ANSWERS: 5
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It's hard to say how someone else will take your intentions, but you might soften the questions by stating that you find them fascinating and would love to know whatever they are willing to share about themselves, but don't want to ask for specific areas of information lest they feel you are prying.
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You can start out by telling some of your information and that will usually get a person to speak out their experience or situation. If they don't offer anything up, don't push. Personally, I must have a face like a "shrink" because people ususally tell me all of their stuff without me ever having to ask.
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Try to use negative psychology! Tell them an answer and wait to see how they form the question? say something like " I have often wondered what it feels like to go to bed with a guy on the first date?" they will then happily tell you how they feel without realizing that your asking them the question.. they often say "It would be rather unusual for me but if it felt right at the time then it could happen!"
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if you get into a good conversation, questions can be asked without prying because it will be all a part of it
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Also talk about your own family...when you both talk about family....more comes out faster
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