While Tyra was the queen of casual pants, this was also an era of boot-cut jeans. Volleyball player turned super Gabby Reece was spotted in 2000 dressed in a baby-doll T-shirt with distressed jeans, a sweatshirt tied around her waist, and a pair of sneakers. In 1994, a young Kate Moss was spotted catching a flight in a tattered white tank top, dark-wash jeans, a kicky black leather boot, a leopard-print handbag and a jacket slung over her arm.
There were polished dressers too. Let’s look to Iman, who arrived hand in hand with David Bowie at LAX in 1993 in a striped turtleneck, a slick jacket, jeans and snappy leather lace-up shoes. Also in the mix was Linda Evangelista, who in 1994 arrived wearing a slip dress over a tiny black T-shirt with lace-up boots and tights with then beau Kyle MacLachlan. Bonus points for MacLachlan, who had a flip phone in his T-shirt pocket!
Of course, there is the legendary Cindy Crawford. One fixture on Instagram mood boards is a 1997 picture of the stunner in a minimalist ensemble that includes a sleek leather jacket, a thick brown belt, a striped bag, jeans and a pair of leather boots. A few years later, the supermodel opted for a grey top, a camel-hued leather jacket and cream sweater over her shoulders.
Here, take inspiration for your next getaway from those who know the runway best, on the ground and in the sky.
Kate MossPhoto: Courtesy of Getty Images