And no matter how trendy the dress and sneakers look is, I would much prefer to wear heels. So I embarked upon the ultimate test: the quest to find the most comfortable heels in every category.

A solid black, brown ... There are plenty of comfortable dress shoes out there that have strayed too far into athletic shoe territory by ditching the leather, or at least leather-looking uppers.

Skechers D'LUX Walker Commuter Casual Shoes Comfortable fit Urban-friendly design Durable construction Red Chief Black Leather Shoes Comfortable fit Stylish design Durable construction Skechers ...