Hedi Slimane, All Over Press.

Hedi Slimane, All Over Press.

THE 10 MOST MEMORABLE MENSWEAR MOMENTS

When it comes to head-turning fashion, women usually take centre-stage. But there are plenty of men who have made waves with their style – we run down the top ten most memorable menswear moments.

Hugh Hefner, All Over Press.

10. HUGH HEFNER’S PYJAMA STYLE
What better thing to wear when relaxing than a pair of pyjamas? That’s the style philosophy of Playboy publisher Hugh Hefner, who apparently has over 200 pairs of his signature silk pyjamas, perfect for a gentleman at ease.

Pharrell Williams, All Over Press.

9. PHARRELL’S VIVIENNE WESTWOOD HAT
He’s the king of skateboard chic, so everyone was a little surprised when Pharrell stepped out in an oversized Vivienne Westwood hat at the Grammys. The big hat paid homage to Malcolm McLaren’s punk 1970s style, but the rapper has made it his own with a 2014 twist, mixing it with streetwear separates and sneakers.

Sean Connery and Leigh Bowery, All Over Press.

8. SEAN CONNERY IN GOLDFINGER
While James Bond is usually regarded a stylish figure on the big screen, he has made a misstep or two over the years. One was this terrycloth playsuit in Goldfinger – obviously intended as a symbol of gentlemanly leisure, it’s easy to see Bond’s beachwear as more than a little humorous.

7. LEIGH BOWERY’S ENTIRE CLOSET
Avant-garde performance artist Leigh Bowery didn’t just love fashion, he lived it. Mixing style and art in 1970s and 1980s London, Bowery broke down boundaries as a designer as well as an enigmatic consumer of fashion, inspiring many in the years since his death in 1994.

David Byrne and Thom Browne, All Over Press.

6. DAVID BYRNE’S GIANT SUIT
Making its debut in the concert film Stop Making Sense, David Byrne’s big suit has come to represent Talking Heads and their brand of 1980s NYC art-rock. Conceptual though it was, it parodied the power suits of the era and made a very powerful on-stage costume at the same time. 

5. THOM BROWNE’S SHRUNKEN SUITS
They contradict all our notions of what smart tailoring should look like, but designer Thom Browne has made his reputation on shrunken suits. And he’s made them relevant, too: their cropped ankles and sleeves have brought the tailored two-piece into the 21st-century.

Michael Douglas, All Over Press.

4. MICHAEL DOUGLAS IN WALL STREET
As the tough corporate raider Gordon Gekko, Michael Douglas’s uniform of wide-necked contrast-collar shirts and braces with slicked-back hair came to symbolise the brash greed of the 1980s yuppie.

Marc Jacobs and Hedi Slimane, Getty Images/All Over Press.

3. MARC JACOBS ROCKS A DRESS
Seeing as he designs some of the most covetable womenswear around, it makes sense that Marc Jacobs would want to try it for himself once in a while, right? This pink polo dress, which he wore to Paris Fashion Week in 2012, showed everyone that real men aren’t afraid to wear dresses.

2. HEDI SLIMANE’S REVOLUTION
The 2000s were defined by a certain skinny, rock-inflected silhouette, ushered into our world by Hedi Slimane at Dior Homme. Hedi’s boys, an army of slender men in very slim suits, appealed to men young and old who were looking for a more refined idea of chic menswear.

David Bowie, All Over Press.

1. DAVID BOWIE AS ZIGGY STARDUST
He’s the number one rule-breaker in men’s fashion history, and as his alter ego Ziggy Stardust, he walked an androgynous line to style success, mixing jumpsuits, plunging necklines, plenty of face paint and that statement scarlet hair. Without Bowie around to push the limits, menswear – and pop culture as a whole – would be a much more boring place.

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