Do you try hard to start a conversation with people?

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I used to begin a conversation with anybody except when I feel that the person wouldn't like me to talk to him/her or when I don't feel well or in the mood. I feel uncomfortable to be in a room with people I know or friendly strangers but just stay in silence. As if it's not polite at all. I was just trying to be friendly and used to try so hard to start a conversation with them. But as I grow older I learned that there are people who likes to stay in silence, who are picky with people, etc. So I tried to be careful before starting a conversation. How about you?