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To ask the right girlfriend questions he must find out her likes, dislikes, ambitions, future plans. The girl must be in the right mood before she is questioned. If she is in a bad mood or feeling low, it would be best to let her talk about what went wrong and why is she in a bad mood and feeling low. Coaxing her and taking a genuine interest in her feeling will make her talk about what went wrong. You can ask your girlfriend the right girlfriend questions, but don't ask them just to make her answer them.