hazabaza1 said:
Something I'm curious about. I've seen some of your posts and I understand your position on open relationships and that you're a fan of them. What about flirting with someone who is in a relationship if you don't know their stance on open relationships?
Say you meet me (not because I'm trying to perv on you or whatever, don't worry), find out I'm in a relationship, and that's all you know. Would you still flirt in a serious "let's have sex" kind of way?
Sure!
Well, assuming you were attractive and I was interested. Then yeah.
The initial flirting would be for fun and to gauge interest - to see how you react. If you seem uncomfortable, then I'd likely back off some. If you seem to be flirting back, then keep on full steam.
If things go well, I would likely attempt to sneakily work in to the conversation that my spouse and I enjoy group sex with other couples. This is actually the hard part, because it is very hard to sneak that in to a conversation. Although it gets easier if someone (other than me) makes a joke about it first. If the person I'm flirting with starts joking about orgies or something like that, I usually go all in and say "yeah, we enjoy doing that now and then" and then making it clear that I'm utterly serious.
Typically this doesn't happen all in one flirting session. A proposition like this takes ground work and usually several flirtatious conversations. And even then, if no one cracks a joke or says a straight line, it can be really hard to move from flirting to acting.
But yeah, to answer your original question, I'd flirt full on until you acted uncomfortable or said "hey, that makes me uncomfortable" at which point I'd dial it back.
Edit: Oh, and if your sig-other was there too, I'd likely flirt with him/her as well, with the same conditions as above.