s, and we love the way the style was reinterpreted at Alberta Ferretti and even Rachel Comey, with a red zippered bootie. Presumably though, you'd like to translate this move to your own wardrobe, so we're showing you exactly how it's done. Scroll for a full lesson in the Diana boot tuck.
Princess Diana Wearing Jeans Tucked Into Boots in 1988
Princess Diana Wearing Jeans Tucked Into Her Sweats in 1989
See the Boot Tuck on the Fall 2019 Runways
Maryam Nassir Zadeh Fall 2019
Khaite Fall 2019
Alberta Ferretti Fall 2019
Zadig & Voltaire Fall 2019
Rachel Comey Fall 2019
How to Wear the Boot Tuck on the Street
Tuck your nylon sport pants into knee-high cowboy boots and keep it cosy on top in a crewneck sweatshirt à la Kendall Jenner [4].
Tuck tapered leather trousers into a slick sock bootie.
Amplify your Western inspired look with a Canadian tuxedo.
Try tucking leopard skinnies into edgy studded knee-high boots.
Slip your slouchy silk track pants into your go-to cowboy boots and complete with a puffer.
Accessorise the look with a bandana and cinch your waist with a belt to define your figure.