The wingtip boots look promising, I wonder if they are available to MTO yet? Maybe it's just the environment I've worn my loafers in, but the leather soles have worn fast than any other pair of shoes that I own. I'm not sure if I'd want that standard sole, but this boot in caramel shell would be the shit.
I liked the last of the Blake wingtips, but the heel counter was really odd and they never quite fit. A boot would definitely solve that.