Overachiever or Procrastinator

I looked in the mirror today and I said to myself  "We need to get our shit together, baby girl."
And then I proceeded to make myself a salad and take a nap.
Moving on, I was listening to One Direction's cover of Teenage Dirt-bag earlier and it got me thinking: how does wooing work? (I should put something in here about how I have a presentation tomorrow and a 7 page paper due by midnight, but instead I'm contemplating life's meaningless questions...) I mean, I get how wooing works, I just don't think I have the predetermined skills that a good woo-er has. I'm pretty sure I don't even know what they are. I just don't fully understand the thing that happens between two mutually interested people that takes them from the 'strangers' stage to the 'lovers' stage. Maybe not that quickly...or, ya know, whatever. No judgement.
Let's take a look at an example. I recently went ice skating with some friends. Well, one friend, her sister, and her sister's friend. Now, this story is straight out of some ABC Family holiday chick flick. Trust me, I've seen them all. (Picking Up and Dropping Off, anyone?) I could be making this up, but I promise I'm not. So, we walk up to the skate rental counter and my friend's sister's friend (Let's call her Mary) says, "Hey, look at the blond at the counter. He's cute." And okay, he was. So went went about our business, got our skates, and got on the ice. Everyone fell at least once. Good times. Cute skater boi helped Mary up when she fell and...lingered, but eventually skated away. At the end of the night, after our skates were returned and whatnot, he walks up to her and asks for her number. I know this isn't shocking information to most of you. It wasn't that it was shocking to me, it's just that I found it so fantastically fairytale-ish that I was dumbstruck for the moment. Maybe it's just me. Maybe it's my seclusion from the fairy-tale qualities of present day suitors that makes these things seem so novel and out of place.  Maybe it's just that when I see a guy and think to myself 'he's cute' I end up staring at him for three hours and saying hi only to not be heard.
The point here, ladies and gentlemen, is that I don't know how to woo. And while falling down while ice skating may be some people's best bet, I think I need to look for one of my own. Take away thought for you late night readers: what wooing technique works for you?
Side note: maybe I should stop including One Direction in everything I tell you guys....or not.