I would be curious about this too. Finding shoes/boots that actually fit well is a challenge for me. I have some Edmond Allen shoes that I have had for at least 20 years but I don't consider them "all day comfortable". I am tempted to wander over to Spokane WA and check out the various footwear folks there (Whites, Nicks, Franks) and see what they can do.
Okay so members here are more interested in smoothing creases in their leather shoes rather than their aging skin.
But regardless of the shape of the toe box I can relate to the issue where there is often not enough room. Where one needs to go to a width wider or one size longer when it is not needed except for providing more volume (height and/or width) in the forefoot and toe area.
I have a pair of Josef Siebel brown leather shoes with a wide toe.
They are super comfortable.
They look a bit like these, but smoother leather, fewer lace holes, and a more square toe
[edit] All this looking around at shoes has me pining for a pair of Chelsea boots for next winter. Doc Martens or Blundstone.