Charlie, two suggestions:

1) (courtesy of Pete McCutchen, a long-time rec.arts.sf.frequent poster, who is a lawyer, and so spends all day in a suit and tie) Buy dress shirts based on
a comfortable collar size. Then have the body cut down. If it's just taking in the chest and waist, that costs me $15 US per shirt. An added expense, but it will result in a couple of comfortable dress shirts. I read in a magazine somewhere that the test is to stand with one shoulder to a mirror, then turn only your head, and look into the mirror. If your tie knot moved with your head, your collar is two tight.


2) Buy leather walking shoes, the type with soft soles. I wear SAS shoes (from the San Antonio Shoe company). They are leather, polish up well, and are very comfortable. They're also expensive ($125 US). I have a local cobbler install heel taps on the outside corners of the heels, which are the first to wear down for me. That's $5 US per pair, done every other month. The same cobbler will resole the shoes, even though they are not technically resolable (he just cuts into the old sole, and glues on a new bottom layer). If you wanted even better non-slip soles, find a cobbler who will glue on a layer with (small, not conspicuous) treads.