Throughout his life, Churchill exhibited a peculiarly individual sense of style, with a love of military uniforms, specially designed zip-up ‘siren suits’ (so called because they could be put on quickly when the air raid sirens sounded), his bow ties and his famous V for Victory hand gestures. Churchill was always drawn to fine clothes. In his younger days, he wore frock coats, trousers and vests as part of his Parliamentary wardrobe, and his suits and overcoats were made by the best tailors in London.
As early as 1905, Churchill visited Poole & Co in Savile Row and he returned frequently in the years following, although later in his career a cutter was usually sent to Chartwell to measure Churchill at home. He eventually stopped ordering his suits from them – the expense became too great and he ended up owing them a considerable sum of money – but to celebrate the centenary of Churchill’s first order with them, Henry Poole & Co revived the chalk-striped flannel of the suit they made for him around 1936. See more on the Henry Poole website.