Okay, so this may not be a common problem, but I'm going to ask anyway. I have basically been the same size since high school, so I have clothes that are 20 years old that still fit and still wear well. Because all of my stuff still fits, I don't shop much--a couple of tops a year and maybe a new pair of pants on occasion. Obviously, some of what I've purchased I've discarded, either because I wasn't wearing it or because it was soiled, stained, etc.

But what I don't know how to do is how to figure out what I need keep and what I need to toss based on style or some other measure. How do you do that?