This is actually a really interesting discussion. I can't say I see a whole lot of it, but the times that I do, it tends to get exhausting.
Don't get me wrong, there's people I'll joke around with, or sometimes I'll make a silly remark at a member whom I'm becoming acquainted with. But I tend to do it in a lighthearted, joking fashion: a sort of way to invite people to feel comfortable and involved. But that never exceeds any more than a message or two at max. Think of it as playful banter, if you will. (I only really do this around people that give off a vibe that they're fine with joking around. I wouldn't go up to a more to-themselves member and be like "are you from Tennessee? cuz you're the only 10 I see *wink*" It all just revolves around time and place.) Even so, if the person is put off by the comment, I'll happily offer an apology.
Members as a whole though, there have been a few instances in my experience. Usually the flirting floods the chat until one or both disappear, we let the conversation die, and then get back to our normal chatting. Sort of like an eyeroll and "anyway......" But the flirting was (usually) of mutual consent, meaning they were already in a relationship. There has been about one time I've seen a person flirt with folks in the chat and it was pretty awkward cause the target would more often than not disappear. I don't want to drop any names because that's not really my thing.
What it boils down to is: respect the public setting of a chat and respect peoples' boundaries. Some people aren't comfortable with being flirted with, others are probably in a relationship irl, and then there's some who don't believe in online romantic relationships. On top of that, public chats are, well, public. It not only reflects on you, but it reflects on the site as a whole, giving the impression that the staff is fine with something like that happening.
Think of it this way: would you tell a forum cbox something like "brb gotta poop"? I mean I would, but that's mostly just for shits and giggles. If your answer is no, then you definitely shouldn't be making an attempt to flirt.
We're all sort of here for the same reason. If you're out looking for love, I don't know, try a dating site. I mean Christian Mingle's got some saintly singles.
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