I have cowboy boots with a massive 11 cm high heel. But they are almost completely hidden by jeans. I've been wearing these boots for over six months now, but not more than once a week. I walk in them in the park with my wife. This happens most often in the evening, but several times it also happened during the day.
There are not many people in this park. The few people we meet on a walk often don't notice my shoes. Those who notice are surprised, you can tell by the look on their faces, and for the most part, women notice.
I haven't received any comments in these six months, maybe because I don't wear my boots in public that often.
If I used to be constantly nervous every time I went out, now I just go and enjoy wearing what I really want to wear.
I think a lot depends on ourselves, the more harmonious we feel in such shoes, the more confidently we walk, the less we are noticed.