It is now on GitHub: https://github.com/stathissideris/ditaa https://github.com/stathissideris/ditaa I've recently used this for a diagram of a FSM in software

It is now on GitHub: https://github.com/stathissideris/ditaa https://github.com/stathissideris/ditaa I've recently used this for a diagram of a FSM in software I'm developing at work. I drew the diagrams on http://www.asciidraw.com http://www.asciidraw.com. The diagram ends up as a comment in my source code. This has a couple of benefits: It is easy to keep up to date (I change it if I change the code), and it is under version control (so if I check out a particular branch, I don't have to struggle to find the relevant diagram). It is also not significantly more difficult to do than, say, Visio for a simple diagram like this. I then used Ditaa to convert the diagram to an image file for more official documentation, like emails to customers etc. emacs also has a mode for drawing ASCII diagrams, but I'm on Windows, so I can't comment about it. (http://asciiflow.com/ http://asciiflow.com/ seems like a nice alternative to asciidraw.com, but asciidraw is the one I started out with) edit: there is also http://shaky.github.bushong.net/ http://shaky.github.bushong.net/ that I use to entertain people who's seen the ditaa generated diagram.