Best 21 dating questions to ask a guy friend

best 21 dating questions to ask a guy friend

MORE: 225 Amazing Questions to Ask a Guy. 21 Questions is the perfect game to play with a guy you like, I think it’s the ideal. It’s a great way to break outside the typical flirty banter and really connect on a deeper level. It’s a great way to get to know someone better and break the ice. To help you get the most out of it, I’ve compiled a list of the absolute best questions to ask. Some are simple and straightforward, others go a little deep and get personal, so it strikes the perfect balance Tags: attraction, best questions to start a conversation, communication, conversation starters, dating, question games, questions, questions to ask someone, questions to ask your friends, questions to get to know someone, Relationships, ways to start a conversation.

best 21 dating questions to ask a guy friend

Here is an ultimate list of Questions to ask a guy in 2019. Best part? This list has various kinds of new questions like dirty, weird, flirty, interesting, funny, sweet, cute and deep much more. Here we go: Good true questions to ask a guy 1). One thing that you will never do again? 2). Would you prefer to be twice as smart or twice as happy? 3). What happened the last time you cried? 4). When was the last time you were very nervous about doing something?

5). What would surprise your parents about you? 6). What is your worst habit? 7). What super power would you like to have for a day? 8). What fictional character do you have a crush on? 9). One good thing that you truly like about me? 10). Do you have a strange habit? 11). Who knows you the best? 12). What did you do after school? 13).

The last book that you read and absolutely loved? 14). The best TV show in the world? 15). So far, which has been your best year and why? 16). If you could go back in time, what would you change and why? 17). An experience that disappointed you deeply? 18). 2). Would you rather ask for forgiveness or permission? 19).

Love or unlimited money? 20). If you came to know that you would die in a week, what all would you do? 21). Vacationing at a beach or a vacation in Europe? 22). If you had been a child prodigy, in which area would you have highlighted? 23). What is the one thing that you truly dislike about me? 24). With a celebrity life, would you change? 25). If you were a singer, what would you call your first album? 26). If there were only one condiment in the world, what would you like it to be?

27). How many people would you like to invite on a Friday night? 28). A strange thing that makes you break a relationship right away? 29). What fictional character reminds you of yourself?

30). Do you believe in Karma? 31). Your favourite TV program as a child? 32). Something strange that attracts you to a person? 33). Something that you are superstitious about? 34). Do you think that it is important to be aware of the news? 35). The best gift that you have ever received? 36). If you were told that you could gift someone with something and the budget is unlimited, what would you gift and to whom?

37). The kindest thing that anyone can say about you? 38). An enormous house in the suburbs or a smaller one with an excellent view? Funny questions to ask a guy 1). Would you give one of your fingers in exchange for having free Wifi wherever you go for the rest of your life?

2). The first thing you would do if you had one day in the body of a woman? 3). What would you like throwing several times against a brick wall? 4). Tell me something that women should never do? 5) .Who would you hate to see naked?

6). When staying in a witness protection program, what would your nickname be? 7). What would you be willing to do for a million euros?

8). Why do you think they use sterilized needles to give a lethal injection? 9). If all rights are reserved, then what about the left? 10). How often do you bathe?

11). Are you one of those people who pretend to know everything online but still rely on Google? 12). Do you like stuffed animals? 13). Has anyone ever congratulated you after sex? 14). Do you ever wonder about the sex life of a cartoon? 15). Have you ever suffered an injury due to sex? 16). Have you ever been walked on when you were naked? 17). What would your favorite joke be?

18). If you could date a man for a day, who would he be? 19). Have you ever walked on someone naked? 20). What do you think is your worst physical attribute? Dirty questions to ask a guy 1). How do you like to relax? 2). What are you wearing right now? 3). Do you admire yourself naked in the mirror when you’re about to bathe? 4). Have you had wet dreams ever?

5). Which song is ideal according to you to have sex to? 6). What was the craziest porn movie you watched? 7). Do you collect something like a trophy from the people you have sex with? 8). Something that is your fetish when it comes to sex? 9). Something that you have a phobia about when it comes to sex? 10). A phrase or a word that you often say when you have sex?

11). Do you sleep after sex? 12). Do you smoke after sex? 13). Do you ever go to a sex shop for shopping? 14). What is your favourite colour for underwear? 15). What sexual activity do you think you excel at? 16). What is the maximum amount of time you’ve had sex without stopping? 17). Have you ever participated in a threesome with someone of the same sex? 18). Have you ever participated in a threesome with a friend? 19). Craziest place you’ve had sex? 20). A place where you like to be kissed?

21). Would you like to make love in front of other people? 22). Have you ever practiced cyber sex? 22). Before we started out, did you ever fantasize about me or look at me when I was not looking? *You have always wanted to know how badly he wanted to connect with you, right?*If I were to wear a sexy outfit, which character would you want me to dress as?

23). What do you think should be our next step to make our sex life more exciting? *If your sex life is starting to get predictable, this is a great way to get your boyfriend to talk about the new things that he would like to try in bed without feeling uncomfortable.* 24).

If you were with me now, if you could do anything for me at this time, what would you do? 25). If we were just friends and I got drunk with you, would you take advantage of me? *There is a good chance that just this question will make him sexually excited.* 26).

You like me when I’m shy and sexy; or daring and sexy? *Some guys like their girl is dominating in bed and is in control, while most boys love it when they’re kissing a girl who is more timid and shy in bed* 27). Tell about the sexiest dream you’ve ever had about me. *Conversations like these make for fun sexual conversations while spending time with the other. It is also a great way to get your guy to talk about their sexual fantasies while using his dream as an excuse.* 28).

If we were having sex on a holiday and you realize that someone is watching us from the next room, would you stop having sex or continue having sex? *Discover how wild and mischievous your boyfriend is when he is hot.* 29).

If I ever surprised you when you were masturbating while thinking about me, would you be embarrassed by it? *Let’s face it, just because you are not having sex with your boyfriend, he will not stop masturbating.

Instead of making a fuss about it or confronting him about it, talk about this in a light-hearted atmosphere. 30). Before we met, what was the sexiest thing that you ever did to someone else? *Most of the guys walk on tiptoes about their past, even if their girlfriend is very curious about it.

