Hmm, it looks from these logfiles like everything is normal; the plugin attempted to start the Python process running, and told it to write its output to pirates.log. (And then at some point later it shut it down, perhaps when you exited the page.)
Do you have a pirates.log file in the log directory? If not, then the Python process was unable to launch for some reason. Is it possible you have some anti-virus program installed that might be interfering with this? Try temporarily disabling your virus protection to see if it helps. (Don’t leave it disabled, but just try it once to see if it makes a difference.)
David