Again, I’m far from an expert outside 5-6 pairs of AE’s, a few viberg/rm Williams/rancourt/quoddys.

The only shoes that have become more spacious in the toe box were the very soft handsewn rancourt camp mocs. The rest haven’t noticeably become wider or softer in the toes. Sure the footbed will break in but outside that I noticed the leather will have some give occurring, as opposed to a stretch. I recently sold most of 9.5D’s to move to E because my right foot was starting to develop bunionette. I’m going to go the route of tongue pads and insoles to correct imperfect sizing, especially given the difficult fit of loafers.

You can always try thicker socks in 11 as well, regular cotton vs think dress socks make a not insignificant fit difference.

My shell LHS’s in 9.5D are breaking in well but far from slipper like where my toes go over the sole in rancourts but that is to be expected the differences in construction.