Just Start Today!
You need to get comfortable being uncomfortable. This is the only way to be truly successful. You need to put yourself through pain in order to reach success. You need to prepare yourself with uncomfortable things. That way when the world throws the worst at you, when painful, stressful, sad, hard, uncomfortable times come. You will be able to be COMFORTABLY UNCOMFORTABLE™
When you wear an item of clothing that is specific for the activity that you are doing. It will boost your performance in said thing. In all areas : working out, chemistry, school. What you wear will subconsciously effect how you preform. So why not wear something that motivates you to get comfortable doing the uncomfortable. And will look good too.