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How NOT to be a chicken when trying to flirt?

If you ask any of my friends I am the biggest chicken ever when it comes to talking to a guy I like. If he is a good guy friend then its kind of okay but if I don't know him then its difficult. I've missed out on a couple of guys because I am/was too hesitant and didn't jump at the chance. Advice?
How NOT to be a chicken when trying to flirt?
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