I don’t remember exactly how the brothers styled this jacket in particular, but I would wear it with dark denim or grey flannels/wool trousers. Black is normally tough to style, but outerwear is a bit easier. Layer it up with a cardigan and put a tie on for a slightly smarter look, or lose the tie and dress it down with a simple button down. I would pair it with dark brown shoes or some kind - brogues or chelseas would work.