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You need an ice breaker.
Something to put you in a position where you and the girl can feel comfortable talking to each other. Like if you hold her hair while she vomits.
Seriously though, if you are shy, you need to look for an opportunity for effortless, natural conversation.
Good things to do are:
Join a club where you will be expected to meet and talk to the female members.
Go places with an asshole friend so you can apologize for him to the ladies.
Talk to girls in class (esp. the first couple weeks of the year, since they are trying to make friends too), but always start with something harmless like "hello, my name is xxx what's yours?" or "Is this seat taken?"
For the girl you like:
Just ask her "Can I take you out some time? or something similar. You don't have to take a stand in order to ask her out. If she is interested, she will respond well. If not, she will be able to let you down graciously and without hurting your friendship.
Pick up lines can be funny, but I think that most people try them out because they find them amusing and want to see how women react to them, rather than as serious attempts to get women.
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"Socialism is a philosophy of failure, the creed of ignorance, and the gospel of envy, its inherent virtue is the equal sharing of misery." - Winston Churchill
"All men dream: but not equally. Those who dream by night in the dusty recesses of their minds wake in the day to find that it was vanity: but the dreamers of the day are dangerous men, for they may act out their dream with open eyes, to make it possible." Seven Pillars of Wisdom, T.E. Lawrence
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