Jamie,
Love the new topper. It looks great with both outfits. In the first outfit the "loafers" are fine. I have found that wearing slip on shoes with full kilt hose, that to keep the lower end of the hose from looking "scrunchie" that I need to pull them up a little taut, and on some pairs double roll the top so as to give the garter more grip and keep them even. The shoe colour, and the colours in the sporran pick up well with your hair and walking stick. A great visual effect sir.
Slainte