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If you like someone and want to start going out with them don,t scheme or make stupid plans about how you are going to get the nerve up to talk to them. Scheming will turn you into a nutcase and is a waste of time because it never works out like you think it will in your head. If you cant even talk to them then your not ready for dating yet and all that planning is just going to make you more nervous so you are more likely to mess up. Just relax be natural and yourself if they like you great if not of well move on