May I suggest the Clarks 'Pure Tone' range? If it helps, I have high volume feet (with an instep prone to swelling), high arches, a medium-to-wide toebox front but a narrow heel, yet I find that these shoes fit me well. (I sprayed the underside of the front the first couple of times with a leather stretcher, just to ensure the vamp will accommodate my varying foot height, but they're good both with & without socks now).
I believe they come in a wide variety of colours (most of them matte leather, though I have the burgundy corduroy & metallic bronze versions) & they're kind of like a cross between a D'orsay flat & a sleek loafer - they give that flattering 'cut out' effect without actually having a low vamp. So not only could they be good with both skirts & trousers, you wouldn't have to worry about the colour of your hoisery either!
Only possible caveat is that the more minimalist design means they may not be able to accommodate orthotics, but the insole is already padded so hopefully that would be enough for you (Clark's is known for making comfortable shoes, after all).
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