It's broadly positive as long as the person's clothes are clean. Occasionally I've run into someone who seemed superficially well-dressed but when I got close to them I realized their clothes were falling apart, which is sad in multiple ways.
If you're going to do this, get someone to help you in figuring out what looks good, and spend money on it, ie if you end up wearing a blazer and jeans and a t-shirt, get the blazers tailored for a perfect fit. Fit is the difference between looking sharp and looking like a slob, no matter what you're wearing. Consciously or unconsciously, most people are going to judge you based on the quality of what you wear so you might as well give off a positive impression.
And I really mean it about soliciting someone else's input. If you are not 'into' clothes - and not wanting to spend time thinking about them suggests that you are probably not - then you are likely not a good judge of what suits you, and you may well have become comfortable with ill-fitting or poorly-chosen clothes through habit.
If you're going to do this, get someone to help you in figuring out what looks good, and spend money on it, ie if you end up wearing a blazer and jeans and a t-shirt, get the blazers tailored for a perfect fit. Fit is the difference between looking sharp and looking like a slob, no matter what you're wearing. Consciously or unconsciously, most people are going to judge you based on the quality of what you wear so you might as well give off a positive impression.
And I really mean it about soliciting someone else's input. If you are not 'into' clothes - and not wanting to spend time thinking about them suggests that you are probably not - then you are likely not a good judge of what suits you, and you may well have become comfortable with ill-fitting or poorly-chosen clothes through habit.