I like him very much. What should I do?

Then spend time together. Take in a movie or lunch, or head to a concert or a sporting event together. These do not have to be dates - these are the kinds of things most people do with their friends of any gender.

No negativity but I guess Im bad at approaching someone or keeping the conversation going wild. Any tips?

If you go to a film or a sporting event or concert, talk about that afterwards (and before, talk about what you heard about the film or concert, etc.). Lunch? Then talk about the things you like to do. Talk about books you have read or what you saw on the news or a funny story you heard or ask about something you saw on Facebook which puzzled you.

The thing of it is, when you make friends with someone, you don't have to fill up the conversational void all the time. There can be some silences.

What do you do with your friend now? do you go out for coffee/tea? go to art galleries/museums? go out for bike rides/hiking?

I just talked to him twice, i know, but i like his personality. Here in my country, our school doesnt have much fun and cool activities. With that said, we just gotta plan it ourselves. The thing is, its going to be weird 'cause i didn' talk to him for almost a decade since we were not in the same class back then. Dont you think its weird if suddenly im interested to talk to him again because of that simple, little conversation i had with him for 2 times only? Idk...

Then have more conversations before starting to suggest activities. You may find you don't like him so much. Or maybe more. You're right in that two conversations are really nothing to go on.

So be friendly and say hi when you see him, and strike up short conversations asking how he is, how his weekend was, and what he thinks of something you read recently (news or a book). A few sentences and then you've got to go and do something else.

"Nice chatting with you. See you soon!" Smile and then go.

Do this several times before starting to suggest activities together. Right now, you have a crush on someone who might as well be a stranger.