i think they are kind of matronly in the heel version. the flat version from target is a little more hip and tounge in cheek grandma. the problem with the heel is the actual heel of the shoe it is to "square" if it was a fluted heel or a kitten heel or even a traditonal stilleto the shoe itself would be more stylish. if you love them get them, if not I'd look for something more funky and classy at the same time. good luck.