Asking the Right Questions

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Questions can make or break a conversation. The right questions will deepen the connection between two people, make it memorable, and cultivate chemistry. The wrong questions will destroy any chances of an interesting conversation, and will instead peg you as just another tedious, boring dude with nothing to offer.

The right questions demonstrate that you are listening to her and you're curious to learn more. The wrong questions show that you're not listening, or not listening closely enough, and that you are too inhibited to open up and try to connect on a deeper level. And that you just want to keep talking to her without actually learning anything about her (which implies that you just want to talk to her because she's hot).

If you are uncertain about whether a question is right or wrong, here is a simple test: is the question related to what she just said? If the answer is yes, then it is a GOOD question. If not, then it is usually a BAD question. Examples:

Girl: I just got back from a trip to Peru.
Guy: What were you doing there?

This question is related to what she just said. Only someone who heard the first sentence would understand what you are talking about in the second sentence. So this is a good question. It's a followup, and it shows you are listening.

Girl: I just got back from a trip to Peru.
Guy: That's cool. So... what do you do?

This is a bad question. The question has no connection to what was just said. It's a total change of topic. If this guy wants to develop rapport with this girl, he has sabotaged himself. Now he must start from square one with a new topic. She already gave him a topic - the trip to Peru - but instead, he tossed that aside because he couldn't think of anything to say about that. And so he has to start a totally new, unrelated thread from scratch. One or two more of these kinds of question slip-ups, and he will lose whatever sexual interest there was. It happens that quickly.

Here is an example of how the first conversation might play out, with the guy asking good questions that deepen the connection:

Girl: I just got back from a trip to Peru.
Guy: What were you doing there?
Girl: I was actually doing a study abroad program.
Guy: So you wanted to see a new and exotic place for your study abroad?
Girl: Sort of. I also have some family down there. I love the country, the food, the culture.
Guy: So you were able to get back in touch with some of your heritage while doing the study abroad.
Girl: Yeah, exactly. I figured it was a good opportunity for it.
Guy: Is your family heritage important to you?
Girl: Yeah, I think so. I'm a big family person, and I try to learn as much about it as I can. I think it's important to know where you came from.
Guy: Do you think that you haven't had enough exposure to your heritage growing up in this country?
Girl: Yeah, a little bit...

And so on, you get the idea. Notice how the right questions open up a really great conversation and the potential for deeper connection.

Asking questions over and over can get tedious, and this is just to demonstrate a potential scenario. But try this technique a few times and see how the girls open up. Asking questions is often maligned in pickup and dating advice. That is understandable because most guys ask the same boring questions without actually listening or processing what the girl is saying. But good questions can actually enhance and improve the connection, instead of killing it.
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