my mbt trainers. So comfy and they make me want to sell most of my other shoes to fund a second pair.
My black Via Spiga "Wine" boots (see pic). I wear them at least twice a week, sometimes even three times. They're so perfect with either pants or skirts and dresses. The heels are wearing down so quickly because of how often I wear them though... I need to take them in pretty soon to see if my shoe guy can do anything about that.