The most important factor in your choice of clothing is the fit. You want something that compliments your body. Emphasis on your strengths and hiding your flaws. It also has to go according to the image you are creating, whether professional or casual .
But the most important element of that fit is mental. You must be comfortable in your look. Not just how it looks, but how you feel wearing it. That’s why I say if you are making a drastic change you must be gradual with every step. Don’t buy a suit that you will either be awkward in or worse, never wear. Try a shirt, with just regular pants that you wear . If it is shoes you are upgrading you can’t jump to formal if you are in sweatpants all the time.
But as you gradually change your wardrobe you upgrade your mind. Each progressive step is a major step for your imagr. And as your image improves, so will your confidence.
Be The Man 