So interesting! Maya, I actually think all the fly-aways look pretty on Delpy and some other women : they make kind of a halo that looks very soft and touchable. Yes, she's pretty, but no prettier than many other people on whom this kind of hair could look dreadful (fly-aways look ridiculously bad on me!). I don't expect others to agree but there's just something about the way it looks on certain women - not always the prettiest women, either - that looks good to my eye.
I wrote a post AGES ago about how I like rooms/ interior design that have a mix of neat and fresh but at least one item that is worn, imperfect and rather used-and-abused. Right now, I'm in my office that has a sleek 60s Saarinen table, 2 modern Italian chairs and one old, torn, stained leather club chair that I bought at a highway-side antique stand in the Loire Valley. My partner hates it and thinks we shouldn't "ruin" a pretty room with a ripped chair. But some of my friends are immediately drawn to the juxtaposition, as am I. Maybe that's the appeal to me. If I see a woman in sweats, holey shoes and hair like this, I'll think she looks too relaxed (unless she's digging in her garden). But if I see a woman in smart, neat clothes and hair like this, I can be charmed.
My hair is often, shall we say, "natural" and I know it makes me look a mess... so, don't worry; I didn't start this thread to get permission to not make more of an effort with my own coiff : ) I'm just truly intrigued by polish vs. lack of polish vs. polish-that-tries-not-to-look-polished and how various women play with each.