Daisy Edgar-Jones and Kaia Gerber Just Wore Y2K-Style Bootleg Trousers

Although this summer is brimming with a wide range of fresh trouser trends, this week I spotted both Daisy Edgar-Jones and Kaia Gerber casting back to a Y2K staple that’s simple, chic and under-the-radar right now.

Styling a pair of jet-black bootcut trousers, Edgar-Jones revived what many would call the “dated” silhouette to craft a simple ensemble with an undeniably elegant edge. With a pretty lace top pairing, the actor elevated her look with refined, yet playful accessories including a statement pendant necklace and chunky gold hoops. Pairing her flared trousers with a black heeled shoe, the actor added height to her look whilst complimenting the subtle flare of the longline trousers.

Reaching for the same trouser trend, model Kaia Gerber styled a pair of mid-rise bootcut trousers whilst out in New York this week. Crafting a more casual silhouette, the model paired her chic trousers with a navy cropped t-shirt, smartening up her style with a black heeled ballet pump.

Once a mainstay in every ’00s girls wardrobe (and most likely purchased from Topshop), bootcut trousers was often styled with frilly blouses, cute baby tees and bandeau tops. Wearing well with a tall heels, the trouser trend was also a red carpet regular across the decade—as well as a mainstay in the work-wear wardrobes of every fashion person. Offering a higher-level finish than casual jeans, it’s easy to see why this was the “nice” trouser of choice for so long.

Brittany Murphy wore bootcut trousers to the 2001 premiere of Sidewalks of New York.