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I'm at the point with the landlord where I don't even have the option to pay him anymore. Does that mean I'm locked out of the PI content? And for Owen, are you referring to his initial proposal? If I'm already at the point where I'm blowing him and he's bringing money over on Sunday, is it too late for the motel scene?

Its not "too late" for motel scene, you just choose different path for him, if you choose to reject owen, you wont see him on sunday

I don't seem to be able to reject him. The only option I have with him that seems like a rejection is choosing "are you crazy" when he comes over on Sunday, but that doesn't stop him from coming over on future Sundays.

dont reject him on sunday, reject him when you help him study, if you want to get motel scene, you cant get apartment scene, i you want to get apartment scene, you cant get motel scene