dress like sean connery

How to dress like Sean Connery

As he celebrates his 90th birthday, we delve into the lessons the actor has to teach about timeless style

While for most Sean Connery will always be best known as the quintessential Bond, his expansive career has included far more great films than just his six appearances as 007 – and as many great style moments to go with them. From working a three-piece suit on screen to making a check jacket and turtle neck his off screen signature, there is much to be learned from Connery when it comes to tailoring – plus a tip or two for smart casual style as well. Here’s the essential guide to dressing like Sean Connery…

Check out a check jacket

Perhaps it’s his Scottish roots shining through but Connery is a well documented fan of a check jacket. From traditional tartan to classic tweed, it seems he rarely met a patterned jacket he didn’t like. Connery typically matched his with a dark coloured turtle neck sweater but, in warmer weather, they’ll look just as good with a white shirt. To channel Connery’s Scottish spirit we recommend Ralph Lauren’s Black Watch style – perfect for more formal occasions – while Richard James and Z Zegna offer more understated versions ideal for adding a little more interest to your office wardrobe.

ralph lauren jacket

Ralph Lauren RL67 Black Watch jacket


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Richard james jacket

Richard James Spirit seersucker jacket


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zegna blazer

Z Zegna linen blend jacket


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Embrace the three-piece suit

Sometimes considered a little stiff and old-fashioned by modern tailoring fans, Connery’s way with a three-piece suit shows it needn’t be stuffy – as long as you get the details rights. Connery wasn’t one for contrasting waistcoats and always kept things simple with a timeless charcoal wool construction – Tagliatore’s slim-cut option offers a more contemporary take. Pair with Emma Willis’ refined white shirt and Anderson & Sheppard’s goes-with-anything black silk tie to emulate Connery’s elegant, effortless style.

tagliatore suit

Tagliatore wool three-piece suit


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emma willis shirt

Emma Willis superior cotton shirt


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anderson sheppard tie

Anderson & Sheppard silk tie


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Black tie at its best

There are few better roles for being schooled in suave black tie than 007 – and Connery carried them throughout his career, regularly wowing in a tux at awards ceremonies and on red carpets. Again, Connery wasn’t one to reinvent the wheel when it came to black tie – preferring an impeccably fitted black tux, crisp white dress shirt and black bow tie to anything flashier. And when it looks this good, who are we to argue? Take your formal dress to Connery levels with the help of Tom Ford, Turnbull & Asser and Henry Poole.

tom ford tux

Tom Ford Shelton tuxedo


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turnbull asser shirt

Turnbull & Asser pleated front dress shirt


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henry poole bow tie

Henry Poole silk satin bow tie


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Don’t forget about off-duty style

While there’s no denying Connery spent most of his time in suits – and was clearly very at home in them – he also did a fine line in casual looks where he really allowed his personality to shine through. While he tended towards the classic and timeless when it came to tailoring, off the clock he was all about colour and pattern – but always in the best of taste. The foundation of Connery’s casual style was always a great pair of neutral trousers and Club Monaco’s slim-fit grey chinos fit the bill perfectly. Hackett’s gingham shirt is the perfect way to experiment with pattern without going over the top while Gitman Vintage’s cotton blend shirt is a dead ringer for the hot pink style worn by Connery himself in Thunderball.

club monaco chinos

Club Monaco slim-fit chinos


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gitman vintage shirt

Gitman Vintage camp collar shirt


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Looking for more style inspiration? This is how to dress like JFK…

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