Depends what you can wear and like to wear. The staples are a good pair of raw denim jeans, two pairs of contrasting chino pants and a mixture of tops to layer with these (wool jumper, crew top). Footware is up to you but if you want to be ecologically friendly I'd say get one pair of leather boots to last you 20 years +. Good brands are red wing and redback for starters. If you want sneakers don't wear big brands (nike, adidas etc) and buy something ethical. Try and get leather or something durable over that mesh crap which falls apart. It all depends on weather as well. Some or all of this advice is useless if you live in Northern Canada for example.
