Wear a blazer and a white and purple dress shirt if you're going for a clean-cut, fashionable getup. Introduce brown leather low top sneakers to the mix to bring a hint of stylish nonchalance to your look. Crafting a standout combination can be challenging on its own. Add extra cold temps into the equation, and the whole thing becomes even more difficult. Luckily, this here is your winter style inspiration. When it comes to casual dressing ideas for 30-something Millennial guys, this getup is perfect.