How I became one of the best dressed men at Newmarket Races

In the space of just a few minutes yesterday I went from casual ‘punter’ at the Races to being faced by a media scrum (for the first time in my life!). They all wanted to take my photograph. But why?

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The third Friday of July is one of my favourite days of the year. My wife and I travel the short 55 minute train journey from home in Ipswich to Newmarket to attend the July festival of horse racing. We enjoy a leisurely two hour lunch in the excellent Mozart’s in the Premier Enclosure and then head the finish line on the course and watch the 6 races thunder by. A modest wager on each race is necessary, and we traditionally win one or two of those – certainly enough to cover all the wagers of the day!

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Yesterday, upon entering the race course, a young lady asked if I would like to be photographed for the ‘Most Stylish Man of the Day’ award. Amused, and naturally a little flattered, I agreed. This was just before 12 pm. I then forgot all about it. Four hours later I received a text message informing me I had been selected in the top 10 (out of over 300 entrants) and should report to the main marquee!

Here I am, along with mainly very young men, a preponderance of exposed ankles and no socks, beards, unshaved faces, sunglasses (worn indoors), skinny trousers, and poorly fitting jackets. There was even a young man, as bemused as me, who was wearing his Father’s old Savile Row tweed suit which he had tailored to fit him, (and he was wearing socks!

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Interestingly the gentleman on my left in the above photograph (now in his 60s) had also arrived at the races not knowing about this competition and had dressed as individualistically as he always does! After a degree of standing around being assessed and interviewed the final three were announced – I came third. It was hilarious to me to win a range of prizes for being dressed the way I normally do!! My prizes included a bespoke shirt (worth £125), two tickets to Aintree Races, some products, two tickets to a Football Match and a few other items. And then the media scrum – cameras, journalists, questions. It was rather fun!

The 2nd and 1st young men were charming, but at least 30 years younger than me!

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When I met one of the judges later she told me the key piece of my wardrobe which caught the judges’ attention were my trousers – they loved the drape, the cut, the classic look. I felt validated in my love of the classic 1920/30 look – that golden era will never be out of style (my blog article on these trousers is here). Is it too much to hope we are perhaps finally seeing the end of the skinny trouser?