Effortlessly blurring the line between dapper and casual, this pairing of a tobacco shearling jacket and charcoal chinos can easily become your go-to. A nice pair of black leather loafers is the simplest way to power up this getup. As the weather is getting warmer, it's time to shed those heavy winter gear and choose something lighter, like this getup here. Those who wonder how to dress with style as you get older, you have your answer.