In those days, dress shoes didn't matter much. I wore Rockport shoes when I needed something better than running shoes. Rockports are not especially dressy--my wife once told me that many scientists seem to wear them, which I didn't and don't consider an endorsement of their fashionableness.
Much more recently, I have found that Ecco made a shoe that I like, dressy enough for work yet comfortable. The model I like has lasted me through a couple pairs each of black and brown shoes, and many heels on both.The most recent black pair lasted about three years. But when it was time for new heels, my wife, acting as my fashion conscience, suggested that they were worn out and that it was time for new shoes. We stopped by the store yesterday.
That model of Ecco is no longer made. I settled on the nearest approximation, and hope that it will work out. I am more concerned that the variations will affect my stride than I am confident that they make the shoes more handsome. It seems unfair that a model of shoe that suits one so well should disappear like that.