Very interesting post, thanks a lot for that.
I just want to insist of a point where I would not have played it this way... I think that if someone decides to neg, he has to be consistent on the neg. You say "Hey, where are all the hotties tonight? I thought this was supposed to be a good party", I like this neg btw. Then you observed that it irritated her. At that point, having an inconsistent game does not deserve you:"Oh my god, Im just kidding haha"... I'd rather pass for an asshole, or a rude guy, than someone who tries to make joke and admit they are not funny. You don't have to justify yourself, specially to the target, do you?... I would have definitely tried the "you don't go out much often, do you?" with a huge smile on my face... Then, depending on her reaction, if you see she is still angry you can try a LIGHT compliment (the most famous is style's one) "but you have a nice smile, I can say you're a good person" but you can work out your own.
Then, I would NOT have said "look am sorry...". I believe you definetly lost her at that point, remember YOU ARE the prize. Did she apology when she had unfriendly words? She had to apology she did not kiss you

See the idea?
Finally, I never say to a target she is cute cause I believe it does not make me different from the 30 guys who tried to open her on the same day. I can say however, that she has a nice personality (if she prooves me so) or very seriously while looking at her in the eyes, talking slowly as if I wanted to say something VERY important that "[she] has the most beautiful... earings!" and then touch the back of her ear...
I've never tried the following, I will give it a go someday. After a neg which irritates, if the target comes back and has unfriendly words for you, maybe a simple:"you know what you and I have in common? I guess, you look assertive and unemotional if we judge quickly by not knowing you. However, when we get to know you, we see that this is just a shell to protect from outside and below is a sensitive personality and am the same", smile cause it is a game and see her reaction.