Case study of my pick-up problem

Today I had a clear-cut example of the situation where my brain won't give me words quickly enough, when I want to make an approach to a woman and start to chat her up. It was so clear-cut, in fact, that I thought I would use it as a demonstration.

The situation was that I was walking along the street in a nearby town when I saw an attractive woman in my age range, smiling and looking at her mobile phone (apparently amused by something she had just read). We were walking towards each other casually from a range of about 10-15 yards, so it felt like if I was going to approach anyone, this was an opportunity to do so without interrupting someone who was (a) in a hurry or (b) in the middle of something else. My focus was immediately on her smile and the apparent cause of it, but as soon as I thought of commenting about seeing that she had read something amusing, my brain countermanded that idea: the instant rebuttal was that it is none of my damn business what she's seen on her phone. Who knows, maybe a pick-up artist would have gone with it anyway but with my brain offering such a caution, I couldn't deliver the line with the confidence required.

However, I was sure that something to do with the smile was a good way to go. However, the range was now closing rapidly and the ideas I had all hinged somehow on the phone, which I could not find appropriate as an opener.

It was now or never, our paths were about to intersect. I still had nothing I could find acceptable!

Two steps onward after we had passed each other, the pieces fell into place: a slightly corny line, but absolutely genuinely meant and appropriate:

"Wow, you have the cutest smile!"

Maybe it would have worked, and maybe it wouldn't, but it definitely wouldn't if I had to loop back around and approach her deliberately instead of by "happy accident", and I was all out of back-up plans. So the opportunity was lost, simply because it took two steps too long to arrive at it. The really daft thing was, I immediately filed away that line and for the rest of the time until I had to come home, I was looking for opportunities to use it on someone else (but nobody else had a cute smile today).

The puzzle now is, does this mean that it would be helpful having a few "stock lines" like that "cute smile" one, ready just in case of an appropriate situation in which to use it, or would it still take just as long to figure out that it was an appropriate situation? Would the lines, in fact, lose the congruence/genuineness that could make them effective, if I had them "waiting in the wings", so to speak? Can I use such a shortcut, or do I still need to work on getting that brain of mine to churn through the options more quickly? I remain of the opinion that it typically produces inappropriate suggestions as the first option, for example, yesterday's report. Today's outing provided more evidence, but this time I didn't use them but kept on hoping for something usable in the time frame on several other missed approaches.