This contemporary combination of a dark brown crew-neck t-shirt and blue jeans is extremely easy to put together without a second thought, helping you look sharp and ready for anything without spending too much time going through your wardrobe. When it comes to shoes, go for something on the classier end of the spectrum by slipping into chelsea boots. Gentlemen wondering how to dress well and look good as you make your way through your 20s, you have your answer.