Wearing heels everyday to work (or play) just isn't realistic for everyone. First off: they usually hurt. And then it's hard to walk anywhere.
Instead, try a stacked heel. While it might be a transition, don't take this look for being matronly. It's very "now." From a versatile, strappy black heel, to faux booties in camel and gray, these selects from Need Supply are at the top of my "need" list.