Your questions are not boring - most on this site live to offer advice!! - but, for the advice to be useful we would need more information. An important piece, as already mentioned, is "Where do you live?" What you're going to wear casually in Scotland will be different than in Argentina or Australia.

You seem to have several ideas going here, both long-term and short-term. That's going to make a difference too. And it sounds like you intend to one day have a formal outfit (two thumbs up for that!!) so that will be another issue as well.

Break down what you're looking for then build your collection slowly, being ready to completely change your mind every few years (as you see new things and as your sense of style changes). And, as the good Father says, enjoy!!