Great question, jessikams.
I think the answer is hidden in the part you skipped over ("once you've figured out your 'style descriptors'..."). What I mean is, if you dig deep and come up with words that describe who you really are, not just how you want to look, well, those are powerful words. When you know who/what you really are, well, you want to *be* that, all the time. It goes a lot deeper than just using the words when you shop or dress, though of course that happens.
There are no neutral clothes. Everything communicates, and if your clothes aren't communicating who you are, then they're communicating who you aren't. Even to yourself. When I dress like me, I feel happy, and when I wear perfectly acceptable clothes that don't look like me, I feel invisible.
I have a default style (old-school ladylike) that looks good, but is at odds with who I really am. Like Rachylou, I find that persona amounts to false advertising--it attracts people looking for something quite other than my unconventional, earthy self. You can find yourself being devalued all the time by others, if your clothing is attracting the wrong others.