Personally, I don't think ankle boots/"booties" flatter very many people. You have to have really long, shapely legs to pull off that look, and worn with dresses or skirts, they can make even the most gorgeous woman look stumpy. Ankle boots are a trend, however, and another year or two and they will be out of fashion again, and people will go back to wearing them more appropriately with pants. YMMV, of course.