Even though it was a pretty thin month on walking (I managed only 25 miles in July), I realized that pretty much all of my walking shoes needed reheeling. I took half a dozen pairs up to the cobbler all at once. For the next week, I will have to make more careful choices about what to wear on walks. I have definitely changed my tune about wearing and keeping heels in the last 12 years. Before, I always said that if I can't walk two miles in reasonable comfort, I won't keep the shoes. Now, although I will not accept uncomfortable heels, I do not put every pair I own through that particular rigor, particularly if they are really meant for dressier occasions.
What I did not take into account at first is the fact that although I may be able to walk in stilettos for two miles at a clip, the shoes might not be up to the challenge for too many cycles of that. Even if they are, it is so easy to put your heel down a crack in the sidewalk, thereby pretty much ruining them. Replacing heel tips every 10 miles or so is irritating as well.