Look amazing without trying too hard in a navy varsity jacket and navy cargo pants. A good pair of white and red athletic shoes is an easy way to inject a dash of stylish effortlessness into your getup. As you can see here, this outfit is a really good choice, especially for unpredictable fall weather, when the temperatures are getting lower. Guys who are curious how to dress with style and look good as you progress through your 20s, you have your answer.