So as you can see, looking sharp doesn't take that much work. Marry a navy and white check blazer with a navy turtleneck and be sure you'll look awesome. Our favorite of a variety of ways to finish off this look is tobacco suede chelsea boots. Seeing as temperatures are getting lower, this look appears a savvy idea for in between seasons. All in all, a fail-safe option if we're talking dressing ideas for 30-something guys.