A burgundy windbreaker and grey chinos are a combination that every sartorially savvy guy should have in his off-duty arsenal. Black leather derby shoes will create a beautiful contrast against the rest of the look. There's no better way to cheer up a bleak autumn afternoon than a kick-ass look like this one. So if you're looking for style inspo for dressing as you move into your 50s, this getup is definitely worth saving for later.