Some women are really really hot so they still look fairly hot in them. This is what people mean when they say 'hard to pull off'. They mean it looks like crap but some people are hot enough they can look worse then normal for the sake of being 'interesting' and have it not matter too much.
Love high waisted pants/shorts/skirts. I'm pretty short and they make my legs look miles long. I'm not a fan of the suuper high waisted pants like in the last link.. so long that they're borderline empire waist... they just look awkward. They should hit your belly button or just below IMO.