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I feel your pain, man. I was much this way when younger. Shyness is difficult to overcome, but it can be done. Unfortunately, learning to socialize is done by socializing.
Get out and meet lots of people, and observe them. What kinds of things do they talk about. How do they behave. It may take some time, but you'll learn.
Talk about things that you have an interest in. It's easy to talk abut something you know about. Ask her lots of questions. Her likes, hobbies, work/school, family, etc. Depending on the person, you may not need to ask more than one question. She may take it from there. Others (more like you) you'll have to prompt regularly.
I know the hardest part of this for you is going to be to try to stay relaxed. When you get tense/nervous, your brain freezes and you can't think of anything to say. This is where experience helps a lot. It can help you overcome your nervousness. Unfortunately experience is gained over time with practice.
Hang in there. You can do it. BELIEVE that you can do it.
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A fast word about oral contraception. I asked a girl to sleep with me and she said 'NO'. - Woody Allen
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