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I know I need to do it soon, but it's hard and awkward to isolate at school because her intentions always seem to be talking to her friends. I think I will social proof myself until she is really attracted and working for my attention then isolate and kiss then. she is a virgin, but has kissed guys before if that has any affect on how long I have her interest.
Don't focus on the kissing aspect. When the moment is right, you will know it, and before that moment, it's not worth thinking about (it's also not worth thinking about at the exact moment, when you just have to do it without thinking).
By the way, if you are ever worried that she might reject your kiss, there's a really simple way to find out. Make physical contact first. When you are talking to her, you can touch her arm..when you are walking with her, you might be able to touch the small of her back. Before you kiss her, you could brush the hair out of her face. If she lets you do that, she'll definitely let you kiss her.
The only thing you should be working on now is flirtation. In a high school setting where you already have a pegged status, its obviously difficult to do that if shes with a bunch of her girlfriends who are not really in your circle. I'd say just look for opportunities when she is with less people where you can approach and try to strike up conversation, start working her over.