Use this question to know how sexually adventurous your boyfriend is.* 31). If you could have a threesome with another girl and me, who would be you choose? *This question will help him to see that you are a true Wildcat and are not so shy and timid as you pretend to be on the outside.* 32).

What kind of vacation would you prefer: A romantic mountain where we can be locked in our room all day or a destination or beach party where we can grind and make out while having fun and dancing in the nightclubs? 33). Tell me a secret sexual fantasy of yours that you want to try with me. 34). Do you think of any girl who has a little crush on you right now?

*This question will boost his ego and help him to open up to you about his own personal life beyond your relationship.* 35). If you ever play truth or dare with another couple, do you think you would do something evil in them? 36). What do you think is the sexiest part of my body? *Once you know this, all you have to do is use that part of your body to wake your boy up and when the lights are off.* 37).

Who do you prefer, a girl with a beautiful face and a medium body, or a child with a normal face and a stunning body? 38). If you had to kiss a girl anywhere in the body except the face, which part would you first kiss? 39). If you accidentally saw a naked girl and she did not know that you’re looking, you would look away, or you would continue to see her?

40). Do you like talking dirty during sex? *Most men and women who enjoy talking dirty are too embarrassed to reveal this secret to anyone. And the easiest way to get him to open up is to ask him about it when you do not feel the pressure of being judged about it.

Awkward questions to ask a guy Here for you now are some awkward and uncomfortable questions to ask a guy. (Devil laugh) 1). Do you like me? 2). Are you gay? 3). Do you really want us to have sex?

4). What do you feel for me? 5). Why do you want me to stay with you? 6). Are you going to call me tomorrow? 7). Are you a virgin? 8). Are you rich? 9). How much do you earn? 10). Have you ever had a sexually transmitted disease? 11). Do you love me? 12). Have you ever kissed another man? 13). Are you bisexual? 14). Would you hold me please? 15). Have you had your first kiss yet? 16). Do you masturbate? 17). How many women have you been with? 18). Which of my friends do you find the most attractive?

19). Would you like to have kids with me? 20). Why did you break up with your ex?Excuse me if these questions seem obscene but they are awkward and uncomfortable. Hence, they feature here. Interesting questions to ask a guy Now we have for you some interesting questions to ask a guy. 1). What movie deserves a sequel? 2). What is your favorite cereal? 3). Something that you always wanted as a kid but never had?

4). What is the nicest thing anyone has ever done for you? 5). If you could resurrect a famous tomb, who would you choose? 6). If you were at home on a rainy Sunday afternoon, which movie would you like to see? 7). What historical figure would you like to have a chat with? 8).What is the most inspiring movie you ever saw?

9). If you could get rid of an invention, what would it be? 10). If you could buy an object to complete your home, what would you buy? 11). Is there anything hanging in your room that motivates you? 12). What colour is your toothbrush? 13). Any movie that made you hot? 14). Have you ever had homosexual fantasies? 15). Have you ever had a voyeurism experience? 16). What kind of person do you consider yourself to be in bed? 17). Do you like having sex drugged or drunk?

18). Do you enjoy reading erotic stories? 19). Have you ever had sex in the water? 20). What is the first thing you look at in the opposite sex? Flirty questions to ask a guy Some flirty questions to ask a guy for all those women who are in the mood for some light and fun flirting. 😉 1). At what age did you fall in love for the first time? 2). What is the weirdest place you’ve ever had sex? 3). What is your favorite place to have sex? 4). Have you ever stripped in from of other people?

5). Have you ever left your home without underwear? 6). Have you ever clicked someone without clothes? 7). Something sexual that you would never do? 8). Do you have nude photos or porn videos in your computer?

9). Have you ever looked at someone in the street an gotten excited by it? 10). Have you ever seen some guy in the street with an erection? 11). For you, what is the definition of a perfect day? 12). What does friendship mean for you?

13). What was your first impression of me? 14). Just before kissing a girl for the first time, what did you think? 15). What is your favorite memory with me?

16). If you can ask me for three wishes, what would they be? 17). What were the first words that you and I ever exchanged? 18).

How do you describe me in front of other people? 19). Who is the person that you most admire in your life? 20). Who helped you with your first date? Best questions to ask a guy Here for you now is a list of some of the best questions to ask a guy. 1). Do you have a place where you enjoy going to think?

2). What profession have you always admired? 3). What is your first love? 4). Would you like to get married someday? 5). Where would you like to go on a honeymoon? 6). What most excites you in a woman?

7). What country would you like to live in? 8). Do you believe that there is life on other planets? 9). What is your worst nightmare? 10). What is your most recurring dream? 11). What according to you, is the definition of a perfect date? 12). Do you ever rehearse what you have to say before making a call to someone? 13). Do you have a feeling about how you are going to die? 14). What are you most thankful for in life? 15). What is the greatest achievement of your life? 16). What is your most precious memory?

17). What is your most terrible memory? 18). What does friendship mean to you? 18). When was the last time you cried in front of someone else? 20). What role does love play in your life? Good truth or dare questions to ask a guy Some good truth and dare questions to ask a guy.

1). Name ten body parts of your partner that you like to kiss. 2). What was the most embarrassing moment of your life? 3). Have you ever been humiliated? 4). Describe the quality or feature that you would like to change about yourself.

5). Have you ever fallen in live with the friend of your partner? 6). What is the evilest thing you have ever done in your life? 7). If there was no one here right now, would you make love to me? 8). What is the worst rumour or gossip you said or repeated and realized at the end that it was something false?

9). What is your wildest fantasy? 10). Have you ever peed in a pool? 11). Have you ever kissed someone of the same sex? 12). If you had to choose personally someone you know for a threesome, who would it be? 13). From the people who are playing this game, who do you think has the best body? 14). Have you ever masturbated? 15). At what age did you start masturbating?

16). Has anyone ever caught you masturbating? 17). Have you ever masturbated in a public place? Where? 18). Have you ever masturbated in from of anyone? Who? 19). How often do you masturbate? 20). Have you ever masturbated while thinking of someone other than your partner? Embarrassing questions to ask a guy Some embarrassing questions to ask a guy. 1). Have you ever had sex in your parent’s house? 2). Have you ever been flatulent in front of your girlfriend?

