“It shouldn’t matter. I’ve put up with him pushing my boundaries often, so when I say no, it should still mean no.”

(Like I said, he’s sorry. But you’re the Hakuba he felt most comfortable with asking to do something like that in the first place, and he did want to do that and have fun, so he was more persistent that he might be otherwise if you were uncomfortable. He just thought it was the usual animosity towards Heiji, and something you could deal with. He wouldn’t have asked if he’d known you were that upset with the Osakan. And you should know by now that he doesn’t even push boundaries much unless he thinks it won’t hurt people. Could’ve just said outright why you didn’t want to do anything involving Heiji.)