Combining a polo neck sweater with a long sleeve t-shirt is an on-point pick for a casually neat outfit. In the shoe department, go for something on the smarter end of the spectrum by slipping into a pair of black chunky leather derby shoes. A vivid example of transeasonal fashion, this look is a staple when spring comes. Those who are curious how to dress stylishly as you make your way through your 20s, you have your answer.