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If you've never talked to him, I say don't ask him out. Take some time to get to know him before you start working on making him your boyfriend. I'd hate to see your confidence get lower than it already is if he rejects you! Plus, you have a better chance of him saying yes if you guys are friends first! And about the confidence part: Work on yourself before this guy. No guy is worth feeling bad about yourself. List 3 things you like about yourself every morning and give one person a compliment tomorrow. Lastly: Make sure you really know this boy before you get involved. I don't want to sound like an overconcerned parent, but he is three years older than you. Make sure you know what you're getting into. On the part about asking him out: This can be tough! It will help if you know each other. A simple "Want to go to a movie?" or if you want him to ask you out, start flirting. Send some subtle messages and chances are he'll pick up on them. Good luck :)

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