Heeled shoes don't really do any damage to your feet unless you wear them all the time. I have heard that you can injure your calf muscles from wearing high heels every day and hurt your feet, but most people do not do that anyways. I enjoy wearing my heels when the occasion calls for it, and they haven't done any more damage to my flat feet than if I didn't wear them. Heels can make your legs and feet look amazing when you want to go out, so why not just wear them if you want to? It doesn't sound like you are going to wear them all the time anyways. Personally I love heels, but maybe that is due to the fact that I am 5"2!
