To create a relaxed outfit with a modern finish, you can easily wear a grey crew-neck t-shirt and black jeans. For something more on the dressier end to round off this look, add a pair of beige suede desert boots to this outfit. This one is a nice option if you're picking out a well-coordinated outfit for transeasonal weather. Those wondering how to dress stylishly and look good as you go through your adolescence, here's your inspiration.