Una, I probably have more conservative (office-dress wise) opinions about what is appropriate in the legal world. I know what I see every day among my colleagues though and that shapes my opinions. Male colleagues are not generally all that particular, bit senior female colleagues who fought their way tooth and nail for recognition and respect tend to be very very conservative.
I think that part of what makes this suit/shoe choice very challenging is that, like banking, investment, and educational administration, law is an inherently conservative (dress wise!) field. If you are going to wear a suit with a skirt, I think you really need a more refined shoe. I can see a heeled loafer, but it would need to have a feminine shape and lower front in order to look professional with a suit and skirt. It is going to be very hard to find a funky shoe that is going to work with a dress and jacket or skirt and jacket suit combo and look appropriately professional.
Can I be totally over-reaching and ask this: If you had to have one dressy, more conservative shoe in your closet that will serve as your fast fallback when you have to dress up for a more conservative environment, what would it be?
I don't think it makes sense to focus on something that you'll immediately be able to seamlessly integrate into your daily wardrobe rotation for this particular shoe.
My FFBS is a pair of stacked but feminine heeled almond-toed black pumps that I bought at Nordstrom many years back. The almond toe lets me wear it when toe trends are more rounded and when they are more pointed. I also have a secondary FFBS that is my pointy-toed, high-heeled classic pump in black suede from my WIW earlier this week. My almond-toe shoe is probably seven years old. My pointy-toe one is a few years old, but is such a staple, always replaced, that I can't be sure. I think you need to focus on a shoe like that. I think, in part, that is why I loved the shape of the corso como so much.The height not so much, but the shape for sure. Everyone has to have certain basic items in their closet that they don't reach for as their cutting edge item, but that serve as a foundation. This shoe should be one of those. It is like your suit. You are trying to find one now because you need it. You may not need it again for years. However, when you invest the money in that one classic item, you can reach for it four years from now and it is going to work well for you. A trendier item isn't going to do that for you.