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Tricky situation with being into a girl that's my buddy's bf's gal pal
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Alright, I'm going to try and keep this simple and explain the situation.

A few months ago, my buddy and I went out dancing. By chance, his gf and her girl friends ended up where we were. I am single and ended up talking to one of his gf's girl friends. His gf mentioned that she asked about me, said "we're all adults" and since then, I've been chatting with this girl.

I'm interested in her, she shows some degree of interest in me - but the rub is that she's going through some serious family stuff and I personally am not financially stable enough for a serious relationship. We expressed this and she suggested grabbing dinner this past Tuesday. It went well, but Thursday she messaged me saying she's not in a good place to date, serious or casual.

Cool. I'm not quite where I'd like to be either. She says she'll hmu whenever she gets some time and has the mental space. I responded that that's fine, but don't feel obligated; handle your own stuff first. And that was that, until...

A few hours ago, my buddy invites me out to dance. Him and his gf are going out tonight at 9ish and since I haven't been out for a while, he wants me to tag along. However, the girl will be there, too - and judging by how he said it, it'll be the three of them plus me.

Now here is why I, a man who overthinks what brand of eggs to buy, am hesitant about this. We agreed we aren't going to try dating each other. Everyone is welcome to go out and have fun, we're all adults. But that's the thing; I'm interested in the girl enough to try to get to know her, but it's not like love at first sight or anything. And I'd hate for my presence to make someone else feel awkward.

And if I see someone I like, I'm going to go and talk to her. It's been a while since I've been social, as well as been "social", if you catch my drift. So do I go, possibly make this young woman uncomfortable with my presence, and possibly hit on someone else in front of her, or just turn down the invite? Am I over thinking this? [no surprise if that's the case] Or should I go because we've already established nothing is happening?

And no, if I do go, I'm not going to hover around her either way. That'd just be tasteless. I think I'm mostly worried she'll either think of me as a scumbag [which, would suck but I could shrug off] or get jealous and it can come back to bite me [unlikely, but I have seen it happen]. I also don't want my buddy since high school and his gf to think I'm playing with her feelings, which is not the case.

I typically don't face or care about these kinds of things, but due to the proximity of friendships, I've got to be careful and tactful. And I really want to go shake my afro on the dance floor!

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3 years ago