3). Have you ever stolen something from the supermarket? 4). Have you ever fallen in love with a girl minor in age?

5). Have you ever used cream or chocolate to spread over the body of someone? 6). Have you ever fooled around with a friend, sexually speaking? 7). Has your mom ever caught you watching porn? 8). Have you ever been caught having sex by anyone? 9). What is your biggest sexual fantasy and who do you want to fulfil it with? 10). How would you introduce your boyfriend to your dad?

11). Have you ever masturbated with some friend or cousin of yours? 12). What is the craziest thing you have done, sexually speaking?

13). Do you sing in the shower? 14). What is your preference in underwear? 15). Are you too much of a guy for any girl? 16). Have you ever kissed another man? 17). Are you afraid to be alone at home? 18). Do you cry a lot? 19). Do you hide your emotions in public? 20). Are you still in touch with the first woman you made love to? Questions to Ask a Guy on a First Date Here is the list of questions to ask a guy on a first date.

1). What are the things that you like and dislike? 2). What kind of movies do you like? 3). What are the places you like to visit again and again? 4). With whom do you feel most connected to in your family? 5). What kind of food you like the most? Such kind of questions to ask a guy can work as a reminder for you to order wisely from the next date with him.

6). Tell me something about your family. 7). Do you like music? What is your favorite genre of music? 8). Which is that sportsperson who has always been your idol? 9). Who is your most favorite celebrity? 10). Do you like the job that you have right now? These questions to ask a guy are simply to know his mindset about the job he is doing right now. 11). What time you like the most?

Is it the day time or the night time? 12). If you ever have to buy a house then which location would you chooses for it? 13). Which is your favorite superhero and why? 14). Have you ever been seriously allergic to some kind of usual things? 15). Which one is your dream car? These are just random questions to ask a guy to carry on the conversation with him so that you guys have at least something to talk.

16). Do you like watching movies? Which one is your favorite movie? 17). What would you like to choose between tea and coffee? 18). What kind of job would you like to do someday? 19). Which is your most favorite holiday destination?

20). Where do you want to see yourself in the upcoming time span of five years? Such kind of questions to ask a guy are to know that what are his future plans and prospective about himself. 21). What would you do in a situation where your blind date is a completely insane girl?

22). Who are your favorite five people in this world and why? 23). which one is the most annoying person in your life with whom you are living forcefully? 24). Do you feel dominated by a girl who is way taller than you? 25). Who is the person that comes in your mind when you wake up in the morning?

Such questions to ask a guy are just to know that who counts the most in his life. Questions to Ask a Guy You Want to Date 1). What are the five things or person in your life that makes your life worth living? 2). How do you think a relationship imposes limits in your life? 3). Have you ever been into an open relationship? How was the experience? 4). What are the insecurities you can never escape when you are in a relationship? 5). What is your first preference, a romantic date with your girl or a chill time with your close friends?

These types of questions to ask a guy would let you know his preference in his life that whether he wants to choose friends or his girl. 6). Have you ever harmed anyone out of your anger? What was the reason of this anger? 7). What was the longest duration for which you didn’t shower? 8). What is more important for you, winning an argument with your partner or losing the argument but winning her heart?

9). What is your biggest turn on point? 10). How much the cast and creed of a person matters for you? Such kinds of questions to ask a guy are perfect to know his mindset about the rest of the people.

11). Have you ever talked to yourself while looking in the mirror? 12). How many girls have you dated before me? 13). What is the ultimate idea of yours to party hard? 14). What was the biggest amount that you have ever spent on a girl? 15). What is the biggest perk and biggest low of being in a relationship? If you want to know that what he actually thinks about relationships then such questions to ask a guy are just perfect.

16). Is it okay for you that your wife is not a virgin? 17). What is that one game in which no one can defeat you? 18). What is your ultimate place to hide away from all the problems in the world?

19). What is the biggest fear or insecurity that you have in your life? 20). At what limit you can cheat someone until you get caught? These types of questions to ask a guy are perfect to know him as a person and to know about his ethics of life. 21). Have you ever caught by your then current girlfriend cheating over her? 22). What do you think about a girl who is in an open relationship? 23). Whom do you trust the most in this world and why? 24). Describe yourself in just one word. 25).

What is the best idea for you to celebrate your birthday? Such questions to ask a guy can be really helpful for you to plan his birthday just the way he likes. Important Questions to Ask a Guy before Marriage Here I am presenting a list of most important questions to ask a guy before marriage. 1). What was the longest duration for which you dated a girl before me?

2). What should a person do to get over his/her ex? 3). How does it feel like to be ditched by a girl according to you? 4). How many girlfriends you have had in the past? What was the reason of breaking up with each of them?

5). If you have to relocate because of your job and work then would you consider having a long distance relationship with me? Such questions to ask a guy are really important because it can decide a lot about your marriage. 6). Do you like children? At what age you expect to have kids? 7). Have you ever been into a relationship where you got engaged but could not marry?

What were the reasons of not marrying her? 8). What is the one thing that you learned about love from all your past relationships? 9). How serious you are about me? 10). What are your views about the long lasting marriages and their strengths? Such questions to ask a guy is really important from the perspective that you are deciding to marry him anytime soon.

11). Are you happy with the earnings you are having right now? 12). Have you ever blamed your work or job for one of your break ups? 13). What is the importance of your family members in your life?

14). With whom do you find yourself the closest in all your family members? 15). Are you comfortable in letting me meet your family members? These types of questions to ask a guy are really important as they determine a lot about his seriousness for you. 16.are you comfortable enough in having a partner who is more educated and well settled than you? 17). How looks and appearance plays a role for you to pick a girl for you out in a crowd?

18). Are you a person who can spend a lot on branded things? 19). Would you leave your girl because she cannot have children? 20). What is the role of your friends in making the decisions of your ? Now this matters a lot. Such questions to ask a guy can reveal that how much space his friends have in his life.

