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Where I could really enjoy this is in the context of textbooks and tutorials. Sometimes a hand-drawn figure is able to convey an abstract idea much more clearly. When I see figures representing manifolds (e.g. the many figures in Roger Penrose's Road To Reality), it's easier for my mind to understand them as abstract notions rather than 2-d geometric entities on the page.

The problem is that good hand-drawn figures are hard - xkcd just makes it look easy.

So awesome work!

I agree. I had once started off to make such an application. A virtual pen-and-paper, whiteboard-and-marker. Also, instead of using mouse pointer, one could draw on the touchpad. There is a subtle difference, but one that could make drawing less awkward.

A similar application is awwapp.com

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