>>141828I try to wear stuff that looks good while remaining functional. During the summer I wear light cotton or synthetic shorts along with a lightweight button-up and a bandana. When it's cooler I wear a thick button-up, synthetic pants or jeans, and a bandana. If it's sunny I'll wear my beat-to-fuck Boy Scout cap. I always pack a nice rain shell, a thick jacket, and spare clothes.
But yeah, it's good to have a balance of functionality and aesthetics with your clothes.