I have bad feet (left extreme pronation; right ankle on a tilt the other direction due to arthritis) of different sizes. Shoe shopping depresses me. I have two pair of really old dress shoes that I can wear for an hour or two at most, and I break those out maybe one or twice a year. I'm in the same boat as you with orthodics and trying to find cute, professional shoes that work. I'm lucky that I can dress a bit casually at work, but I'm always on the lookout for a good new shoe, but usually leave stores empty handed. I love wearing dresses, but don't anymore due to not even finding sandals that work for me. If any one has suggestions, I'm very interested.