kmcg - Have you tried the Merrell's barefoot line? I have the Pure Gloves and they are amazing. You could easily wear the solid black ones dressed up or down. I wear mine with long pants, skirts, and capris. They are super light weight and beyond comfortable. I have walked for hours in mine and even wear them to the gym for a spin on the treadmill and have worn them to work as well. They flatten down to nothing. I definitely recommend trying them on before buying because they fit close to your feet and you might need a smaller size than you think. They've got a few different options if you prefer a different look. They are seriously my new favorite shoes.