This is such a mind boggling and confusing issue, isn't it?!
I totally agree with Srujana that for most people, an individual's fashion persona will evolve over time. For some people, significant life changes (acting as a catalyst) may suddenly increase the rate of change toward one style persona over and above any other.
Other people may gradually become more conscious of the 'image' they present to the outside world than they had in the past. They may then use this increased awareness to start pondering "is my current image what I want to portray to the outside world?" or "Where am I heading stylewise and do I really like it?" They may then expand to include "What should I do about it (or not)?" type thought processes. To me, this seems to be the point you are at. (Of course, I may be wrong and am always willing to be corrected!)
I would certainly include myself in this category and have noticed since reading Angie's blog this year and participating in the forum these past six months or so, that I have these thought processes occur to me far more than they ever did in the past. For me personally (and going against my general uptight nature), I'm suprisingly quite relaxed over not having clearly defined "my style" at the moment, more than likely because of my next point.....
When we are talking about an individual and their personal style, in my humble opinion, there is absolutely *nothing* wrong with a person having a couple of different style personas on the go at the same time. I personally will dress in different styles from ultra conservative, to quirky, to even slinky and sultry(!) according to the environment I'm in, my mood, or whether I'm at work or play. I personally don't like to think of closing myself off to a particular style or look because my "style persona" doesn't include that look.
As such, why not consider being open to identifying yourself as being both "modern classic" AND "funky and edgy" for the time being? Then just go and have fun with different looks and see what the general theme emerges as being over time. Afterall, as I understand it, Angie's primary motto and reason for creating such a fabulous website is to inspire people to embrace style, but to also "have fun with fashion". I hope I managed to make some sort of sense here and haven't just written absolute mumbo-jumbo.
[If you made it to here before your eyes glassed over - well done! ]