This is probably so stupid, but I'm a shy introvert, and a late-gay-bloomer, and completely new to this and am pretty clueless anyway, and I don't know how to interpret things people do. For the last few months I've been trying to flirt with this woman. (I'm about 97.9% certain she's gay.) I don't know if she can tell I'm flirting or if I'm just coming across as friendly; she's always nice and talks to me, but it's always me who starts the conversation. About a month and a half ago I was asking her some questions, and she said it was a long story and we'd have to grab a beer sometime to tell it. I got shy and just said, "That would be good," then waited to see if she'd bring it up and say let's have that beer, but she didn't. Finally about a month after she mentioned it I worked up the courage, texted her (never texted her before) and said, "Hey, you up for that beer? I'll treat if you'll tell that story." I fully believed she'd say no, but she said yes. We went and had lunch and a beer and talked and it was fun and really nice. But I had made it clear that it was my treat and I meant that, and then when the waitress came with the check she grabbed it and she paid for both of us. I couldn't really stop it without making a scene. What does it mean that she paid? Does it mean anything? I wondered if it meant she wanted to be done with it and not feel like she "owed" me one or something, or feel like she had to hang out with me again? But then, as we walked out to our cars she mentioned another restaurant in town and said, "We'll have to go there sometime," so that's like she would hang out again, right? I don't think she's the type to say that just to be nice. I texted her later that evening and said thanks again for lunch but that I owed her one--hoping I could nail down some kind of plan for going to the other place soon--and she replied, "No, it was just nice to hang out. Have a good weekend." Saw her only very briefly the next week and she's been away on vacation since then. Why would she pay when I was going to? What should I do when I see her? Should I bring up hanging out again, or wait and see if she mentions it? And what does "hanging out" mean? Is that completely just a friend thing, or is it a dating thing? (Yes, I am truly that clueless--shy introvert, remember.) Sorry! Thanks!