I do wear 1.5-2.5, maybe 3 inch heels a couple of days a week, but they are all of the comfortable type dress shoes made by companies who specialize in stylish, yet comfortable shoes. I never pay full price for these shoes, but I am at the point where I would if I had to. I could not find what I wanted for my son's wedding 3 years ago and I ended up at Nordstroms, desperate, the week before. I ended up buying a pair of 3 inch pointy sling backs, but he had to put something in the right one, to make it snugger. I can wear these for a few hours if I don't stand up too much and I wore them this New Year's and even danced some in them. I look awful in flats, unless I am wearing very casual pants/jeans, and flat dress shoes make my feet hurt as much or more than high heels.
You should have seen me try to walk in the 5-6 inch heels the salesman at Nordstroms brought out for me to try on.