I'm a newb, and not very successful, so who knows if what I type can help anybody, but the main thing here in this thread, random, that I noticed, was you typing "i dunno" several times in your original post. This shows a definite lack of confidence in yourself, but remember, you were approaching and talking to a 10! Would you have even tried several months back? In my opinion you're on the right track... When we're new to this whole thing, it has to take some time to really find the groove, and you've got to recognize that you're taking steps forward just talking to these hot women. The more you interact with these girls, the more you will see what keeps them interested - It is an ongoing experiment, my friend. Keep it up and don't get down on yourself dude you're doing fine
And as for the old relationships with girls that got you stuck in "friendsville" in my opinion you should wait until you've really got a hold on this thing and then perhaps invite them out with some other girls to see how attractive you've become. From my observations, women tend to be automatically attracted to somebody (even if they didn't like them before) if they are surrounded by beautiful women. Save those old failures for topping off a champion season
And, as I'd said, I'm brand new to this and don't have much "field" experience so I'd need confirmation from one of the "pros" on anything I've said