Over the past year I’ve been trying to dress more like a “grown up.” Here are some rules I’ve been successfully applying…
The width of your tie should be as wide as the lapels on your jacket
Your socks should be darker than your pants – this is why you don’t wear white socks with dress pants.
Stick to basics. Get them right first before you start buying striped shirts, messing with french cuffs or wearing pin stripes.
Your shoes should be darker than your pants – this is why you won’t wear brown shoes with black pants.
Match your shoes to your belt. The colours don’t have to match exactly. In fact it usually looks better if they’re slightly different.
If you’re going to match your tie to your pocket square use a different colour from the same family – i.e. white square with baby blue border with a dark blue shirt.
Baggy pants will make you look like a shlub. Take them to a tailor and ask for either no break or a single break.
Just because it’s your size, doesn’t mean it fits. Find a good tailor.
Don’t match your tie exactly to your shirt. It looks try hard. It’s better to be subtle.