At any given time, I have about four or five pairs of comfortable rubber boots. They can be worn the whole day without taxing my legs. It is worth it to invest in good pairs of shoes that will protect your feet and legs when going through farms and interesting finds in wet markets.
Snakes, flood waters, thorny bushes, entangling vines etc...we have to be protected. As in all cases, better to be defensive rather than offensive :)
Be comfortable. The bonus is you can still look good when farming.