For a surefire casual option, you can never go wrong with this combination of a puffer jacket and a track suit. Round off with a pair of beige suede chelsea boots for an added dose of class. Can you see how extremely easy it is to look sharp and stay toasty when chillier weather hits, all thanks to ensembles like this one? As a man in his 30s, you probably want to start dressing like a grown man. If that's the case, getups like this are a foolproof option.