Let the girl talk, and tell you how good she is. Do not ask one question after another, mix some conversation in between. You want her to feel light, loose, and to have fun. Don't make this look like an IRS audit. Try not to interrupt her, and ask her to repeat again something about her that you find extraordinary or surprising. Be involved and show interest in the conversation you are having with this woman. This is to be smooth, you can do it, it's easy. You will find out that the more you practice, the easier it gets, and the more confortable you will feel in a date with a woman.
When you meet a girl, do not GET NERVOUS AND START TALKING TOOOO MUCH. DO NOT TALK ABOUT YOURSELF ALL NIGHT (Only one exception: The girl really admires you and loves to hear every little thing about you). Usually guys make this fatal mistake, and all you find is a girl with a boring look on her face gesturing a fake smile that reads "I want to get out of this date".
Tell her about yourself, but just a LITTLE AT TIMES. You do not want to appear self-centered and immature. Remember, one of the worst insults that a girl has for a guy is the word "Inmature". Instead ASK HER QUESTIONS AND THEN MEASURE HER RESPONCE.
I met a blonde girl in her mid 30's last month. She was dating an Italian guy, who didn't call her for several days sometimes, and she was curious to find out why. Also, she works building pianos on her own. She was from California, she has a kid from her first marriage, and was thinking about selling her house.
All together I had 5 different subjects to talk about with this woman. So, when asking her questions about herself, I noticed that when talking about the first 2 subjects (the Italian boyfriend, and building pianos), her eyes and expression would show the most interest. THIS IS MEASURING HER RESPONCE
Number one was the most important, so my answer: "I've been in Italy 6 times, I deal with Italians in business all the time, and it's a headache (actually, never been there). Find out if he has something to hide. Next time you meet him, ask him straight on his face if he's married, and check if he looks away."
This didn't make her feel tense and demoralized (again, measuring response here). Instead, it gave her an answer on how to deal with that guy, and an opening for me, since it made him look probably unfaithful. Once this was taking care of, we talked about pianos, wood, cast iron, tuning, etc.; she is the one who talked the most.
Next day I had a big surprise. "She called me". I didn't think I made a big impression on this girl, but I was wrong. We talked about the so-called boyfriend, a couple of other things, and then I asked her for a date.
When men talk, we exchange information. When a woman talks to you, she is also interested to know if she can relate to you, and how you make her feel. So, you have to use an emotional angle here, a woman will understand you better if you talk to them connecting FEELINGS to the dialogue.