21). If life puts you in a platform where you need to pick between your and your partner then whom do you choose and why? 22). If you will ever have a pet then what it would be? 23). How do you see a live in relationship?

24). How much money matters in your life? 25). If any of your friend is demanding a dowry from his bride then what would you do in this situation? Such questions to ask a guy are must. They will tell you about the thinking of this guy about marriages and relationships. Top 20 Questions to Ask a Guy You Really Like 1). In what age you got kissed for the first time? 2). Have you ever get attracted by some cougar? 3). What it is for you to visit a strip club with your pals?

4). Would you ever consider visiting a nude beach? 5). What is your ultimate idea of having the best night of your life with your partner? Such questions to ask a guy can be a real turning point as it can greatly define the bond that you two are going to share. 6). What are your views about gay or lesbian and marriages?

7). After a dispute between your mom and wife whom would you support and why? 8). How do you think you can instantly turn on a woman? 9). What do you like the most about a woman? 10). Which is that one habit that you can never give away for anything? Such types of questions to ask a guy are just to know that what kind of habits are these he is obsessed with.

11). If you are going to have a rebirth then what do you want to become in the next birth? 12). If you could live with an x rated star then who it would be?

13). What is the main flaw of being a guy? 14). If you could marry a Disney princess then with whom would you like to get married? 15). What kind of books do you find the most engaging and ones? These questions to ask a guy are important as the taste of books can reveal a lot about the person. 16). If you have to name a person in just a fraction of second then who it will be? 17). What kind of a person you are? Are you more a thinker type of person or more of a doer without thinking much?

18). If you have to take three names with a certain alphabet (given by you) then what are things you would like to name? 19). What is the name of your playlist? 20). What is the biggest disadvantage of growing up according to you? These questions to ask a guy are just the . 21). Have you ever made your parents embarrassed in public as a kid? 22). If you have to arrange 1 million dollar in a day then how would you do it? 23). How would you relate yourself with the story of a ?

24). What is the most amazing that has ever happened with you? 25). Would you rather be rich or be hated by everyone for entire life? Bonus: 1). What three things do you appreciate most in a person? 2). If you could learn to do something new, what would you choose? 3).Which is the last book that you read? 4).If you could be an animal, what would you be? 5). How is your car’s trunk? 6). Are you one of those who would sacrifice the life of one person to save a hundred?

7). What is it that you look for in a woman or according to you, who is the ideal woman for you? 8). Do you think you have any shortcomings? If yes, what are they? List a couple of them. 9). What would be your slogan? 10). What are the best and worst quality of your gender and that of the opposite? 11). What is the strangest object in your room? So, you’ve reached the end of this article. Hope you got some real insight into the psyche of your boyfriend or your guy and know now what questions to ask a guy, should the opportunity present itself.

Keep visiting, will update latest questions to ask a guy soon. Hope you enjoyed this questions to ask a guy collection.

best 21 dating questions to ask a guy friend

best 21 dating questions to ask a guy friend - 100 Good Questions To Ask A Guy That Will Bring You Closer Together

best 21 dating questions to ask a guy friend

Here is a great set of questions to ask a guy to get him talking. They are designed to get an interesting conversation started, but still keep it relatively casual. Remember every guy is different, so pick and choose which questions you think will work best for your guy or pick questions that you really want to know the answers to. Sometimes though, you’ll be surprised at which questions a guy will find interesting.

So even if a question seems like something he wouldn’t be interest in, it might be worth a shot. As a guy, I can vouch for the fact that no matter who the guy is, he will find at least some of these questions interesting. Oh, and before we start, remember to ask lots of follow up questions to find out more and to keep the conversation going. And if you’d like an image or PDF of the first 50 questions without commentary, scroll down to the bottom we’ve got both waiting for you.

List of questions to ask a guy These first 50 questions have a bit of commentary and are what I consider to be the best of the best questions. But there are so many more questions! There is at the bottom of the page without commentary that are still really good. If you can’t find what you are looking for in the top 50 questions you’ll find it in the list at the bottom of the page! So without further delay, here are some quality questions to ask a guy! Question 1: What was your best drop the mic moment?

Who doesn’t like telling an awesome story about themselves? This will give your guy a chance to tell you a good story and is a great way to get him talking. It will also let you know what kinds of things he is into and what he considers important.

Question 2: If you could learn only one magic spell, but it could only do something mundane and boring, what would the spell do? A fun question that can lead to some really creative answers. Some examples might be: unclog a drain, make toast slightly more brown, unjam a copier, etc.

You could further the conversation by trying to think of the incantation that would go with the spell. Question 3: You wake up suddenly in the middle of the night. What would be the scariest sound to hear after waking up? It’s great because it might give you some insight into what he is afraid of.

Either that, or you’ll give him a chance to make you laugh if he want’s to make it into a joke. Either way, it’s a fun question to ask a guy and one that makes follow up questions easy. You can talk about amping up scariness of the situation, talk about his other fears, or perhaps try to find fears you have in common. Question 4: What high level job do you think you could lie your way into with no experience and no one would notice? This question has a lot of possible answers, but to really make it fun, talk about how he would be able to stop people finding out he was fraud.

Sure it sounds like the plot for a bad comedy movie, but still, it’s a fun question to answer. Question 5: Who or what is your nemesis? We all have things or people that we absolutely hate. I’m sure he does too. And since everyone loves talking about what annoys them, well, this is a great question to get a conversation going. If you want to, you can encourage funny or silly answers; like jars that don’t open or YouTube videos that load ads perfectly but not the video. You can easily move the conversation to a lighter rant about generally annoying things.

Question 6: What would be the consequences of a scientific discovery that extended the life span of humans to 500 years? You two can skip this one if you aren’t in the mood for a serious discussion, but I think you’d be surprised at how many guys will really get into answering a question like this. You can discuss how societal norms might change, or how it would affect the progress of technology.

There really are a lot of directions you can take this question. Question 7: What’s the worst and best thing about being male? How much do you know about what it’s like being a guy? Well now is your chance to find out more. I think you’ll be surprised at some of the answers the guy you are talking with will give. You might also try moving the conversation to talking about some small annoying things about being a guy.

