Originally Posted by Manton
Of those, I consider only the bottom pair dress slip-ons.
Well, an old fogey like me has a hard time conceiving of the concept of "dress slip-ons" in any case (with the exception of opera pumps, of course) though -- yes -- I am aware of the history of both buckle and slip-on court shoes and their successors.
While some might find the broguing attractive, I'm not sure that a wingtip casual shoe has much to offer as an advantage over a wingtipped monkstrap. The oringinally posted monk is an intriguing shoe. It has a certain elegant individuality and style, but does border on then over-adorned. And the question as to when and where one would wear such footwear remains a bit of a challenge. That said, I think the visual problem has to do with the interplay between the extension of the wing tip and how and where it meets the punched leather piece that becomes the strap. If it were my choice, I would consider shortening the wingtip and having that upper piece go all the way down to the botton of the shoe (reducing its forward angle as well). This would make the shoe less cluttered, remove a small row of punching that adds to the shoe's "busyness" and would result in a cleaner line. At the same time, I would probably opt for slightly finer punching to tidy the shoe up a bit more. But to each his own.