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Anna Wintour style

How To Dress Like Anna Wintour Using 4 Style Staples

Deconstructing Anna Wintour’s style starts with 4 key items.

Anna Wintour has been the editor of Vogue US for 31 years and is unquestioningly the most important woman in fashion. Throughout her tenure she’s developed a signature style, making her instantly recognizable – from the impeccable bob (maintained with two brushings a day) to the dark glasses, everyone knows when Anna Wintour is in the front row!

As an image consultant at MBC Group, one of the most prominent TV stations in the Arab world, I recently attended the Vogue Forces of Fashion talks in New York. I had the opportunity to listen to the makers and shakers of the fashion industry, including heavyweights from various creative industries. We even witnessed laughs shared by Anna Wintour and Donatella Versace.

Since I’m always encouraging women (and me, myself) to find their own style – as Anna has been showcasing so magnificently for decades – I decided to ask her to address the women in my audience. The answer was clipped and unequivocal: “Contact my office.” I’ve been Wintourised.

To deconstruct Anna’s iconic look, we need to include a few key pieces: leather, the printed midi dress, tweed ensemble (always Chanel somewhere) and slouchy high boots with comfortable heels. May you be inspired, and long live Anna Wintour!

HERO ITEM 1: LEATHER

This fall, you’ll find leather being used for various items, including shirts, dresses, pants, jackets (a leather blazer is a must), skirts and culottes – and not necessarily in black. Don’t hesitate to incorporate leather (or faux leather) into your wardrobe.

Our picks:
Marks & Spencer Autograph leather cropped straight trousers
Mango leather effect straight trouser
2Extremz pleated leather skirt
H&M leather skirt, grey


HERO ITEM 2: PRINTED MIDI DRESS

Midi length is very chic, and prints – especially floral and animal – have been reigning on the fashion scene for the past few seasons. Don’t hesitate to invest in both.

Our picks:
Ella leopard print self tie shirt maxi dress
Zara floral print dress
Splash floral printed maxi dress with long sleeves


HERO ITEM 3: TWEED

You don’t have to go for a full tweed ensemble, as it can easily add years to your look. Why not team a tweed jacket with a denim tucked in high boots, or a midi tweed skirt with sneakers and a leather biker jacket? If you do want to go full tweed, opt for a short tweed skirt with cool shoes – never stilettos.

Our pick:
Trendyol multicolour tassel knit jumper


HERO ITEM 4: SLOUCHY BOOTS

When Anna’s not wearing her Manolo Blahnik sandals, she’s definitely in boots. They are everywhere this season, adding an urban cool look to your silhouette, while the stacking heels make them comfortable and wearable all day (and evening) long. They can go under your midi dress or over your pants. Your call!

Our pick:
Mango leather boots with tall leg

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