For an ensemble that's worthy of a modern sartorial-savvy gent and effortlessly classic, choose a red dress shirt and jeans. Up the appeal of this outfit with brown leather derby shoes. When cold weather leaves you uninspired in the fashion department, this outfit just might get you out of the rut. In your 30s, you want to start dressing maturely. That's when getups like this are a goofproof option.