Have you ever stood in a shop, with a gorgeous pair of shoes on your feet, wanting to buy them, but wondering if maybe the heel is a little too high? I do that all the time. I buy these lovely shoes, thinking that this is the pair that will force me to learn how to walk in high heels.
I have numerous pairs of shoes in my closet that are just too uncomfortable to wear. I certainly try to wear them as often as possible, but unfortunately my opportunities to put on fabulous heels are few.
As for finding ways to make your heels more comfortable, investing in a couple of gel cushions can be a great relief. Your feet still hurt after a long night, but the cushions delay the agony by a few hours. Also make sure that the shoe fits you properly. Not just in length, but width and shape of your feet.
This article gives some good tips on how to walk better in heels, and they agree with my own strategy that the best way of wearing high heels is to bring a pair of flats in the handbag. Another tip from the article is to not actually walk in your shoes, but take a taxi.