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Questions To Ask The Guy You Like On A Date

Updated on January 12, 2017

What kind of questions should you ask a guy friend or a guy you like very much? Whether they are flirty, good, funny, interesting, deep or random there are definitely many things to say to a guy you are interested in. The only issue is, are you ready to ask or say to him? I’m asking this because many girls are in such a way that they shy from posing a query to a boy they are interested in. How to talk to the guy they like simply becomes a challenge because they don’t know things to talk about (conversation topics or talk starters) or what to really talk about with him.

Asking questions and talking to a guy you like should be as easy as it looks on paper and you really don’t have to struggle or stress yourself on something you can do the simplest of ways. Asking him questions and opening up to him will make many things between you very clear which wouldn’t have been possible if you hadn't approached and talked to him.

In this article I will bring you an exclusive listing of the right questions you should ask a guy you really like but you can also go through this website that lists hundreds of questions to ask a guy. It doesn’t matter how he answers those questions or what kind of responses you get from him. All that matters is that you know what is going on in his mind and if he is also interested in you. Below are 20 questions you should ask a man you like the next time you happen to him somewhere.

Questions To Ask A Guy You Like

There are definitely many questions to ask a guy and all of them can't be sampled here, but below are one i'm going to talk about in this article;

  • interesting questions to ask a guy you like
  • Random questions to ask a guy you like
  • Deep questions to ask a guy you like
  • Good questions to ask a guy

Interesting Questions to Ask a Guy You Really Like

There are so many interesting questions you can ask a guy you are interested in and you shouldn’t struggle in knowing them. interesting questions shouldn’t be weird, blunt or look dirty but should instead be fun and thoughtful. Here are some fun questions to ask a guy;

  1. What is the most interesting thing about yourself?
  2. Where is your favorite holiday destination?
  3. What do you think the future holds for you?
  4. Do you have regrets about your past?
  5. What is your favorite past time?
  6. What is the best feeling you have ever experienced?
  7. What is the most horrifying experience you have ever had?
  8. Can you name a lesson you have learnt the hard way?
  9. If money wasn’t an issue what present will you bring your girlfriend?
  10. What is your all time best romantic movie?
  11. Do you believe in fate?
  12. Is there something you don't like about yourself?
  13. Is there something you would like to change about your life?
  14. Do you have an idea of what makes the perfect relationship?
  15. If you could go anywhere in the world for a holiday without money being an issue, where will it be?
  16. What is the best dream you ever had that didn't turn out to be true?
  17. Can you name the wildest thing you have ever done?
  18. Are you scared of darkness when the sun sets?
  19. Would you make a sacrifice to help someone close to you?
  20. Would you rather be rich or happy?

Are you confident when you are around the guy you like?

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Random Questions to Ask a Guy

Here are some random questions to ask a guy that will surely let you know him better. However, the responses or answers to these questions should not be used to make judgments but in a casual way. Whatever the case here they are;

  1. Which football team do you support? Guys love football and asking them this question will result in an immediate answer. He may tell you “I’m a Manchester United fan” or any other team but that is a good way of starting a conversation with him
  2. Let’s say you have the jackpot (state any amount), what will you do with it?
  3. Which is your favorite celebrity?
  4. Who is the most important person in your life?
  5. Who is your role model and why do you want to follow in their footsteps?
  6. What are your biggest regrets in life and what will you do different if you were to start life all over again?
  7. Do you like pet animals? If yes which one is your favorite?
  8. Do you read books? If yes how often and what kind?
  9. If you were the president of America for one day what will you do to make you a favorite or frontrunner in the next elections?
  10. Which is the best career and why do you think so?
  11. If death was a choice would you have wanted to die?
  12. What crime will you have done if there was no law in the world?
  13. Which one will you rather have if you were to make a choice between happiness, wealth and good health?
  14. If you were the richest man in the world, what would you do with your money?
  15. Is there something unique to you that people don’t know of you?
  16. Do you like spending your money on charities?
  17. Would you rather watch a wrestling match or a soccer game?
  18. What is your favorite and must have tech gadget?
  19. If you were a teacher what would you have taught your students differently that will positively transform the world?
  20. If switching nationality was a choice which country will you choose and why?

Questions to ask the guy you like
Questions to ask the guy you like

Deep Questions to Ask a Guy You Like

Here are 20 suggested deep questions you can pose to a guy you like and see what his responses are;

  1. Have you ever brushed shoulders with death? Please explain
  2. What would you look for in a marriage partner?
  3. Can money alone bring happiness to an individual?
  4. Do you believe in ghosts or aliens?
  5. What is the longest or shortest relationship you ever had?
  6. What is the most expensive thing you ever bought that failed to live to its expectations?
  7. Love in first sight, do you believe in it and why?
  8. what makes you attracted to someone?
  9. Would you want to live as long as possible even if it’s 200 years?
  10. What is the biggest fear you have, if any?
  11. Explain to me what love is?
  12. What is the best thing that ever happened to you?
  13. What was the most embarrassing moment you have ever had?
  14. Intelligence looks or wealth, which one will you rather have in a girl you want to marry?
  15. Do you believe in regrets?
  16. How many kids do you prefer to have?
  17. Would you ever want to be a priest?
  18. Will you revenge on your enemies?
  19. Would you ever marry again if a girl breaks your heart?
  20. Are men and women equal partners in a marriage?

Funny questions to ask a guy on a date
Funny questions to ask a guy on a date

Funny Questions to Ask a Guy

Below are some funny questions to ask a guy you like;

  1. Is Greenland full of green trees?
  2. What's the funniest comedy movie you have ever watched?
  3. Would you be able to walk on one leg for as long as possible?
  4. What is the funniest thing you have ever done?
  5. When is the world coming to an end?
  6. What is the difference between a dog and puppy?
  7. What do you call the young one of a snake?
  8. Why do towels become dirty when they are only used after one takes birth?
  9. Does the earth rotate on its axis? why are we also not rotating with it?
  10. What is the most overrated thing you have ever purchased?

Good questions to ask a guy

Below are some good questions to ask a guy;

  1. Are you dating anyone right now?
  2. What is your zodiac sign?
  3. What is your favorite dish?
  4. What is the best decision you have ever made?
  5. What is the best feeling you have ever felt?
  6. Are you happy with your achievements in life so far?
  7. What is your biggest dream in life?
  8. What is the best gift that you ever received?
  9. What is the best advice you have ever received?
  10. What kind of relationship are you looking for right now?


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