I'm really late to this post and haven't had time to read all the comments. Nevertheless, I feel I must respond. But first, thanks to gryffin and all the rest of you who have made it such interesting reading.
First, some background. For over forty years I worked in Information Technology as a software developer, manager and departmental director. Everywhere I worked had a dress code, and it was invariably formal. I hate formal business clothes and don't think I ever looked especially good in them, although people did occasionally complement me on looking very professional. To make matters worse, I spent seven years taking care of my very ill husband. When he finally died I was devastated, but I was also finally able to retire.
Now, a few years later, all I want is to be comfortable and happy. I have always loved interior design and have spent much time decorating my apartment. Now, for the first time in my life, I'm finding that clothing can be as interesting as furniture and paint. But there's a problem. I've gone from being told exactly what to wear to having endless choices and, of course, no husband to comment or make suggestions.
Nevertheless, I'm determined to develop a better functioning wardrobe. Having read about half the responses to this post, it seems that dressing to please others is a useless goal, because we have no way of knowing how we will be perceived by others or what value they will attach to items of our apparel. I'm coming to the realization that, for the first time in my life, I should dress mainly to please myself. I'm thinking comfort and beauty. And of course safety.
