SPOILERS AHEAD, DO NOT READ BEFORE PLAYING AT LEAST ONCE
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Okay, I was able to replicate the glitch with the dragon fight not triggering the "shoot" box or any additional fireballs/text. I think it might be tied to shooting the shopcart keeper AFTER receiving the king's seal and money to buy the sword. I think it breaks something in the gamestate that recognizes you have the sword, which in turn breaks something in the dragon fight. But I haven't found anything conclusive.
I really should've fixed the first-measure gap in the "gunshot/glitch" track version of the main peaceful theme. If you shoot something at an inopportune time the random cut-out of the heavier track is really jarring and confusing. Or at least it seemed to me after hearing that damn track so many times.