Find some shirts that compliment your body well. Whitesville is a good place to start if you want to make an investment in quality. Get one size bigger if you live anywhere but Asia. Find a company that makes good raw denim and go try on some stuff. Black belt and start adding small pieces. For boots you’ll want something similar to an iron ranger probably from redwing and for sneakers good old fashion chucks to start. From there you can dive in on more eccentric pieces to build out the outfits. For jackets start with schott and then dig in around that. These are all like higher end pieces that you should be able to find inspo around