21 Questions To Ask A Guy Over A Drink

by David Web on October 22, 2009

Questions are the most amazingly simple thing that we can come up with when we want to learn about someone else.

Dale Carnegie in his mega-best-selling book “How to win friends and influence people” talks about the benefit of asking questions to show that we are interested in someone else.

You’ve probably been to a party and you have been the one asking the questions and doing most of the listening? If you have you will probably agree that the other person thought that the conversation was quite interesting – funny that! You probably did less that twenty percent of the speaking but you got 100% of the credit!

If you are a guy and ask careful questions from a lady, you will often find yourself jumping to last-base, thus saving yourself a lot of legwork trying to build rapport with her. Asking questions and listening is one of the most naturally flattering things you can do to anyone.

If you are a lady and want to stroke a guy’s ego and make him feel good then ask lots of interesting questions and then listen to the answers. You will have the guy on a string from there on!

Despite the ego-stroking that can happen, if you ask and listen there is also a genuine side to the picture as well. Because people who’re genuinely interested in someone else, are the people who are always popular and well liked. Faking interest is the worst thing you can do. And at the end of the day, if you are not a natural listener then put yourself to the test and practice. You will start to learn SO much about so many things and you will discover parts of people that are just SO interesting to learn about.

Here are 21 questions to ask to get the conversation rolling. They have been written from a female perspective, just switch them around if you are a guy and want to use them. If nothing else it will get you thinking about your own questions – which are always better.

Here are 21 questions to ask a guy or a girl

1. If you are working as a waiter and one of your customers was really rude, would you spit in their soup or even think to do this?

2. What was your favourite Halloween dress up costume as a child and why?

3. If you had the chance to choose 5 people to invite to dinner – real of fictional – who would you invite and why?

4. If you could suddenly become the invisible man, where would you go and what would you do?

5. If someone made a funny comedy movie about your life, which part of the story would be the funniest and why?

6. What was your most favourite television character when you were a child? What did you like about them and why?

7. What do you regret the most in your life?

8. What’s the funniest experience in your whole entire life?

9. Have you ever gone on a date with someone who is so much taller or smaller than you, and if so how did you get on kissing?

10. What age were you when you had your first proper date and did you get to kiss them?

11. What was the worst lie you have ever told in your life? Did you get caught out?

12. If you were suddenly turned into a woman for a day, how would you spend that day?

13. If you do not like someone what do you normally do, show it or hide it and why?

14. What is more important to you in a woman – good looks or intelligence?

Time to get a little more personal!

15. Have you ever been caught with no clothes on in a public place – if so what were you doing?

16. What’s the difference between having sex and making love for you and which do you prefer?

17. If you could suddenly change the age you lost your virginity, would you?

18. What’s your biggest sexual ‘turn-ons’ and ‘turn-offs’?

19. Were you ever unfaithful with your partner? If so did they find out and if so what did they do?

20. Have you ever been caught masturbating? If you did, how old where you and who caught you?

21. Have you ever serial sex – with one person and then been with a different person somewhere else within the same day?

If you would like to read more fun questions that you can ask different guys then visit 21 questions to ask a guy today.