Pair a navy suit with an aquamarine dress shirt if you're going for a sleek, trendy outfit. In winter, when warmth is top priority, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. But this outfit is a clear example that you can actually stay warm and remain stylish in winter. As a 30-something Millennial guy, you want to start dressing in a sleeker manner. That's when getups like this are a winning option.