So as you can see, it doesn't require that much effort for a man to look effortlessly neat. Just try pairing a cardigan with a black turtleneck and be sure you'll look awesome. Feeling transgressive today? Class up this outfit with a pair of orange leather derby shoes. As you move into your 30s, you probably want to start dressing more like a mature gentleman. If that's the case, looks like this are a never-failing option.