This is not so much fashion advice as it is giving out life advice to gibs.
If your clothes look good and you look good in them, the first thing people think aren't "why is this guy so dressed up" but rather "man this guy looks good"
If your idea of dressing up looks like this
People are definitely going to ask why you're all dressed up, and assume you were at work or something.
But if you look good, people will just come up to you and tell you look good, and how...