This question is really great because it’s a lot of fun to answer and you’ll probably find out some things you didn’t know. Question 8: What childish thing do you still enjoy? We all have things that we carry over from our childhood and I’m sure he does too. He might not admit it but he probably still likes peeing in the snow and building sand castles. This question is likely to get you some cute answers. Remember you don’t have to limit it to just one childish thing, you can get him to list off more.

Question 9: What movie can you watch over and over and never get tired of? He’ll definitely like telling you about his favorite movie, and more importantly you’ll learn what types of movies / shows he likes. This question is easy to expand upon because you can start talking about favorite movies and TV shows, as well as movies or shows you hate.

Question 10: What long shot have you taken that really paid off? He’s probably never been asked this question before, so be ready to give him some time to think. You’ll probably get an interesting answer though, either a story or a fact that you didn’t know about him. Question 11: If you designed and built a tree house, what would it look like and what would be in it?

This one is probably my favorite in this list of questions to ask a guy. It’s pure creativity gold. It’s great because every guy secretly wants a get away for themselves.

I don’t know what it is, but I’ve never met a guy who hated tree houses. All guys dream of tree houses that have bridges and rooms and drop down ladders. There is a reason so many men want to build tree houses for their kids. It’s not for the kids, it’s for the dad. Question 12: What movie do you wish life was more like? Another question that is fun to answer and gets a really unique conversation going.

Just remember to talk about the small things that would change as well. Really dive into how everyday life would change if it was more like the movie he choose. Don’t be afraid to take it to a ridiculous level. Question 13: What is the most interesting piece of trivia you know? He gets to show off some of the things he knows, and you get to learn some new stuff. Try and get him to tell you something you don’t know. It’s a win win. Question 14: Which celebrity would make the worst leader of a country?

What really makes this question fun is imagining what the celebrity would do once they were leader and what kinds of laws they would make.

This one is always great for a laugh. To keep the conversation going, keep switching out the celebrity. Question 15: What were you really into when you were younger but now think is silly? Find out what embarrassing things he was into when he was a kid. Great ammo for some good natured teasing later on. Question 16: What is the most useless thing you know how to do? What kind of hidden talents does he have? This is always great because usually he can show you.

We all have silly and useless talents, now you can learn about his! Question 17: How many phones have you broken or lost? A seemingly simple question that sometimes can lead to a really long discussion. That’s because usually behind every broken or lost phone there is a story. Either that or he is just super clumsy or forgetful, which is also good to know. Question 18: Which historical figure wasn’t as amazing as most people think they were? I know not everyone is into history. But even if he has only a passing interest in history, he’ll probably like this question.

After all, like they say, “Great men are seldom good men”. Plus you might learn something you didn’t know about a famous historical figure. Or you could skip this one if you both couldn’t care less about history. If you do decide to go for this one, be sure to do a bit of research and find one if you don’t already have one in mind. Question 19: You are in charge of making insects a popular food item. You have 1 billion US dollars to achieve your goal.

How do you do it? Here is another creative one. You can see how quickly he can think on his feet and how creative he is at solving problems.

Sure it’s a bit of a random question, but it’s a fun way to talk through some creative ideas. Plus, solving a problem together is a great way to have a conversation that doesn’t feel forced. Question 20: What is the highest pressure situation you have experienced and how did you handle it? Similar to the drop the mic moment question, this one will give him a chance to tell you about a story that is important to him.

Just know that there will probably be some exaggeration and embellishment happening when he tells you the story, even if he doesn’t mean to. Memory is a severely flawed thing after all! Question 21: What’s something you were really stressed about, it turned out to be no big deal?

A fun question to answer, but also very informative. You can find out what types of things stress him out and you can also see how high strung or laid back he is. Plus it’s another chance for a story, and almost everyone likes telling stories about themselves.

Question 22: What are you tired of hearing about? With a 24 hour news cycle there’s always some news story or phenomenon that’s past its interest expiration date. Ask him this question and you can see what types of things he doesn’t have patience for and it will also let you know what topics to avoid in conversation. Question 23: What three events made the biggest impact on who you are today? One of the best questions you can ask a guy.

It will let you know a little bit more about his past, how he views himself, and what he considers important. Plus it’s fantastic because there are endless follow up questions you can ask about these cornerstone events in his life. Question 24: What is something that most people get wrong? Lots of different answers to this one, so it’s pretty hard to guess what kind of answer he’ll come up with. But it’s a great little question to get a conversation going or at least come up with some complaints you can both commiserate about.

Question 25: What’s the biggest doubt you have? We all have doubts. Whether those doubts are about the world at large or ourselves. This one can really lead to a serious conversation but sharing doubts can be an excellent way of creating a strong bond between two people.

Question 26: What would you NOT do for 5 million dollars? This is a fun one to answer. And it can tell you a lot about the guy as well. You can find out what morals he considers to be most important and what activities he finds detestable.

Question 27: What do you think you know a lot about but probably don’t? Everyone likes to think they are experts at lots of things. But let’s be honest, we are actually average or below average at most things. Just think about how many people will say they are an above average driver. A little self introspection is always a good thing.

Question 28: What is society doing now that in 20 years will be laughed at and ridiculed? Just think back 20 years and you’ll find plenty to laugh about. And that’s how it’ll be 20 years from now. People will be laughing and ridiculing lots of things that are popular now.

So what do you think “future you” will look back on with disdain? Question 29: What double standard is ridiculous and needs to be ended? Lots of double standards to choose from. So now it’s time to find out what issues he thinks are important or whether he isn’t really into societal issues.

Question 30: What’s your worst customer service story, either as the customer or as the employee? He probably has a couple. And who doesn’t like a good customer service gone wrong story? If he’s worked in a customer service field, he’ll definitely have a few. And if he hasn’t, he probably has some customer service horror stories from the customer side of things.

Question 31: Who has completely lost your respect? A great question for seeing what values he thinks are important. Also a great conversation starter as there are more than few celebrities that have fallen from grace. Question 32: What’s the most effective way for a government to control its people? Okay, so I debated whether or not to put this one into the list. It’s a little more deep and serious than most of the other questions. So feel free to throw it out if it’s not appropriate.

