I’ve heard many times that you’re not supposed to ask the “typical questions” when flirting, and that it can make you seem boring to the girl.
Of course you don’t want to ask question after question like this, or she’ll feel like she’s on a job interview. But there’s a right way to go about asking these questions and still flirt well.
The key is this:
after she responds to your “typical question”, be ready to be PLAYFUL with her answer.
When I meet a new woman whom I’m attracted to, I often ask her about her occupation or field of study.
And then, I play with her answer.
If she says she walks dogs for a living, I’ll say “Shoot, I was going to bring my dog to the coffee shop today, but decided not to. You would have totally walked my dog all over the coffee shop, right?”
This will ordinarily elicit laughter and a playful spirit from her. She also gets the feeling that you like her for something other than her cuteness, and that you think she could contribute to the social group in some way.
Don’t worry about every guy using this line after reading this article either. Women never get tired of this kind of playful role-playing.
Give it a shot the next time you talk with a woman. Use it even on women you’re not attracted to – just to get the practice in.
Use it with store clerks, your aunts at the family reunion, little old ladies. They all love it!
Tyler Paxon teaches men how to flirt better with women. And he teaches women how to flirt better with men.
Discover your flirting IQ with his free flirting assessment at