daenerys comments on SotW: Check Consequentialism - Less Wrong
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Real pirates and ninjas. Fantasy pirates and ninjas are of course equally awesome, with the pirate persona perhaps having more potential for injecting individual charisma. Because a ninja who is complaining that the rum is gone just seems incompetent.
It is my position that any debate about ninjas vs pirates that is maintained must be about declaring the coolness of fictional pirate and ninjas. (Which is a perfectly respectable passtime!) Anyone who actually thinks real pirates aren't just ridiculously worse than ninjas is not thinking very well at all.
If we are being "real" then it only makes sense that the historical ninja would be fighting wokou, which are Japanese pirates of the period.
Yes, ninjas can beat Japanese pirates of that period - if for some reason the ninja's masters decide that having a bunch of pirates that mostly attack neighboring countries is a bad thing. And, if you allot enough time to mount a campaign, give them a map and an even more highly unlikely set of orders they could beat any other pirates of their time period too.