I like this thread. i think it needs more pics.
Posted this on WAYWRN a couple of weeks ago:
The shoes are quite sleek and are a black medallion toe as you can see. The jeans are not very tapered at the hem, and are of a mid rise, sort of 501 fit. Despite the general wisdom of slim leg + more casual dress shoe, i think this works.
But i think this is a case of jeans being more formal, rather than shoes being more casual.
Someone post some more pics.