The pairing of a denim jacket and tobacco chinos makes this a kick-ass casual getup. When it comes to footwear, go for something on the laid-back end of the spectrum and round off this ensemble with navy athletic shoes. During winter, when warmth is key, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. However, this outfit is a stark illustration that you totally can stay comfy and remain stylish in winter. In your thirties, you want to start dressing like a grown-up. That's when looks like this are a goofproof option.