Has anyone ever made a monospace font with dynamic kerning? Which is a silly thing I never thought of until I read the above comment. This sounds nonsensical at first glance(and it may be) but hear me out.
We use monospace fonts for a reason, they stack in a grid nicely. But within the confines of that grid there is room to shift a character left or right a bit which may lead to a nicer to read monospace. (it is equally likely to lead to a hideous mess, every time a letter would shift left it would leave a larger space right)