But it definitely can lead to some very interesting conversations if either of you are at all interested in politics or history. But if you really like this question you might try our or . Question 33: If you had to choose one cause to dedicate your life to, what would that cause be? We all have causes that we hold dear. Now you’ll be able to find out what his is. You’ll also find out how active he is in charity or volunteering.

But besides all that useful information, it’s still a fun question to answer because it really puts what we are doing in daily life into contrast with what we want to be. Question 34: If you died today, what would your greatest achievement be?

A great introspective question that everyone, including you, should ask themselves. It’s easy to get lost in the day to day and forget that we’ll eventually die.

It’s important to be reminded that life is supposed to be lived. Question 35: What have you done to make the world a better place to live in? This one may or may not have the same answer as question 34 and is probably related to question 33.

All in all though, it’s a great question to ask to find out some of the things he’s done and the things that he thinks are important. Question 36: Who are some people you only met once but they left a big impression on you? Like the saying goes, you are the same person you were five years ago except for the places you’ve gone, the books you’ve read, and the people you’ve met. So who has he met that changed his outlook on life?

Question 37: What do you think is the most common complaint people in your country have? Basically an open door to a political discussion. Which can be good or bad depending on what you are after.

So make sure to use this question with caution! Question 38: What one question can you ask someone to find out the most about them? A question that is great on a lot of levels. It requires some thought to answer but can lead to some great conversations. He’ll come up with a question that you can both answer and you can come up with your own question as well. You’ll both learn a lot more about each other. Question 39: What is your closest close call?

This one is mostly to get him to tell a good story. But it can sometimes dig up some emotional memories so use this question with caution. Still, it’s great for getting to know more about him. Question 40: What stories from your life will you tell your children about (assuming you have children)? Here is another great one because it can lead to some really great stories that he’ll enjoy telling and hopefully you’ll enjoy listening to.

Question 41: If you could become the number one expert in one niche field, what would it be? Perfect for finding out more about his interests and perhaps even some of his goals. Who knows, you both might share an interest in the same thing or you might have never heard about it. Either way it’ll give you both a lot to talk about!

Question 42: What was the worst purchase you’ve ever made? Kind of a random question but it can lead to some really interesting answers. Plus at the very least you’ll learn about something you shouldn’t spend money on! Question 43: What did you think was silly until you tried it? I’m sure your familiar with green eggs and ham. Well now you can find out his green eggs and ham moment.

We’ve all been in the situation where something we thought was stupid turned out to be amazing. And who knows you might even get to try something new and amazing! Question 44: Who is your favorite author?

Okay this question is a bit generic but it allows you to find out how much he is into reading and what kinds of genres of books he’s into. If he isn’t into book or doesn’t have a favorite author that’s also great to know! Question 45: When you are day dreaming, what do you dream about? What goes on in his head when his eyes glaze over?

Well now it’s time to find out! Question 46: What do you believe even though you know it’s probably wrong? Sure it’s a little similar to the doubts question but it can lead to some really interesting answers. The answers can get a bit serious and dark but I really do think this is a great question. It’s a question that everyone should occasionally think about. We should always be questioning our beliefs and trying to find truth even if it can be a bit uncomfortable.

Question 47: What signs make you think someone will go on to be successful? This seems like a simple and straight forward question, but it actually tells you a lot about what traits he values in other people.

And it can also tell you a lot about what he thinks success is. Question 48: What’s the most unusual but fun experience you’ve had? A great question to as a guy. Why? Because as a guy I can tell you we do some incredibly dumb and unusual things in the name of a good time. Question 49: What was the weirdest habit you had as a child?

All kids are weird in their own way. He was weird too when he was kid. So now you can find out some embarrassing and probably funny things about his childhood. Question 50: What is the most irritating food? Yeah this one is a little bit of an odd one to go out on. But I like it. And it’ll probably lead to some funny answers. 150 Extra questions to ask a guy If you could level up in life just like in video games, where would you put your next skill point?

What have you done wrong for most of your life and only recently found out the right way to do it? How does your definition of a “real man” differ from the mainstream stereotype of a “real man”?

What video game do you wish life was more like? What’s the best prank you can play on someone? If time wasn’t an issue and you had forever to master a skill, what skill would you master? What was the biggest mistake in history? What are some fun euphemisms for everyday activities? If you wanted to give a tourist the local flavor of where you live, what would you have them do? What does friendship mean to you? What would be the worst thing to have a phobia of?

Who or what do you always have time for? What are two things you’ll never spend money on? If you could make everyone in the world believe one thing (regardless of whether it’s true or not), what thing would you choose?

What do you need to rant about or get off your chest? What’s the best bad decision you’ve made? What could you give a two-hour impromptu lecture on? What can a movie do to make you get up and walk out? What are you so incredibly terrible at, that you’ve given up ever doing it again? What was your favorite cartoon when you were growing up? What are some things people have selflessly done to make your life better? What do you own that a lot of people comment on?

What’s your perfect burger? Which fictional villain is your favorite? You’re given $300,000 to make one room in your house or apartment ridiculously amazing, what room do you pick and what upgrades do you make?

Have you ever seen anyone pull the “Do you know who I am?!” card? What are some boring games or sports and how can they be livened up? What game do you always lose? What do you like to do that is traditionally considered feminine? What’s the weirdest thing you used to eat as a child? What was the last movie that made you cry? What small stuff do you always sweat?

If you could add 4 hours to your day, what would you spend that 4 hours doing? What’s something everyone should experience at least once in their life? What state / city would like to move to?

What’s your earliest memory? What do you think is the most confusing idiom for people learning English? What are some websites you used to use all the time but have stopped using? Who would be the worst celebrity to have dinner with? What’s something obvious that you never noticed until someone pointed it out?

What small thing makes you angrier than it should? What one thing would you most want to save if your house caught fire? Assuming that any people or animals made it out safely already. What flavor combination is kind of weird but you really like it? What really annoys you when other people do it, but you occasionally do it as well? Where have you traveled? What obscure website do you absolutely love?

What random acts of extreme kindness would you like to see? What’s the most useful skill you’ve ever learned? If you were given the ability to make one new trend and it be instantly popular, what trend would you create? When was the last time you remember someone doing or saying something so stupid that you were sure it was a joke?

