Hey guys, it's only my second post here (first was my intro), I may not have had enough time to explore existing rules of posting and so on, so please advice accordingly if I am breaking any rule around here. I hope I am not.
I am in living and working in an island and I came home for xmas. It turns out that a few weeks before I came home, I had my grandmother's maid to find me on a social network and we started chatting. Boring conversation, I must add, as I was looking after another girl, so I didn't bother whether I was getting into this girl's friendship zone or not and just been the nice guy all women like to talk to, but not have sex with. Not even cared about what lead her to find me on a social network and message me. At this point, I hadn't read much on PUAs, only new the name "Pick Up Artist". She comes to cleanup my grandmother's house, where I am staying for xmas, about once a week we always chat a bit during her breaks. A little less than online, as I am shy/timid. However, I needed to go the city center which is about 1hour far using transports and I invited her. She immediately accepted and we are going there for my own interests (get passport renewed). Now, I would like to know what is the best way to escalate? I am going to have a bit more of time available for ourselves after working through the passport.
about her: based on online chats, I know she had a dramatic relationship problem with an 8 year relationship she had in her homecountry (she's brazilian) with her boyfriend (almost husband) he was a total natural with women. She has gained confidence issues since and is seemingly uncomfortable with herself.
Since I also suffered (and still do, in fact) about confidence and anxiety issues, I brought her 2 books on building confidence and working to overcome anxiety which I had been offered by my ex. In later comments she seemed to have enjoyed the books and she was already half-way into one of them 3 days later and enjoying it (her own words). When I gave the books to her, she gave me a hug which was nice, but awkward as I am 6"8 and she's about 5"3 - 5"5 at best.
Now my biggest problem is that I am going to reach out of my comfort zone. First, I don't know what to talk with her and my ideas of questions to ask her cover about 5-10 minutes. There is at least half day worth and though I expect her to do the talk the most so I can just neg her or make observations here and there, I know that there will be a lot of annoying gaps of conversation. I have difficulties with openers/subjects and I fear I may come across as needy and destroy my 2nd plan which is to fuck her, for ffs. She's a 5 in a scale of 10. I feel like if I don't have the chance to hit her tomorrow, I may not have it anymore, as I'll be staying for only one extra week and unlikely to have the chance to go out with her. I also have no idea how to neg her in a charming way (like style) and whether negs would work at this point. I believe she might already have a pre-defined idea/image about me, whether its positive or not, I don't know and I might go about finding it.
Any quick patches / ideas you would like me to read through, are mostly welcome. Even if 'revisiting' the bases. Thanks a lot for the community and for reading this awkward post
CHAT