This combination of an orange puffer jacket and jeans is undoubtedly a statement-maker. Complete this look with brown suede casual boots and you're all set looking boss. As you can see, it's very easy to look on-trend and stay snug when chillier weather arrives, thanks to this getup. As a 30-something Millennial man, you probably want to start dressing more like a mature gentleman. If that's the case, combos like this come in very handy.