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How do I even do this? haha

OK once I'm in and talking to a girl I'm fine I can flirt and all that good stuff...my biggest problem is the start...how would you girls like to be met by a decent looking guy? what would he say/do to help make you...
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How to break the ice, with the shy boy I like?

I really like this guy, and we've been all though high school together but now that we graduate, we've started hanging out a lot. His friends told me, he's really shy but he thinks I'm cool. How can I be alone with him...
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