Thanks again rydanfan, It's been trial and error with sizing across all shoe brands for me (being in Canada limits being able to try stuff on sometimes). I do end up with either perfect or near perfect fits almost every time thanks to helpful posters like yourself, and if I misjudge it's usually nothing a small adjustment can't fix. It helps a lot that you have what seems like probably a very large collection and near identical sizing as me.
My only error was an 8D in the Dalton, it was just too narrow and stiff. My baby toes couldn't take it so I had to sell. If I did get a pair again I would go 8E, but I doubt I would pull the trigger unless walnut cordovan came back around.
I have both the Dundees and the Leeds in Shell. I also felt that the Dundees fit a tiny bit larger than the Leeds due to how different these two shoes lace. However, I don't think you would need a tongue pad in your Dundees once the cork in the sole forms to your feet.
That's a good point!