He patiently waits as she eats, thinking how to get her to tell him more about this blackmailing business. Because he knows that entirely sober she may not tell him much, he needs to take advantage of the situation.
After a comfortable silence he finally decides that he'll just be direct. "How long?" He means the blackmailing, and that's pretty clear from his face. He won't be of much help if she doesn't tell him things.
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