Dior loafers, £520. Paul Smith boots, £425. Loafers and monk straps in a selection of colours would be a great start, but also go for slip-on Chelsea boots, driving shoes, deck shoes and smart suede espadrilles. At Joseph Turner, we offer a selection of men’s deck shoes. Here, the idea is to let the shoes take centre stage. These will show you how to take your tailoring and make it work for multiple occasions, both casual and formal. Yes, your wardrobe should err far more on the side of style than fashion by now, but keep an eye on the catwalks – there are still plenty of items that are going to work for you. Instead of buying that Harley you’d always promised yourself (and will probably ride approximately twice), use your 50s as an excuse to buy all those wardrobe items you’ve always wanted, but have never been able to justify.
If there is one general type of item you can take pride in buying in your fifties, it is the frivolous, excessive formalwear items you only get to wear occasionally; precisely because they will bring back that tingling excitement to the act of dressing up. This is due to my size not being available in store, a second pair had to be ordered in and then I had to go back to collect. Check out the photo above and consider how you would accessorise it as the man himself, perhaps with a pair of brown brogues or even some deck shoes, or laces saying ‘Breaking Point’. 95 Era, a pair of shoes designed by Stacy Peralta and Tony Alva. David Cameron and unpolished shoes. One word of advice: trainers become increasingly tricky to pull off as you verge into the latter 50s – especially those of the more brightly coloured designer variety – so make sure you invest in an enviable array of smarter shoes that are still comfortable.
This might seem like an oxymoron, but as they key to dressing in your 50s is erring on the smarter side while staying comfortable, you’re going to need shoes that match. Firstly – and most importantly – the key to dressing in your 50s is to make sure your clothes fit right. The deck of a ship or smaller craft can often be slippery so good grip is a key feature. The tailor doesn’t shy from strong contrasting colours and loud outfits, which if you know how to blend into your outfits, can add expression to your style. If you want to know how to don a double-breasted in your 50s, look to Colin Firth. Do I want rubber soles? We’re not saying you should retire colour from your wardrobe in any way, shape or form, but if you do want to wear some, go for a more tonal look.
Made in the UK, it’s suitable for a day-to-day wear or a casual event – slightly more relaxed in style, it’s one for that Hawaiian shirt, although it would go equally well with a linen blazer and chinos. He represents the fifty year-old that has found their style, is comfortable in it, and wears it with confidence. Steer clear of the designer trainers of your 30s and 40s, and instead opt for car shoes, deck shoes and slip-on boots in the winter. And wearing those shoes. Skateboarders of all shapes and sizes enjoy wearing Vans shoes because they are comfortable, affordable, and very durable. I’m surprised to see Nigel Farage wearing Union Jack shoes. Speaking of, it’s time to invest in quality things (see our Style Rules below). ‘There are two things in life I can’t bear. There are two things in life I can’t bear. If you are passionate about travel, however, and looking for some great ways to make traveling easier while going to school, there are a few things to consider. If you’re looking for shoes to finish off crew uniforms that will stand the test of time, deck shoes are really the only choice. Stop. Whether you’re single or have been married for twenty years, that old adage about men getting better looking with age is true – and you should be taking advantage of it whenever you can.
Gives a whole new meaning to the saying stop me and buy one. Because trainer design varies, so does the support the shoe gives. Introducing the other end of the formal spectrum: the dress shoe. As it turns out, they are full of subtle clues about each character’s relationship to wealth, power, and the top job as they all dress to code. Think cropped jeans, a stripy top and a straw handbag for a trip to the seaside. De Bonne Facture jeans, £290. L to R: Brunello Cucinelli jeans, £640. Whether that’s leather Belstaff biker jacket, an Elder Statesman cashmere pullover, that Prada briefcase, a midnight blue Brunello Cucinelli dinner suit or a whole rail of Savile Row suiting, make sure they’re in classic colours that are going to last you for many years to come. He tends to work down the tailored, chic route mostly, but that isn’t to say he can’t pull off a leather jacket, some more trendy trainers or a neckerchief.