I broke my ankle a few years ago, and recently sprained the same ankle a week or two ago. I've had such terrible luck with ankle! I saw this and thought YES! Thank heavens I read the other reviews, I would have ordered a size way too small. I wear a size 8W in shoes, and I ordered a medium. It's snug, but I feel that it will stretch a bit (it is elastic after all) and give me the support I need.
I think this ankle support is awesome. My ankles are weak and flat-footed and this helped tremendously. I wear a size 4 and I got the small, and it fits like a glove. It does dig into your skin, but that is only to give it support. Good thing is that it doesn't cut off the circulation in my foot!