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First off, great work with the situational openers. Its KEY to become comfortable with using a spontaneous comment to start a conversation--its the best way to start a conversation without it seeming agenda-based or contrived.
Of course, as you mentioned, there's always that weird moment--that moment when you (and the other person, too) start wondering: ok, we've had a little "moment," now its time to head our separate ways...
For example, the typical stranger will have the following exchange with you:
"Detroit Red Wings?"
"Yep."
"That's funny."
"Why's that?"
"Well, I'm from Detroit, it just seems funny to see sports apparel from that team for sale."
"Well its a popular team."
"Yeah, but you'd think you'd see more Rangers apparel--but then again, now that you mention it, the Ranger's arent nearly as badass as the Wings...etc."
End. That's a typical "friendly stranger" interaction.
To continue this conversation (the burden of the PUA) any longer puts you in a strange position, doesn't it? You're pushing social boundaries. In fact, to push it any further without sufficient reason, you risk coming across as needy, clingy, and giving yourself away that you're interested in the girl sexually. And you're exactly right: Where do you go from here?
Transitioning from stranger to friend has always been TOUGH for me. Especially if its a girl and she thinks you're trying to hit on her. You have to combat a thousand objections from, "What does this person want?" to "Doesn't this person have anything better to do than talk to me?"
My best success has come from using some combination of these three tactics:
1) Direct DHV "Trick" or "Routine." Your "Power of 9" game is an excellent example of this. The transition then would be something like, "I have to run, but you seem like an interesting person, I think you'd appreciate this..." To make it seem like I'm not some hack magician trying to impress people, sometimes I like to make an offhand comment about, "my younger brother's been trying to become a magician, and he's showing me all these mind reading tricks..." Neil's RINGS ROUTINE (have you read about it yet in RULES) is another example.
2) Turn Questions into Statements. Classic. Any interview question, "What's your name?" "What do you do for work?" can be transformed into an educated cold read guess. "I bet your name is Nicole. You LOOK like a Nicole." And even if you're WAY off--its still an interesting way to continue a conversation. "Why Nicole?" she might say, "Do I look like a Nicole?" You: Well, I knew this girl in High School, and she was TROUBLE..." Into a quick story...
3) Cold Reading. Similar to 2. But try memorizing some basic cold reading lines. Maybe something like: "You seem like an intelligent person. I bet you're also an independent thinker. And i bet you did fairly well in school but that school wasn't a complete experience for you. In fact, I'd say that most of what you've learned and see as valuable you're learned ON YOUR OWN. Your experiences, your friends have taught you more." Truisms are strangely powerful. Overdo it, though, and you can come across as creepy. Especially in these Stalker Internet times. Seriously, I pegged one girl as a Godard fan b/c she looked like Jean Seberg and she looked at me--not astonished--but slightly FRIGHTENED--as if she was worried how i knew her favorite film.
Chopper, I feel like we're on the same page, here. I'm working through these things myself. I hope my successes and experiences can help you in any way. Wish we could work in the field together, my friend.
Peace.
Shaman
Shaman, thanks a ton for this post man, it is awesome advice. I hope one day our paths will cross and we will indeed work in the field together.