These timeless ankle boots that Kate Moss wore in the ’90s are now back in style

These timeless ankle boots from the 90s are back on trend for fall/winter 2024.

Some seem skeptical about the comebacks of past fashion trends, but many pieces are so timeless that they can be worn again – or still. For example, the black ankle boots with square toe and block heel, which were loved by style icons such as Gwyneth Paltrow, Kate Moss, Angelina Jolie and Cindy Crawford in the 90s – and are now being seen again and again.

Gwyneth Paltrow in the nineties

Kevin Mazur

Kate Moss in 1994

Getty Images

Here are 4 ways to style 90s square toe boots now

If you still have these ankle boots in your closet or have already bought a new pair, we’ll tell you here how they can be combined in autumn/winter 2024.

#1 Ankle boots + wide leather pants + oversized blazer

Street style

Photo: Acielle / StyleDuMonde

Like Gwyneth Paltrow in the ’90s, pair your square-toe ankle boots with wide black leather pants. If you like it simple, wear a black long-sleeved shirt; If you prefer something a little more unusual, choose a shirt and an oversized checked blazer – and give the elegant look a cool retro touch.

#2 Ankle boots + denim look

Street style

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