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I can't find any new Alissa progress, what do I have to do to start the updated part?

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Talk to rinny about her hypnotism

I get the hypnosis therapy and then it ends, nothing really happens afterwards. Maybe I'm missing something obvious?

What have you done with Alissa thus far?

She's cassies "pet" currently

Try searching the abandoned town!

I did Alissa's hypnotheropy, how do I find out she's addicted to it?

Need to go back and forth between the city and Transylvania/visiting Rinny. Eventually you'll see something happen