Just my opinion, but I wasn't too fond of the vest. I don't like sweater-vests in general, but the contrast on that one in particular is really what throws it off for me.

Though I've worn my share of dark shirts with the kilt, I will echo some of what Jock pointed out. Dark colours, I think, detract some from the kilt. They tend to be bold and visually heavy, which draws your eye to them. Even a busy kilt can be lost that way

I don't obsess too much with matching my hose or even flashes to anything in particular (shirt or tartan). I think coordination is great, but matchy-matchy is a little much. I know it's pointed out, but I think that many of the opponents of matching, like Jock, have a more innate sense of what "just looks good".