This eye-popping suit Anna Wintour was photographed in circa 1990 is a definite precursor to her flower-powered 2020s style, albeit in a more abstract, retro register. Some looks are truly timeless.

Bonus: 5 outfit tips from Anna Wintour. 1. She found shoes that can suit any outfit. For many years, starting from 1994, Anna Wintour has worn beige Manolo Blahnik shoes. The trendy editor uses ...

Hear ‘Anna Wintour’ and what springs to mind ... In the 90s, this came in the form of Chanel mini-skirt suits – she wore them throughout both her pregnancies, reportedly just undoing ...

It was his favorite photograph of himself, taken by Arthur Elgort, 1988: André Leon Talley, in a wash of sunlight, striding up Fifth Avenue in a gray panel-checked suit by the tailor Morty Sills.

Anna Wintour remembers the designer Karl Lagerfeld ... ‘His favorite dress on me.’ A gold suit from the Chanel fall 2014 couture runway, now part of Ms. Wintour’s collection.

Bill, paying homage to the late Karl Lagerfeld, looked sharp in a dark suit paired with a blue tie and white shirt. So, how do Anna Wintour and Bill Nighy know each other? DON'T MISS ...

Anna Wintour and Bill Nighy had a sweet exchange ... and Nighy went for a classic look, wearing a dark suit while supporting the Vogue editor. And while it seems the pair were confirming their ...

If you've ever imagined Anna Wintour personally greenlighting every ... ex-troopship 'Empire Windrush', smartly dressed in zoot suits and trilby hats. (Photo by Douglas Miller/Keystone/Hulton ...