Oh, you guys don't know my natural texture at all! I blowdry my hair and pull a straightening iron through it every day. Otherwise, I would achieve the messy look quite effectively...though it would not be "artfully" messy. More like "just rolled out of bed" messy. I still really do think clean makeup and a fresh face is necessary to pull this look off. Otherwise, it just looks sloppy and careless. I do not have flawless skin by any stretch (who does?).
As for the blunt straight bangs: I don't think I could ever go back to those. On some people they look edgy and hip. On me, they look shy, mousey, and nerdy and also make me look about 10 years old. I feel like a kindergartner in them. I can't be convinced of taking that direction again.
Anyway, I could probably get mine to look messy easily by just not blowdrying them. They are already very textured in the pictures. But I'm not willing to risk having straight-across-the-forehead bangs again, and then having to grow them out.