What was the most historic thing you witnessed in person or took part in? What do you know way too much about? If it was decided that all countries would be abolished and the entire earth would be one unified political body, what would be the capital city of Earth? What would its flag and anthem be?

What’s the best $5 you’ve ever spent? What movie really encapsulates the era it was made it? What fictional character is portrayed as a hero but is actually more like a villain? What was a random compliment that someone gave you that really stuck in your memory?

If you could go back in time and inspire someone to make a present-day invention, what invention in what time period would advance humanity the most? What’s your phone or computer wallpaper? What’s your favorite board or card game? How about your least favorite? What was the worst thing you ever tasted? If you were a ghost, how would you haunt? What’s one small thing you could do each day that would greatly improve your life? What makes you special and unique?

What do you judge people for that you probably shouldn’t? What movie quote are you tired of hearing? What would be the last movie you’d like to see before you die? What two things are you most passionate about? What must be seen or experienced in person to really appreciate it? What common ingredient or spice do you despise?

What celebrities are most likely to be jerks? How well can you explain how a car works? What’s the first thing that you think when see a homeless person? What’s the most ridiculous tattoo you’ve ever seen?

If you were an actor, what kind of roles do you think you would be good at? What’s the most paranormal thing that has happened to you? What movie would be better if the plot happened in reverse?

What’s currently legal but won’t be in ten or twenty years? What would you like to be the best in the world at doing? What have you done a lot but are still incredibly bad at? What are you too old for but still enjoy? What was fun to do once, but you’ll never do it again?

If you could pick up any one instrument and instantly be a virtuoso at it, what instrument would you choose? What’s your best one liner? What was the last major goal you accomplished? What are some problems you realize are first world problems but are annoyed by them anyway? What do you collect? What’s the worst injury you’ve ever gotten?

Would you volunteer to go colonize another planet if it meant you would never return to earth? What would be the worst store to have a $1,000 gift card for? When was the last time a stranger made your day? What’s something you’re surprised no one has figured out how to do yet? What’s your creative outlet? When was the last time that things got a little too real? What do people idealize but really shouldn’t?

Who’s famous for their talent, but really shouldn’t be? If you could add one rule that everyone must follow when they use the internet, what would your rule be? What’s worse than you thought it would be? What have you really wanted to do for a long time but haven’t done yet? What’s the worst slip of tongue you have heard about? What activity or hobby is so filled with hateful people that it puts you off trying it?

What’s your “back in my day, we…”? Who is the funniest actor or actress still doing movies or TV shows? What’s the best part of your day? What’s the strangest hobby you’ve heard of? What language do you like the sound of even though you don’t know how to speak it? What’s your favorite movie from each genre? What’s your definition of a good human being? What news headline would you most like to see?

If you could run away from it all and start fresh somewhere new, would you? If you were given $10,000 to throw an amazing party, gathering, or event, what would that look like? When was the last time you felt completely out of the loop? What are some small pleasures that make you way happier than they should? What’s something you boycott but don’t make a big deal of boycotting?

What social media post has really stuck with you? What common piece of advice or words of wisdom don’t actually make much sense? If you had to be stuck at one age forever, what age would you choose?

What’s an example of a modern masterpiece? What useless bit of information have you memorized and will probably never forget? What quote has always stuck with you? What’s the weirdest thing you’ve seen while driving? What would be the worst animal to be eaten by? On a scale of existential crisis to living the dream how’s life going? Besides religion and politics, what topic always gets heated in your circle of friends and acquaintances?

If you could show everyone in the world one image for 10 seconds but it couldn’t contain text, what image would you choose? What looks like it should taste better than it does?

If there were an Olympics for average people, what would some of the events be? What would an exact opposite of you be like? Would you travel to a foreign country all by yourself? If States could date, who would be into who and why?

What’s something commonly done that if you explained it to someone outside of your culture would sound completely insane or at a least a really bad idea? What would you recommend to someone if they had the day off and didn’t know what to do? What do you imagine the lives of super rich people are like? What’s the biggest “scene” you’ve seen someone make in public?

What fictional character did you / do you have the hots for? What’s your best recommendation? What happens more often than you’d like? What genetic modification would you most like to have? What was something you loved but it never really took off or was ended before it’s time? Who would you want to play you in a movie about your life? What would be the absolute best pet to have? What’s a piece of advice that you wish everyone would take to heart? What’s one thing your learned this week?

What’s the dumbest rule you’ve been forced to follow? What’s the most absurd thing that has become reality for you? Do you think your childhood was better or worse than other people growing up in a similar place and time?

What’s your most common first thought when you wake up? If you had a disease named after you, what would be the symptoms? What rules do you make for yourself? What’s one regret you have? What’s the single most important thing you have done in your life? Image: Questions to ask a guy PDF: Questions to ask a guy Perhaps you’d prefer a PDF version instead of an image?

Here you go! An easily . Well those are all of our questions to ask a guy. But we’ve got a lot of questions on the site so there are a lot more questions to ask a guy to choose from! We’ve got a lot more questions to ask a guy… • – A great list of truly fun questions to ask and answer. These questions are great for casual conversations where you are looking to get a laugh. • – Looking for questions that are a little more thought provoking and unique? This is the list for you.

Interesting questions that are still relatively casual. • – Time to get personal and find out more about him. Use these questions to find out what makes him the person he is. • – These questions are often wacky and off the wall. Choose wisely because some are quite silly. • – Yup, these questions will probably get you a strange look from the guy you are asking. But hey, why not?

best 21 dating questions to ask a guy friend

Girl, it’s easy to love me now, would you love me if I was down and out? If I fell off tomorrow, would you still love me? If I didn’t smell so good, would you still hug me? Those are some of the lyrics of 50 Cent’s 21 Questions but that’s not just what this post is all about. In fact this post is about that and more. So lets assume you just met this guy and really like him but you are not sure how to get started, how to know him more, we have put together series of 21 Questions you can ask him to either know him better or to just engage him in a conversation These questions are random and in no particular order.

