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well no boy likes a girlygirl so be cool and act like a tom boy but not in a way where he doesnt think of you as a guy friend. sit by him and talk casually. carry on a converstation for a while. then say something funny to end the talk.once you have done that then go outside and play a sport like soccer,tennis,or football if you really want to impress him.then say do you want a drink or snack and then sit down for a while with him on a bench and talk about things for a while and then say. "i know this might sound stupid and you might say no but do you want to go out with me"or you can say "do you want to go out sometime and them you can plan the date and all but ask me more dating questions later
good luck
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