An olive field jacket and a light blue chambray dress shirt are absolute wardrobe heroes if you're figuring out a smart casual wardrobe that holds to the highest sartorial standards. For a stylish hi/low mix, complement this ensemble with a pair of dark brown leather desert boots. If you're looking for a knockout winter-to-spring look, you found it. This outfit is the perfect answer to the question of how to dress well into your 50s.