21 Questions To Ask A Guy

By David Web

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

Dale Carnegie in his timeless bestselling book, "How to win friends and influence people" talks about the benefit of asking questions to show that we are interested in connecting with someone else.

Have you been to a party and been the one asking all the questions and doing all the listening? If you have, you will most likely attest that the other person thought that the conversation was quite interesting. You probably did less that 20% 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 most 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's 21 questions to ask a guy or girl to get conversation jump-started. They have been written from a female perspective, however 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's 21 questions to ask a guy or a girl to get you started

1. If you're a waiter and one of your customers was rude, would you spill food accidentally on them or worst still spit in their soup?

2. What was your favourite cartoon character as a kid and why did you enjoy them?

3. If you could choose to have dinner with 5 people (real of fictional) who would you invite and why?

4. If in an instant you could become an invisible man, where would you go and what would you do?

5. If someone was to make a comedy movie about just one part of your life, which part would they script and what would be written?

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

7. If you had a chance to go back in time and do something that you feel you should have done what would that be?

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

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

10. How old were you when you had your first proper date? Did you get to kiss them and if so was it a French kiss?

11. What's the worst lie you've ever told in your life? Where you 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 do you show it or pretend that you like them?

14. What's the highest priority for you when considering a partner - good looks, intelligence, sense of humor, or something else?

Time to get a little more personal! Maybe you should wait till you have had a few more drinks before asking some of these!

15. Have you ever had sex in a public place? If so were you seen?

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 turns you off the most sexually?

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

20. Has anyone ever caught you playing with yourself? If they did what did you do?

21. Have you ever been to an orgy with more than two other people? If so did you have sex or just watch?

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