Matter of taste I suppose, but I find the rought style almost as irritating as ASCII diagrams themselves. Both involve a lot of visual noise which is a huge distraction from the semantic content, for me. With something like Shaky, the combination of handwritten-looking text but the perfect consistency of computer fonts just creates an 'uncanny valley' scenario where my focus is drawn to the artificiality of the textural qualities - like bad CG in an old or low-budget film - rather than the assimilating the basic shapes and relationships that they are meant to present.

When I see something like this part of me always silently wonders 'if you think these handwritten-style fonts are so cool, why didn't you write your whole Readme in the same font? Probably because deep down, you know it's actually hard to read, so why make your diagrams hard to read?'