The game is fun on easy, the game is a challenge for nromla, I'm sure its a nightmare on the hardest one.
What I have issue with is the INT is there no way to restore it?
The school is good for getting oral, anal, and earning money. I believe the yoga is also good without losing any INT and gaining strength. Going to the art class is a risk because that will lower the INT.
Not sure what the best strategy is to at least survive enough so you can earn money and go on at least one date. But I might try using the school for the first tax and second rent then try to get paid at the bat that's in town.