So funny that I was late to the party on various boots and booties--maybe because of being in milder climates.
It took me awhile, but I finally realized the benefits of bootie, short boot, for foot-stabilization. I know that is not news to YLF'ers, but I think I have still not fully exploited this feature (of footwear) and so it's kind of opened my eyes up to what I could be wearing, and why. So perhaps others out there are getting on the bandwagon, too.
It's amazing to me how "forgiving" is the short boot. Yes, you want it to fit somewhat snugly and not appear to wrinkle or look poufy across the instep, but if it's a bit roomy, you can't tell , in the right style. So you can get more foot-comfiness compared to a pump or loafer that has to fit snugly all around, or you'll flap out of it, and always has the risk of that heel gap that looks ill-fitting.Then as many people have noted, you have large leeway with socks, in most outfits (not so much with skirts)--either to adjust to each style, or over time if the fits stretches out more.
Next of course, there can be a bit of heel and again, it is stabilized by the boot's securing your foot and ankle.Finally, though pointy-toes have been "in", I think boots can be oval or slightly rounded because they can have other elements of sleekness in the style.
I first approached booties as a "fashion" or style move--hard to believe, but almost as though they were an unnecessary adornment! Then I began to see how much more I could gain in foot comfort.
This has been a huge aha! for me with low-volume feet, narrow heels, wider forefoot, total inability to tolerate most heels, lover of socks. Angie and others have written about it more eloquently, but this past year has been when I reallly began to understand it and to see more clearly how to use the right types of boots both for style and comfort.
How about you--are you mostly "styling" with booties, or did you figure out long ago that they are hugely foot-practical, even in warmer climates?