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I'd say it's more than likely going to freely spoil parts of Homestuck in any case, or at least assume you read it. The protagonist being kind of clueless softens it a bit, I think.
John's route, for example, will make more sense if you finish reading Homestuck plus The Homestuck Epilogues.
But Rose's doesn't need to go that far.
For the trolls' routes I STRONGLY recommend at least finishing Act 5 bc some escenes will make more sense that way,
Also there are glimpses of Friendsim too, pretty subtle in some volumes, but more explicit in this new update (Volume 5-6)
So... yeah. It's probably best if you continue reading Homestuck (plus Epilogues plus playing Friendsim) before trying Pesterquest