For an effortlessly classic menswear style, reach for a grey overcoat and charcoal wool chinos — these items play perfectly well together. If you want to immediately class up this look with a pair of shoes, introduce derby shoes to your look. If you feel uninspired by your transitional weather style options, this ensemble just might be the inspo you need. Wondering how your styling routine should look as you pass the big 4-0? This getup is a vivid example.