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The only quest I can remember is one where Stanley gets a bad report card while Stanford gets a good one. Filbrick is out doing business until tomorrow so you have until the morning to try and make it look like you got good grades. There's an option to use white out on Stanford's card while he sleeps and write your name instead.

You could also get future readings from mom, who would give hints on what will happen to you next so you can start setting up lies and stealing in advance instead of scrambling to cover yourself last minute. (If you could figure out what the readings were hinting at. They got progressively more vague as the game went on, going from "I hear" and "I see", to "I feel")

You didn't get to see what happened when Filbrick caught him, it just cut to a game over screen. You could be caught and sent to your room three times before this happens (which ends the quest you're on. Because you failed to lie well enough). There is no way to win. The game would just keep going with scenarios until you lost or gave up