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He's bashful! How do I get him to open up?

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Question - (21 May 2008) 4 Answers - (Newest, 21 May 2008)
A female United States age 36-40, anonymous writes:

Hi, does anyone have any tips to make a bashful guy open up? Ive known him since high school, and he's so sweet, and funny when he actually says something, but he is so quiet and bashful. Ive been hanging around with him a lot, and a little flirty with him. Im going to ask him out soon, so id like some tips to make him feel at ease, so he'll talk about himself.

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A female reader, anonymous, writes (21 May 2008):

Tell him he is sweet and funny and ask if he'd like you to go out with him. That way it may sound like he almost asked!

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A male reader, Aragorn United Kingdom +, writes (21 May 2008):

Hmmm... being in his shoes I'd say he had a hard time at high school. Try to get know what he is interested in hobbies perhaps go along and try it with him, he may teach you his hobby. Let him know that you are open and able to talk about anything you and he want to, but if certain topics come up that you don't like don't be afraid to tell him, if he has any problems (not problems exactly anything that is on his mind) he would like to speak about, I think it is about being there for him and i'm sure he'll return the favour, perhaps a light touch on his hand, his shoulder or an arm around him. When a little further perhaps running your fingers through his hair. i'd take an interest in his activities. Then again this is all your decision and you know him best of all. Only a guide

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A male reader, astonv12 United Kingdom +, writes (21 May 2008):

astonv12 agony auntHi. People naturally open up when talking about subject they know inside out. Find some common ground that you can BOTH talk about, and try to make sure the conversation doesn't get too intense about that subject!

Usually when people "listen", they fall into the trap of answering by talking about themselves in a similar situation, therefore it turns the conversation round so the listener becomes the talker. Not good. So try your best to actually listen & ask their point of view.

Have you actually told him he's sweet and funny? Sometimes stating the obvious gets the best results. Have you told him how you feel?

Good luck!!

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A male reader, Aragorn United Kingdom +, writes (21 May 2008):

Hmmm... being in his shoes I'd say he had a hard time at high school. Try to get know what he is interested in hobbies perhaps go along and try it with him, he may teach you his hobby. Let him know that you are open and able to talk about anything you and he want to, but if certain topics come up that you don't like don't be afraid to tell him, if he has any problems (not problems exactly anything that is on his mind) he would like to speak about, I think it is about being there for him and i'm sure he'll return the favour, perhaps a light touch on his hand, his shoulder or an arm around him. When a little further perhaps running your fingers through his hair. i'd take an interest in his activities. Then again this is all your decision and you know him best of all. Only a guide

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