You'll be amazed at how very easy it is for any gent to pull together a casual ensemble like this. Just a hoodie worn with a teal crew-neck t-shirt. You know how to dress up this getup: black leather derby shoes. As days are getting cooler, you'll find that an ensemble like this is ideal for the season. Those who are curious how to rock classic and casual style as you make your way through your teens, this ensemble should answer your question.