What do you think of these boots in Black and how would you wear them?

personally I don't like them, I think they're ugly and kind of tacky. I would invest in something more "conservative" that I could wear with different articles of clothing such as shorts, skirts/dresses, slacks/jeans and for different occasions (going to work/school or a formal event).

Those boots are cool if you're into a certain look only, if that's look is you, then by all means, but don't expect your investment to yield much.

extraordinary but ankles would look like wood block in my opinion.