Should I approach my cursh? If so, how?
What Guys Said 1
Do not ask if you should approach your crush. The answer is always "yes" unless he completely hates you. I would start out as being confident, dress nice, and be neat. There is no such thing as "out of your league". This "out of league" feeling is only an illusion that you set for yourself that only separates you and him apart. I am glad to hear that you are super social with your friends as many young guys do like girls who have a social life with friends.
I would try to approach him when he is relatively alone, perhaps during break. Ask if he would like to have lunch with you (or with you and your friends. beware that your friends may rat you out). Start with something that you two can relate to. Talk about your dance team and then ask him about how is his football practice, likes/dislikes, practice experience. Talking about school is relatively safe as he must have something to talk about.
Be confident. Don't forget to smile. Don't treat him like a God or else you will naturally fail.1
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