Should I chop off all my hair or what?
K INITIALLY I was just going to throw a whine-fest about how I find long hair maddeningly attractive, and that I end up hating the 'dos of men who chop such glory, but then I realized that that is entirely impersonal and thus, illegitimate. SO here is my opinion as one who actually cuts people's hair. Because I do.
Your face (and entire self, really) is quite tall, thin, and angular. I know from experience that hair about the length of yours around the face widens and softens things (which is why I spent a lot of time looking CHUBBY). I feel it really works for you, though, and cutting it and thus adding that extra height on the top of your head could quite possibly push you into the "gaunt" category.
Then again, I'll tell what I always tell people before I hack their follicles: it's just hair, it will grow back no matter what you do to it.
...unless there's some kind of horrible accident.
If anything, trim old, dead length off of it. It will probably look healthier and please you more without cutting it all the way; I did that when I went purple. If you like where the "shorter" gig is going, though, THEN hack it off.