Undeniable proof that a grey wool blazer and grey dress pants are awesome when paired together in a refined ensemble for today's guy. If in doubt as to what to wear on the shoe front, complete your getup with brown leather dress boots. Putting together a cool ensemble can be tricky on its own. Add cold temperatures into the equation, and the whole thing becomes even more difficult. No worries, this here is your winter outfit inspiration. As you're getting to your 30s, you probably want to start dressing more maturely. In this case, inspiration like this comes in handy.