I hate watching people collect things which are meant to be used in large numbers only to use them far too little or not at all.
I consider wearing a shoe only once a year a waste of time, material and worksmanship because it's very likely the shoe will outlive me without myself getting the better part out of it beforehands and that is not what the craftsman made it for.
As for Charles, sure we don't know and never will.
But you said it yourself, it's a pair of Lobbs, they have at least one bespoke last of him, so no need for excessive fittings.
In the time they have added the patches and resoled the shoes they have for surely replaced the foot bed as well.
I'm pretty sure Charles does not wear his clothes patched because of laziness, he is much too vain for it to be true, but because he knows about and lives up to his role as a representative.
Also I think all three examples shown above look very nicely, the pieces have obviously experienced a lot and have a unique story to them.