A charcoal turtleneck and navy jeans are both versatile menswear staples that will integrate nicely within your daily casual wardrobe. Add dark brown leather work boots to the equation to instantly boost the wow factor of this look. This look is a viable idea when it comes to piecing together a well-coordinated outfit for transeasonal weather. Guys who are curious how to dress well well into your 30s, you have your answer.