Just ask her out. I'm in EXACTLY the same position as your girl is in (brother's good friend and all) except for the amount of time we've known each other.
From the girl's side, it's frustrating because I can't figure out if the guy likes me or not. It seems like one day he stares straight at me, and the next he keeps his eyes completely averted away from me. If I had a definite signal, I would approach him. But I don't and I wish that he would just finally approach me!
The reason your conversations are awkward is probably because she likes you, too. If you're both shy, then you both clam up. I would say just ask her out! Even if she doesn't like you now (which she probably does) there's still a high chance of her liking you again if she knows that you're an option because she liked you in the past.
I hope I helped. Good luck! :)
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I'm in the exact same position. I'm planning on telling him I like him a few days. I have a slight feeling he doesn't like me, but it will help me to move on that way. It may be the same for you.
Ask to meet with her and tell her you want to date her :) It sounds like she'll probably say yes.
You gotta be decisive in your actions brotha...if your not constantly giving off messages that you like her, than she probably is in the same dilemma if she likes you...go for the kill, you got nothin to lose and everything to gain.
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Do it. You will never no unless you seek your answer. Good luck.
GO FOR IT! Be confident and try to focus on what you want. Good luck =)
Do it bro, I did it yesterday and it worked :D
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