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Dating a friend of a friend?
I'm seeking advice on a situation I'm a bit confused about. I became friends w/ a girl (platonic), Z, through my best friend. In time, we (the three of us) began hanging out regularly with Z's very close knit group of female friends (6 or so).
My guy friend and I usually only see the other group of girls when we are with Z, but the other girls are very friendly and accepting. They regularly invite us out and to parties and such. We have a good time together. Recently however, I've developed a crush on one of the girls in the group.
Now there's a couple of things going on here. She recently (last year) was engaged and the wedding was called off. I don't know a lot of the details, but I'm sure she was very hurt/upset and did not jump back into the dating game. Moreover, I'm scared that I've already crossed into the murky 'friends' territory. We don't call one another directly, occasionally we talk privately on email, but not much else. I just considered her off limits initally and one day it dawned on me she's quite a girl. I know she likes me, but I'm not sure if she likes me romantically. I've tried to engage her a bit, visited a store she runs, talk privately when we are out in a group, email - but I'm sure it would be confusing for her as well, since I do all of those things w/ Z in a platonic fashion and to some extent the other girls. Making things more difficult - she is pretty shy and conservative, so I doubt she'd take the initiative (though that would be great). And I think, though I'm not sure, my friend Z insinuated to one of the other single girls, that she (not the girl I like) should date me (nothing ever came of it).
I'm hesitant to ask her out, because it would be awkward if she said no, or things didn't develop. Moreover, I'm a bit scared, since the other girls are VERY protective of her given what recently happened with the engagement. I'm not sure how they view me (and believe me it's a 'they' thing), since I never really approached them as prospective dating material. And I certainly don't want to damage any friendships, since this is the first group of girls I've really called friends.
Any thoughts/advice would be appreciated. We're all in our mid twenties.
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