You should avoid contrived questions that sound like pickup lines. Remember that women value spontaneity.

Avoid like the plague questions that sound like you’re looking for a woman’s approval or permission. You’ll get in a moment what I mean by that.

Don’t try for rapport. Sometimes, the questions guys ask – and the way they ask them – make them look like they’re trying too much to build commonalities with women.

Emotions rule over logic when it comes to dating. Guys have difficulties with this one.

For us guys it’s difficult to get out of our male logical brain.

Just remember that questions that engage the logical mind of a woman won’t help you move things forward.

Why?

Because when you make a woman think, you give her an opportunity to ponder all the reasons why she shouldn’t date you. So engage her limbic or emotional brain instead.

How?

Use humour, nonsense and unpredictability.

And finally don’t forget that words only account for 7% of communication. 93% are body language and voice tone. But the thing is, if you’re a beginner to intermediate wannabe seducer, words will have more impact in an overall woman’s impression of you since you won’t have gained mastery over the other channels of communication yet.

With that said, here are my top 22 favourite questions not to ask while dating.

22. Want to f… (Well… try harder next time)

21. What do you think of the situation in the Middle East? (That’s not exactly romance. Politics and religion are basic conversation no no’s.)

20. What do you think of my new car? (Her answer: “that doesn’t impress me much”)

19. What do you think of my Jim Carrey’s impersonation? (“What a goofball, he’s so nice and funny, I think he’ll make a nice friend. My girlfriends will love him”).

18. Would you date a guy who’s still friend with his ex-girlfriend? (Sounds too canned and familiar)

17. Can I buy you a drink? (Don’t buy women drink)

16. What’s your name? (Don’t ask her. Introduce yourself)

15. Who do you think lies more, men or women? (Enough of those canned pickup lines)

14. What do you do? (do not engage in a job interview, unless you goal is to fill a vacant position)

13. Are your nails real? (Nag hit theory is dead)

12. Do you believe in ESP? (aah, old school tricks. Indeed, old school)

11. Are you celebrity X’s sister? (“no I’m not, I don’t like this person and you’re cheesy”)

10. Can I get your phone number? (Again, do not ask a woman permission to move things forward. Just go for it, don’t ask if you can get it).

9. What do you think of my haircut? (You’re too preoccupied with your self-image)

8. Have we met before? (“No we haven’t and we certainly won’t in the future”)

7. Can I kiss you? (Don’t ask a woman permission to kiss her. When you feel you should kiss a woman, it’s time to kiss her!)

6. Do you like me? (“Sure I like you… as a friend”)

5. Are you single? (Some guys say it’s better to ask. Just act as if she were single)

4. What is your type of guy? (Demonstrates insecurity)

3. How many boyfriends did you have? (As a general rule, you should not mention past relationships. Plus women do not want to appear sluttish by mentioning too many boyfriends or to appear too conservative by mentioning a single past relationship)

2. Do you think there’s a tiny chance we could date? (“Mmmh… Now that you ask… Uh… No”)

1. Do you love me? (Well… I think not anymore)

That’s it.

But I won’t leave you with just that.

How about leaving you with a category of questions you should definitely ask, namely screening questions.

What you have to do is that you have to be crystal clear about what you appreciate in a woman, what you tolerate and what you cannot accept under any circumstance. Then you should ask questions in the course of the conversation to get a more and more precise picture of the woman you’re dealing with.

Sure, don’t make it sound like a job interview. But you have to make sure you can walk away at any time from a woman who does not live up to your standards.