Well... Like music can be, what was frustrating about Cloud is how exceedingly simple, yet specific, his face is. Funny in that my face is the same kind of face, the 'V' from the cheek bones to the chin, we both share the same profile, almost the same eyes, except mine are less almond. And yet, I just couldn't warp the model of my own face onto Cloud's, I'm sure I probably could have if I had enough patience... but that really isn't all that fun. I look at 3D modeling like sculpting, shape form and volume. Cloud is obviously a slightly heightened anime-ish reality, without the protrusions and creases in his face that like... EVERY real person has on their face. The best solution was to iron out as many edge loops as I could to get his face smooth.
I came to the conclusion that Square models their faces purposefully so that the lines that run through those certain anatomical areas (Like the nasal labial sneer crease) remain smooth
edit: I've been editing the face since my last post, I just updated the image.