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Talk to him about the one thing since childhood that he is very proud of

Everybody has ups and downs in their life. Facing difficulties is a compulsion for every living being. Although the number of difficulties or the challenges will vary from person to person, it could be something as qualifying a simple test or securing a seat in their desired university. It could be getting a job at their dream company or getting a promotion. Whatever it may be, asking him about it, it will make him feel proud and instantly happy. His proudest moment is something that will be very close to his heart and it would mean the world to him that you cared enough to ask him about it.

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Ask him about his deepest secret

This is always a very interesting topic to talk about, because who doesn’t like to know about a person’s deepest secret. You will get him to reveal all the things he would normally never tell anybody. It could be an embarrassing story, a childhood tragedy, etc. Whatever it may be both of you will end up knowing the other person at a very deep level and might even end up having some laughs. This will give him a chance to get some things off his chest and sharing it with the person he trusts the most will also give him the confidence that his secrets are safe with you.

You could take turns, go back and forth so that both of you can get to share your secrets. It is a proven fact that sharing embarrassing stories brings people closer, and you offering to go first will help him make it easier to open up.

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