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Timberlands: The Latest Winter Boots to Make a Comeback (Just Ask These It Models)

Author

Ava Hudson

Updated on March 29, 2026

Along with non-grunge-y plaid and crop tops, another signature '90s trend is making a model-approved comeback: Timberland lace-up winter boots. Although the classic work boot has never really gone out of style, per se. But leave it to two of the hottest *It *models out there to reimagine the utilitarian accessory (not a bad idea on this snowy NYC day either!).

Now let's not be distracted by Bradley Cooper on the left there (and you're welcome for this Monday treat). His girlfriend, Burberry model Suki Waterhouse, hit Sundance wearing her boots with skinny black jeans, a long heathered sweater, and an oversize woolly overcoat. She kept her the laces partially undone for that model off-duty vibe.