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The Iconic Edition
Style
|3 Nov 2021|4 mins

4 Underrated Men’s Summer Style Icons Past And Present

From the legends of the Med to the most stylish new gents coming out of Cali.
Jack Nicholson menswear style iconJack Nicholson menswear style icon

Whether it's the timeless yacht-filled harbours of the Mediterranean or the sun-swept shores of Malibu, it feels like the summer hotspots of the world are informing the way we dress more than ever. High-end fashion has taken a distinct step away from streetwear in recent seasons, embracing a more playful, free-flowing aesthetic informed by everything from vintage resort wear to linen-heavy tailoring. It's almost as if we're all ready to party in the sunshine once more.

As such, we're increasingly starting to look away from the uber-sleek celebs we once venerated, and instead towards a different breed of style icon – one whose trademark aesthetic is informed not by the most cutting-edge trends of the time, but leisure and luxury in all its forms. Here are some of our favourite menswear style icons from across the decades, right up to today.

Gianni Agnelli

Italian car magnate Gianni Agnelli, who as the owner of the Fiat group also controlled brands like Ferrari, was a giant of his time, whose power in the boardroom was matched only by his off-duty style, whether he was skiing in the alps or yachting on the Adriatic. Widely renowned as one of the most stylish tycoons of all time, get to know Agnelli's tailoring heavy style, and his face will quickly become one of the first that springs to mind when you think of the phrase 'La Dolce Vita'.

Gianni Agnelli

Gianni Agnelli menswear style iconGianni Agnelli menswear style icon
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Julio Iglesias

Legendary singer Julio Iglesias was famed as much for his lavish lifestyle as he was for his records, and his sun-soaked, heavily-tanned aesthetic made him an icon of his time as he spent his summers yachting and private jetting his way around the Med. His signature style came to be heavily influenced by this lifestyle, rich in lightweight shirts and breezy linen suiting.

Julio Iglesias

Julio Iglesias menswear style iconJulio Iglesias menswear style icon
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Jack Nicholson

You could argue that no Hollywood star has ever come to symbolise the luxurious, yet carefree lifestyle of tinseltown than Jack, whose signature style was rich in playful eyewear and loud shirts when he was off-duty as it was red carpet-ready suiting. As ready to embrace a linen suit, a camp collar or a vintage tee as he was a power suit, Nicholson's style (particularly in the '70s and '80s) took a little from the world of old Hollywood glamour, and a little from the leisurely lifestyle that was prevalent at the time.

Jack Nicholson

Jack Nicholson menswear style iconJack Nicholson menswear style icon
Image via Getty
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Tyler, The Creator

While the aesthetic of West Coast Hip Hop (and wider rap music) was dominated by baggy jeans and sports jerseys for years, Tyler and his Odd Future collective arrived on the scene as a complete breath of sartorial fresh air. With a style heavily inspired by skating, surfing and BMX culture, they eschewed chunky basketball sneakers for skate shoes, and baggy pants for heavyweight cotton tees and shorts, and Tyler's signature style has only gone on to evolve since then. Now he's a key figure in the intermingling of old-school streetwear and elevated modern-day menswear, embracing vintage sportswear pieces like knitted vests and loafers in a summer-ready way.

Tyler, The Creator

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