Yes, that would be a great idea! But yes, that would be a great deal more work, too. I could easily come up with tons of variations for practically every letter (except some that only came up very rarely in Thoreau’s manuscripts, like x, z, etc.), but I suppose to do so you have to also make sure that each one kerns the same as all the others, even if they “look different,” eh?
Definitely an interesting though – although a little too ambitious for me right now. Maybe some day, for “version 2” of my font. 
Do you know how to do this stuff, PJ, though? Like, do you know how to do my last/latest question, swapping out a different lowercase “i” whenever it’s on either side of a “t”?