I am curious… and this is just my own musings and in no way arguing with you at all here… is if it is not even more simple than that. That people who love to wear high heels, just love the challenge of their shoe choice?
In life there tends to be two kinds of people:
1. Those that just want to be comfortable, not just in what they wear for shoes, but where they live, what they do for jobs, their spouses, etc,
2. For other people they do not necessarily want to be uncomfortable, but getting outside your comfort zone causes personal challenges, but with it, also personal growth.
As an example, I just moved to a whole new area and it is awkward and challenging, but at the same time it gives me a much more rounded life. What is the alternative? To say, “yes, I have lived on Third and Main all my life?” It is the same thing with wearing high heels, you cannot wear them and not be challenged, but also not grow thicker skin, break from the mundane, or challenge the status quo. This applies to both genders too…