It adds nothing to the discussion. If the guy did something major (case#1), the discussion is over. It just makes the person asking the question look like an as

It adds nothing to the discussion. If the guy did something major (case#1), the discussion is over. It just makes the person asking the question look like an ass. The other issue is that anyone who would have a reply of that caliber most likely wouldn't reply...why bother...? Thats the (#2) second case. Again, the discussion is over. The third best case is that the guy is bluffing, and doesn't bother to answer the question. This is case (#3) but isn't really any different in motivating the discussion than case #2. Game theory says the bluff plays to look like the win, right? So just don't answer (and mimic #2). So there are no rational replies to this question. As an interrogation-style question its a failure.