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From Mad Men to The Hour, our TV screens have been filled with classic 1950s style over the last few years. This was the era of smart tailoring, as well as the casual look of denim jeans, white t-shirt and leather jacket, made famous by rebellious1950s icon, James Dean.

Here, we explore five signature looks, each featuring a key piece from the decade.

#1 Roll-Neck, Blazer and Boots

The roll-neck was back in the shops last season, but is making a big comeback this A/W. It’s a casual 1950s wintery style, which can be smartened up with the Polo Ralph Lauren wool check blazer. The Barbour boots and tweed belt add the finishing touches to these warm winter layers.rollneck

#2 Cardigan, Check Shirt and Jeans

This look celebrates casual American style from the decade, with a True Religion check shirt, Edwin raw denim jeans, high-top trainers from BOSS Green – plus, a classic style cardigan from the Fred Perry Re-Issues collection.


#3 Leather Jacket, Striped T-Shirt and Jeans

With a retro-style leather jacket from Pretty Green, this look captures the more rebellious 1950s look. Plus, there are plenty more styles from the decade, with a pair of SWIMS brogues, which have been given a contemporary twist by the brand, as they’re constructed from water-resistant fabrics. Turn up the hems of this pair of Armani jeans to complete the casual style.


#4 Bomber Jacket and Trilby

If you’re looking for a casual and classic look from the decade, you can’t get more iconic that the James Dean-esque combination of jeans, white t-shirt, bomber jacket and trilby.


#5 Longline Jacket and Trilby

Hats are becoming ever more popular and this is another way you can pull off the classic trilby hat – this time, with a smarter edge. The longline BOSS duffel coat, white CP Company shirt and knitted Barbour gilet create a smart 1950s-inspired look, with a classic, masculine colour palette and a range of warm layers for the autumn.longlinetrilby



There are plenty of ways you can bring 1950s style to your wardrobe this season – whether you’re looking for casual styles of a ‘rebel without a cause’ or smart tailoring, which wouldn’t look out of place on the set of Mad Men. Browse the full menswear range to find your favourites today – or take a look at more key pieces from Fred Perry, Barbour, BOSS, Edwin and Pretty Green.

What’s the 1950s style that you’d most like to see coming back in fashion? Share your favourites below.