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Hey Blue!

What version of the game are you on?

Some quests will require you to progress the quests of other characters first, and then try again. Some quests will appear and you'll need to raise stats to start/finish them.

For the two issues you've mentioned, have you tried raising her lewdness?

I’m on the latest version (0.8.01), and no I have not tried that because there was no indication that was required.