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You're problem was reliance on routines. You wanted to use the 5 question k-close, why? Don't make excuses to kiss her just do it.
I think you need to step a little further outside your comfort zone, should have gone for a kiss.
As for running out of things to say, I do that too. But I find the more I think 'shit say something' I panic more and it becomes harder to think of something. Tip is to not think 'shit I gotta say something quickly' and instead look around for something to comment on, say anything that comes to your head, sing your favourite song if you want. I still haven't overcome this either so I'd like to see what others have to say.
Right on the spots. Every freaking girl I am talking to right now, never used a routine on. First make out was when the moment seem right, I just went for it. And it was not a kiss, it was a full on make out.
Also, wanna know how powerful women find guys that take what they want? I fucked it up with these girls through texting worst then any post you will find on here, (was just testing the waters to see what I can get away with) and these girls are still talking to me until these days.