Hard time starting conversations...

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I have a hard time starting conversation with people, especially meeting and talking to newly-met people. Or I would say that, the conversation won't be continuous, having long silents, and it ends fast. For your information, I'm a shy and quiet person. Sometimes, I just can't think of what questions to ask or continuing the started topic. I envy those who are talkative and daring to approach others. These type of people have a large circle of friends and are very popular as well. I'm not saying that I want to be popular but, what can I do to change myself? There are those who told me to just "say out what you feel like saying" but it's still difficult for me. Have you had troubles in conversations? Not to say that my problem is that bad but I want to improve in it.