What most naturally follows?

How to dress well as a guy
Dress according to the activities in your life, and the image you want to project.
Dressing according to trends can be fun, but if it's not appropriate for what you're actually doing at the moment, it can make you look out of place.
Be true to the person that you are and the things that you actually do.
If you don't actually play sports, avoid looking like you just walked off a basketball court. When dressing for work or for school, respect the culture of that environment.