When the Kishou/Maestro said "Don't make Kouda cry too much", he was talking about Kyouko. Kouda is her last name. Hence his knowing look towards Gotou. Fun fact: I can't be sure, but the Kuma in Kumakura might mean bear, and it fits him too. He is so huge and intimidating as you said in the last episode. It's funny when the Kishou called him Kuma-chan. Love your Sangatsu video as always, thank you^^