This is soo common problem when you are starting out to socialize but the question you should be asking is "How do I ask the questions". Because only you know what you want to know from the person. Only you know what you don't know yet about the person.
"I was really blow off earlier by this guy on youtube, I think he's american because of the accent and this guy went on and on about how he prefers Burger King to McDonalds because he found out that the flame grilled burger tastes way way better. And this guy was really saying it with passion. How about you? What do you prefer? Burger King or McDonalds?
It's not really the question that matters but it's more about how you bring it about. If you ask too many questions you project yourself to be nosy. If it was you I was talking to , and you said I hate fastfood, then I can go like "yeah me too". but how about restaurants, what kind of restaurants/foods do you like?
You want to find out if he likes kids? just twist the conversation to oh there's this restaurant my family went to last year, food was great but the evening got ruined by a crying baby! Who brings babies to restaurants!
By putting an intro like that, and you can invent it on the fly if you want or you can prepare some material beforehand. With a system as I have stated, you can ask just about anything by leading the conversation to topics you want to know about. And the person you are *interrogating* won't even know and thinks you're just making idle conversation.
Try and find some common interest between the who of you, for instance on music, sport, films, hobbies, interests and subjects like that. The more things you have in common the more you can expand on the conversation and go into depth about him. Try asking questions, such as "what sports are you into?" or "So what bands do you like?" and try to keep the conversation running with your opinions on the things you ask so that he can also get to know you as well. Hopefully if you start asking the questions, he will start asking them back. Smile alot, this will make you seem more friendly and he is more likely to open up to you more and talk. Good Luck!
Best thing is to ask him questions to get to know him more like where he goes to school for example when he tells you say oh is it fun there what sports do you play_ answer_ oh really what position _ that's cool I play_answer_or I don't really play sports by now he should ask you why not and then another topic should eventually come up but just simple questions when he says something don't just nod keep the conversation going ask questions like why or how be interested even if you're not and occasionally add some small jokes in between smile at him a lot and if he just nods and doesn't really talk back he's probably bored or isn't really interested in talking to you but most of all be friendly and be yourself that's how to get him to like you show him the real you and good luck hope it goes well.
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