I am in the same boat as regards stilettos. I love the look, especially the 12cm height in boots, and I have three pair of stiletto boots. They are my office wear and I can’t imagine that changing. For several reasons. Although my stiletto boots are all very classic designs, a stiletto heel just seems to extravagant to be “me”. Although, as I say, I do like them. Perhaps it’s a lack of confidence - one that is helped along by the fact that I’m not proficient enough at wearing them. Ive also no place to wear them other than at my desk - muddy towpaths and stiletto heels would be a disaster. And when I do go out in nice boots, when I am moored in a town, I have some lovely chunky heeled ones that simply feel more “me”.