Rakish Transitions: How to Pair Shoes and Socks

Our sartorial menswear expert explores the relationship between the trouser cuff, sock and shoe – and how to get it right.
Manolo Costa pairs checked trousers with a deep PTU with brown suede Oxfords benchmade and hand sewn in Barcelona.

Even the greatest bespoke suit by Edward Sexton or Cifonelli will lose its power if it’s poorly dressed and accessorised. Understanding how to combine tailoring with the right proportions and textures will not automatically make you the best dressed guy in the room; but you will be in the top half, I promise.

Let’s start at the bottom and look at shoes and socks. Your trousers will either be finished with a PTU (permanent turn up) or they’ll be plain hemmed. If plain, insist that your tailor finishes with a slight angle so it is longer at the back. Military tailors can offer a more extreme version of this style that has an exaggerated shape, which works particularly well with boots but less so with loafers. If you prefer ‘cuffs’, as they are known in American English, you will need to specify a depth. This is your choice but the best-dressed gentlemen I know favour a deep PTU regardless of trouser width or their own height. Cuffs will capture dust and debris so have them brushed out regularly. You could elect to have them made with a small internal button that allows them to be fully rolled down, which makes the task of cleaning far easier. Remember, trousers should just touch your shoes or have a small gather or ‘break’ at the front, whilst hanging straight at the back.

Your shoes are, of course, expensive and well-maintained. This does not necessarily mean they boast a military shine but they’re certainly polished or brushed. Until recently only black calf leather shoes were deemed smart enough to wear with a business suit in London. Thankfully those days are over and black, whilst still the most formal option, can now sit alongside oxblood, brown and even navy in the wardrobe. However, your shoes should be darker than your trousers. Suede and reverse calf offer texture and combine well with the nap of grey flannel. And the best way to combine the two is with a dark blue sock, rather than the tonal options of grey or brown. Adding another colour is more sophisticated. This is equally true when wearing jeans and a bottle green sock links blue denim to brown suede elegantly.


September 2017


Also read