Do I have boots? Yes, but not the usual kind. Mine are from Bald Mountian Moccassians (they are hugely expensive, but hugely good), and my original pair are a simple black to the ankle. Maybe not exactly "period", but they work for me. I also have some boots from the same company that a friend gave me which are tan and come up almost to my knee. No not even close to anything "period", but for the look they are great depending on what I'm wearing.
As for boots, I see them a lot at events on people of both sexes. Usually black or brown and looking like something you'd ride a horse with. However only one person I have ever seen had enough sense to attach horse spurs to his boots to set himself apart from the regular people calling themselves pirates and wearing boots.
I give him big kudos cuz he knows what is correct. He tends to lean more toward the Highwayman look and does it well.
I wish more would do that.