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The dog behind him is not Watson

The reason you choose your personal best dress shoes among your other dress shoes can be everything from its color and cut to quality or comfort

If you have this problem though and are OCD about it, fill with wood filler and then paint over it

A wide-leg style in crepe or satin with a self-tie belt paired with pointed-toe stilettos and a sleek box clutch looks effortlessly chic

Prioritize breathable fabrics like linen or lightweight wool, and think carefully about footwear, loafers or suede derbies tend to handle grass and uneven terrain better than formal lace-ups while still keeping the look sharp

Black derby shoes, if well shined and conservatively styled, can also work here