I don't like brogues with skirts. I have big, wide feet, and greatly fear the lesbian council worker look. I also have bobbly, knobbly old knees which aren't improved by flat shoes.
My skirt-wearing tends to be confined to work-days, so I wear heeled courts or boots. Or sandals. Opaques until it is warm enough to go without (on the cusp right now...).
In fact, I'm not keen on brogues at all, but I am contemplating some sort of canvas shoe (Superga or skate shoes) to wear with skinnies in the summer. Knees safely undercover.