Fashion icon Anna Wintour is synonymous with classic style. From her pearl statement necklaces to her tweed skirt suits and those signature black Chanel sunglasses, her chic demeanour is unmistakable. Yet while there have always been elements of timeless pieces in her repertoire, the Vogue editor-in-chief’s earliest style moments are surprisingly bold.
She has unquestionably inspired some of today’s biggest trends. From fearless leopard print to bold neon dresses and silky slip skirts, scroll down to see some of young Anna Wintour’s chicest looks that are trending with fashion girls over 20 years later.