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Would you date someone who had previously dated one of your friends?

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ANONYMOUS Needs Advice
Posted by anonymous
Posted on Aug 20, 2012
Last updated 6 minutes ago
Posted on Aug 20, 2012
Last updated 6 minutes ago
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Guy friend or more?
So I'm having a problem with this guy friend of mine and currently I am a bit confused. I don't really know what to do, so I hope you can help me a bit. I'm new on this site and normally I'd ask some friends, but my closest friends are friends with him too, so I guess, that would be awkward, and my sister is of no help either.Anyway...
I am part of a group of like five people, including me and four guys. We know each other for quite a long time and we recently graduated from school together. Now we don't see each other daily anymore, but we still are very keen on keeping our friendship alive, because we've all been friends for so long and they are the best friends I've ever had. I'm often awkward in other peoples society, so it's hard for me to gain friends (or get a relationship going for that matter).
The guy friend I talk about - let's just call him Fry for convenience's sake - is part of this group, so I've been friends with him since around seven years, but I never saw him in a romatnic way. He has evolved into a very attractive guy in the last one to two years, but that didn't change our relationship. He knows I like men, who look like him, and I know I'm rougly his type. I never thought much of it.
However things changed on a party an acquaintance of us hosted a couple of weeks ago. We had both drunk alcohol, although we weren't outright drunk, just a bit funny and relaxed. We were sitting on a bench next to each other and he was joking with somebody. Then he lay his arm around my shoulders, I leaned against him and then we were very close, my head resting against his neck, his head resting on mine and another common acquaintance asked slightly shocked, whether we were making out. We were not, he just told me in a low whisper, that he knew, I liked him (which is not as creepy as it sounds - sometimes I am just very dumb regardinmg my own feelings), and that he thought about me a lot (that is the 'clean' way you can interprete his exact words, but he didn't speak that distinctly and I didn't want to spoil the moment by asking for exact pronounciation). Later that evening, when we were not in this hug anymore, but sat very chastely on a couch next to each other, we were asked by someone we had met there, whether we were a couple or just drunk. And he answered, that we weren't a couple, 'but maybe sometime'.
Since then I have thought about this. We met in company of our friends a few times after this and two times alone, both of which were pretty awkward. I tried to talk to him about it and he definitely remembered everything, that has happened, but he really isn't the talkative type and he hasn't taken any further steps.
Now, I'm not saying, that I'm totally in love with him and that he's the one. And I don't want to overestimate this. We weren't even kissing or making our, so you could interprete everything as a hug between friends. Except it didn't feel like that for me and I find myself thinking about kissing him, when I look at him and I really enjoy hugging him, even when it's just for saying goodbye.
Basically I just don't know what to do and I really don't have a clue, what he thinks about me. I wouldn't want to spoil our friendship for trying out, what I feel, when we kiss or something like that. On the other hand's side, I know I'd go totally crazy, if he'd date another girl (he actually has a female friend, whom he meets very often, and I hate it, though she is quite commited to her boyfriend). So what should I do? Risk our friendship and go for it? Or play on the safe side and try to forget it? And how can I get to know his feelings? -he cerntainly won't tell me about them.
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