Interesting that this conversation should come up once again, but in a slightly different way. Just yesterday I was setting up our tent at the farmer's market, and our neighbor vendor, a thin, fit-looking middle aged woman who sells fresh baked bread, said to me, "I just don't understand how you can do manual labor in heels. I could never do that!" By "manual labor," she meant setting up the tent and tables, &c. I told her that I'd been working at it for over 12 years, and maybe that had something to do with it. Full disclosure: What I was actually wearing was wedge sandals with a slight heel, effectively a 2 1/4". I wouldn't call them flats, but almost.
As it turns out, this woman evidently used to wear heels all the time "for dress up occasions." Like all of us have heard a hundred times before. It doesn't explain everything, but it accounts for a good deal of it. Occasional wear is never going to get you the comfort and endurance you want, in the same way that picking up the guitar once a month is never going to make you a decent guitarist. In addition to this, you're tempted to buy a cheap instrument, which doesn't usually help your playing either.
I never quite know how to respond to these kinds of things, because I am quite sure that I like to talk about all things high heel considerably more than most people. Since I don't want to seem like a crushing bore, I usually cut the conversation off short. In this case, I did not have to do so because at that very moment, the wind picked up suddenly, and I had to physically grab on to my tent to keep it from skating across the parking lot and blowing into the next county. This despite having double the usual amount of weight on each leg. Naturally, the conversation immediately shifted to whether this little squall was going to pass quickly, or should we just go home.