I have messed up feet myself - 12+ months of plantar fasciitis back in '07. I pretty exclusively only wear "sensible" shoes which is a bummer bc I'm 35 and I'd like to be more fashionable sometimes. My workplace is casual also though so that helps. Dansko is my favorite brand.

Here's my favorite shoe (it's way lighter than a typical dansko): http://www.zappos.com/dansko-abby-bl...130217142017:s

And this is my favorite sandal (I have both brown & black): http://www.thewalkingcompany.com/dan...id-black/12125

I can wear both of these all day (without my orthotics) and be 100% comfortable. When I do have to dress up (wedding or whatever), forget it. I usually have too casual footwear or my feet hurt.