Pair a charcoal blazer with charcoal wool dress pants if you're going for a proper, trendy look. Black leather loafers are a wonderful pick to complement your ensemble. So if it's a blazing hot summer day and you want to look dapper without putting in too much work, this outfit will do the job in next to no time. When it comes to outfit ideas for 30-something Millennial gentlemen, this getup is perfect.