Any help someone can offer with this would be awesome, trying to land this girl has been difficult and very drawn out. My biggest issue with girls is preventing friend zone relegation; I'm really good at meeting new people and developing a relationship with them, but converting that rapport into an actual score is difficult for me. This is the situation:
Met this girl about 3-4 years ago at a desk job I had at the time and we were pretty good friends at work, hung out a few times outside of work, but nothing more then friends. I had a bit of a crush on her but at the time I was FAR less experienced and was effectively useless. In any case, a lot of nothing happened and I ended up moving on to another job for unrelated reasons.
Fast forward to now. She texts me out of the blue after us not talking for like a year and a half and wants to hang out. I'm thinking this is a great opportunity because the friend zone problem I've had with her before has likely gone away by now so I'm pumped. We meet up at a couple clubs over several nights and have an awesome time, lots of dancing, I'm buying her drinks, working on kino etc.. I tease the hell out of her constantly (in a cocky/funny way) and I had her laughing the entire time so I'm thinking I'm doing pretty well at this point...
This is where the problems start. We've been hanging out A LOT over the past month or so. Like, pretty much every weekend, sometimes more than once a week. And of course, the friend zone issue peers its ugly head. She starts telling me about how all the guys she dates are DBs and how she needs to start dating "nicer guys" (which ten minutes later, she tells me that I'm the nicest guy she knows). I now realize that this was a mistake, but I was really polite about it and listened to her vent about her exes. What's worse, she starts telling me about the guys that she's dating currently, and of course I listened. I then let my emotions get the better of me a little bit and apparently I seemed like I was pissed off despite trying not to show that I was actually pretty jealous. She then asked if I was pissed off, which I denied.
This is about where I realized what path I was going down and started to try and turn things around by increasing the kino and making things more flirtatious. I think this (combined with my reaction to her telling me about dates) may have tipped her off however because she has become much more cautious and seems to be pulling back some, though we are still spending a large amount of time together. At this point I've decided to take some time off from seeing her to hopefully get her to be more responsive to a later effort, but I've all but given up on the situation for now.
I guess what my question is is how can I avoid this situation in the future? Also, is it possible to turn around a situation like this by making a drastic change or should I chalk this one up as a loss? Is it more likely that her asking if I was pissed off was her trying to stoke jealousy or an actual question? Like I said, I've never had a problem initiating contact with someone, or even progressing into further stages once its established that there's mutual attraction; its always getting through that middle stage that trips me up, especially with this girl it seems, considering the drawn out nature of the whole situation. This seems like that sort of situation but I wanted to throw these questions out there so that I can at least make this a learning experience.