A dark brown wool blazer and brown dress pants are an incredibly stylish combo for any guy to try. If you need to instantly play down this outfit with one single item, add dark brown leather chelsea boots to the equation. When the coldest time of the year leaves you feeling a little less-than in the style department, this look just might fix the problem. When it comes to style tips for 30-something Millennial gentlemen, this look is a good look on almost anyone.