Aw, thanks! Glad you're enjoying it so far.
"I would like to continue to see options for pure endings for Mezz, even if it's hard." There definitely will be, tough it will obviously be only a small part of the scenes overall. But hey, you can play it the way you enjoy it. I mostly have the "pure" path as a counter to the other stuff; it's not fun to lose if you don't have the OPTION to actually play legitimately.
"taking many retries for the bar before the boss, but I suppose it's intended to lose a lot a standard playthrough,"
I tend to put in "speed bumps" or barriers, pain points that are meant to tempt players to go the "easy" way. People do the humiliation thing differently: some just plow him straight into the scenes, but some like a little bit of coercion or struggle, they like to actually be pulled into it, so those bits are there for that. It is possible to push through them for pure players though, just takes extra effort. And I try to not make the speed bumps TOO brutal: that bar fight used to be a lot worse.