You can start from anyone depending on the circumstances. In addition to these 21 questions, we have added a collection of further questions that includes Intimate Questions to Ask a Guy, Fun Questions to Ask a Guy and Interesting Questions to Ask a guy.

You can check our category for more questions. So lets get started with 21 Questions to Ask a Guy. 1. What are the things that attract you most to any lady? – Now be open to these question and don’t take it personal. While most question will easily say things that you possess just to make you feel happy and admired, some will be blunt.

They might be telling the trust or simply trying to see your reaction. In any case, their answer can be a pointer to their character. If all the qualities that attract them to a lady is all physical then use that information in your judgement. 2. If you have the opportunity to date any celeb who will that be and why?

– This is a straight forward question but an engaging one. It tells of his preference and further reveal their secret fantasy. If you want to be dirty with this (if the condition is right) you can ask “If you have the opportunity to have sex with any celeb who will that be?

3. What do you want in a relationship? – Now this is a date question, if you are just getting to know the person and nothing romantic in view you might skip this question. However if there is chance of a romantic relationship in view then this question is a perfect one as it gives you a peep into his future expectation. 4. What kind of music do you listen to and what’s your favorite song?

– Music is part of everyone and a person’s choice of music tells a lot about their personality. You can also take this further by asking if he has to choose one song to listen to for the rest of his life what song that will be. 5. What is your favorite movie and what movie are you not tired of seeing? – This is a standard question. You can asking it in a casual conversation or in a dating scenario. You can also find out his favorite actor and actress.

6. Are you into sports and what’s your favorite sport? – Most guys are either fans of football, basketball, baseball etc. Asking about his favorite sport opens up a whole new conversation that can lead to discussing his passion or goals for the future.

You can take this further by asking of his favorite team. Don’t Miss : 7. What’s your favorite book and if you have to recommend a book for me to read what will it be?

– Now some people don’t enjoy reading but they like to be considered smart. So you are sure to get a book recommendation and even beyond that. 8. Do you believe in love at first sight and have you ever experience it? – Love at first sight is right and most people have probably experienced it. This question is a good way to get started if you are looking for a romantic connection.

It’s fun to talk about and you both can end up talking more about your view on love and relationship. 9. What’s the funniest way a girl has asked you out? – This is a funny question and strictly to lighten the mood. You can take this further by asking if a lady has ever made any sexual advances on him and what did he do. 10. If you could change anything about your life what would it be?

– Everyone has some certain things they don’t quite like about their lives. This question is designed to dig deep into his insecurities, fears and hope. You can take it further by asking why? Intimate Questions to Ask a Guy 11. Has a lady ever broken your heart before OR Have you broken a lady’s heart before?

– This is an intimate question and it’s answer is something you have to pay close attention to if you are interested in going to a romantic relationship with him. While most guys won’t confess to cheating on their girlfriend, they’ll readily admit being a victim of a heartbreak. 12. Have you ever had a one night stand? – One night stand is a secret fantasy for most guys so don’t be surprise with a “yes” answer.

You can take this further by asking why and what happened with the lady afterwards. 13. What do you do for a living? – This is an intimate question and one most guys might hesitate to answer. The reason is because what a man does for a living is personal to him. If you can get him to talk freely about his job, then he’ll open up to further question.

14. What do you enjoy doing? – For most people, what they enjoy doing is quite different from their job. They’ve not quite figure out how to make money doing what they love. Another way to phrase this question will be “If money is not a factor, would kind of job would you rather be doing? 15. Who is the closest person to you? – This also can be phrases as “Who do you trust most in your life” This question is design to give you an insight to whom he respect the most.

Someone you can talk to should you need to get through to him or get him to see things from a different perspective.

Funny Question to Ask A Guy 16. What’s the weirdest dream you have ever had? – Everyone dreams. Asking about his weirdest dream is a fun way to get him relax around you and turn a past situation into fun. You can take this further by asking him if he has ever been chased in his dreams.

17. What is the worst lie you’ve ever told and did you get caught? – Guys lie, some all the time. Some lies are just plain stupid so expect something funny. You can take this further by telling him your own worst lie and what happened afterwards 18. If you’ve have an opportunity to be invisible for one day, what would you do? – This bring a lot of imagination to bare. It helps stretch a conversation and also gives you an insight to his humor side. You can again take this further by asking him what good will he do.

19. If you were a lady what kind of guys will you be attracted to? – Well, most guys will give you the quality the possess as the kind of guys they’ll be attracted to.

Pay attention and again you can take it further asking why they find those qualities attractive. 20. Which would you rather be, ugly and smart OR dumb and handsome? – Again pay attention to his answer as it gives you and insight to his preference.

You can also take this further by reversing the question. Which would you go for, a ugly and smart girl OR a beautiful but dumb girl. Questions to Ask Your Boyfriend Asking questions to your boyfriend is a lot different from a friend or someone you are just getting to know. Questions in relationship not only serve as an avenue for effective communication but give both party the opportunity to get to know each other better.

While each conversation does not have to be intense and serious, we have put together these further question specifically for asking your boyfriend. Some of these are serious questions while others are as a way of conversation. Here are some questions to ask your boyfriend. 1. What motivates you? – Your boyfriend is not like every other person. It’s your duty to not only be his girlfriend but also support him.

Asking what motivates him in life gives you an idea of how to support his goals and dreams. 2. Why did you break up with your ex girlfriend? – Your intention is this regards is not to judge but to be in the aware.

Most times mistakes are repeated when people don’t take time to analyze where they got it all wrong. Knowing his best past relationship will help you avoid any unexpected intrusion. 3. Do you have any secret you think I should know about? – People have secrets and sometimes are not up front in a relationship situation for fear of being judged.

Asking him if there is any secret you need to know gives him the opportunity to come clean. 4. Is there anything you’ve done in the past that you are not proud of? – No one is perfect and some of us have done something in the past that we are not particularly proud of and wish we can undo. This question give more room for intimacy between both of you. 6. What makes you insecure?

– We all have our insecurities. Finding out what makes your man insecure can put you in a position to assist him. You can also take this further by asking him what makes him jealous in a relationship. For more questions visit our Category. Tag :

20 Dirty Questions to Ask a Guy
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