I thought you said you're fairly confident? Man, you're literally oozing out fear and whatever word is the opposite of confident. xD
You should have disarmed her friend within the first few encounters. I usually do it on the first because the longer you wait, the harder it is to disarm a chick's friend.
2-3 months is a long time, son. You haven't done anything? Whatcha waitin for?
If she's as innocent as you say, then it's going to be far easier to get her alone than if she's experienced. First is to disarm her cockblocking friend. That means hanging out with either her AND her friend or just her friend. You want her friend to be either on your side or on a neutral side because your target will eventually ask for her friend's opinion of you. After disarming, it's smooth sailing. Ask the target to go play some physical activity with you, i.e. minigolf, football, basketball. It's better than going to the movies or out to lunch because those activities are associated with infatuation. Sports on the otherhand are not. She'll not expecting you to bust a move while throwing the ball around.
If she says she's going to bring her friend, then either bring a wingman or say something that will make her laugh and at the same time to imply that you think she's sexy/cute/hot/whater adjective you wanna use. I would say something like, "What, you've known me for months and you still think I'm a stalker?" She should laugh. "Come on, just hang out with ME. I'll try not to bite."
Btw, I'm 17. Dunno if that matters.
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