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I could totally have been doing something wrong, but this didn't run until I installed the JDK instead of just having the JRE.

If you'd like to get a lot more people playing this, making a browser-playable version could be a worthwhile option! (For comparison, Escape from Kettuloch's Twine port has been played 40x as many times as the Python version. It's just so much easier for players, haha)

But, beyond that, once it was up and running everything was working fine, and I'll definitely be interested in seeing where you go next!