I like this Cathy Horyn NYT article about irony, fashion and growing older.

Irony is harder to part with — for the simple reason that many of us who are now in our 50s grew up with that kind of cerebral fashion and were happy to have clothes that made reference to ideas, worlds, that only those in our orbit could understand. Our mothers (mine, anyway) did not see the point in adopting flannel shirts or rummaging through Goodwill bins for just the right filthy cardigan.