I think Homestuck can make fun of its fans on occasion without straight up "hating us for reading it". Homestuck is a big story with a lot of big things to say about the relationship between story and reader; sometimes those things are gonna be "hey, read closer, there's more here than you think!" and sometimes those things are gonna be "haha, nope, you're reading into the wrong thing!"

I don't even think those two attitudes are necessarily at odds with each other. Even if we do assume that the text making fun of Calliope is supposed to seriously hurt our feelings as fans, I don't see why shutting down some interpretations means it thinks we're wrong for having interpretations at all. I mean after all isn't that what a story does as it unfolds? It closes some doors in the process of opening new ones?