Very interesting discussion, Jonathan!
About ten years ago people here (in Hawaii) still "dressed" for meetings in dresses, separates or suits, and "dressed" to attend the opera and concerts. Now it's far more casual - like everywhere else.
I was invitied to a "Ladies Tea" this past weekend. The hostess is new to the neighborhood and wanted to meet the neighbors. We were instructed to bring our favorite "tea" hat. The minute I received the invitation I started thinking about which hat and which vintage dress I would wear - but left my final decision to the last minute due to really rainy weather. Fortunately it cleared and I was able to go "head to almost toe" in '40's vintage. (The shoes were recent - plus I walked.) Interestingly a few of the other attendees did wear dresses or at least skirts but most were in"Hawaii" casual - capri's, pants but only one person was in jeans. Most people had dug up a hat. I received many compliments on both my dress and my hat - a New York Creation tilt hat that I'd never worn!
I love to dress up - and yes, casual has gone too far!
Linn