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500 Best Good Questions to Ask a Guy You Like

Questions to Ask a Guy You Like: You want to engage a guy you like in a conversation and you need some serious Deep, Flirty, Interesting, and Funny romantic questions to ask him, I have come up with 181 questions to ask a guy you like that will make him smile.

The below cute and questions to ask a guy you like can be used in a one-on-one conversation or even over text, maybe through text messages, chat via social media, or even on a video call or voice call.

READ ALSO: Questions To Ask A Girl You Like

FAQ on Questions to Ask a Guy

What Are Good Questions to Ask a Guy

Below are some of the good questions to ask a guy that will tickle him, cool questions that will shock and surprise him:
– What’s your favourite movie of all time?
– What’s the last book you read?
– If you could only eat one food for the rest of your life, what would it be?
– Are you a cat or a dog person?
– What type of music do you like?
– What TV show are you currently binging?
– What’s your favourite holiday?

Questions to Ask a Guy When Getting to Know Him

– Be honest, does a girl’s size matter?
– If you leave a girl on reading, does it mean you’re not interested?
– What emoji do you usually flirt with?
– How does a guy know when a girl is the one?
– Have you ever been heartbroken?
– How many posts do you like on a girl’s Instagram page to hint that you’re interested?
– Define a girl who is beautiful inside and out.

Questions to Ask a Guy

Most times deep down inside our heart, we feel like asking our lover some questions maybe to know his intentions towards you, but to come up with those meaningful questions becomes a problem, sometimes we can remember any other lovely question to ask him after asking him just one or two questions, this might be due to tension, we have got a serious solution for that, we are writing them for you.

Any kind of question you feel like asking for whatever reason, we got it covered here for free, check out the below sweet questions for a guy:

  • If you could change one thing about the world what would it be and why?
  • If you won the lottery what is the first thing you’d do with your money?
  • If you could go back and redo a part of your life, would you?
  • If you could go back and pick a different profession, what would you choose?
  • If you could live anywhere in the world where you would move?
  • Who in your life do you admire the most?
  • If you were a woman for a day what is the first thing you’d do?
  • What is your favorite hobby? – Questions to Ask a Guy You Like
  • How often do you read your Horoscope?
  • What are the top three things on your bucket list?
  • Are you more of a summer or winter kind of person?
  • What helps you unwind after a long, stressful day?
  • When you’re upset do you like to be comforted or left alone?
  • If you could change your name, what would you make it and why?
  • What was the best day of your life thus far?
  • What was the happiest moment you’ve ever experienced?
  • Do you feel like something is missing from your life?
  • What are you most passionate about?
  • What is one thing you’d love the learn more about?
  • What is your favorite non-physical part about yourself?
  • What is more important to you: money or happiness?
  • What was the last thing to make you cry?
  • What is your biggest fear?

Questions to Ask a Guy You Like

  • If you could go anywhere in the world, where would you go and why?
  • Are you a morning person or night person?
  • Do you prefer making plans or following along with what someone else planned?
  • Do you have a mentor in life that you’ve continuously looked up to?
  • When do you feel most vulnerable? – Questions to Ask a Guy You Like
  • Where is the one place you’ve lived that has actually felt like home?
  • If you could change anything about yourself, what would it be and why?
  • What are you most proud of accomplishing?
  • What would your dream vacation consist of if money wasn’t a factor?
  • Can you honestly say you love what you do everyday?
  • What is one thing in life that makes you feel alive?
  • Are you a cat person or a dog person?
  • What is the craziest thing you’ve ever done?
  • What is your biggest pet peeve?
  • What would you consider your best trait? And your worst trait?
  • What is the first thing you notice when you meet a girl?
  • Have you had any near death experiences?

READ ALSO: Top 5 Best Christmas Gifts For Toddler Girl 2021

Good Questions to Ask a Guy

  • What is the one thing that can always make you smile?
  • If you could marry one fictional character or celebrity, who would it be and why?
  • What is better in your opinion – asking for forgiveness or permission?
  • What is the most embarrassing moment you’ve ever experienced?
  • Would you rather watch the movie or read the book?
  • If you could have one super power what would it be and why?
  • How do you deal with people in your life who you don’t like?
  • What is your biggest regret so far? – Questions to Ask a Guy You Like
  • Have you ever got in trouble with the law? If so, what for?
  • If you could go back to a certain time in your life, what would it be?
  • How would you describe yourself in five words?
  • How would you describe your perfect girl in five words?
  • What’s the one accomplishment you’re most proud of?
  • What’s your biggest pet peeve?
  • What were your childhood nicknames?
  • What, in your opinion, is your best quality?
  • What never fails to make you laugh?
  • What’s the best compliment you’ve ever received?
  • Do you think your zodiac sign accurately describes you?
  • If you could choose one superpower, what would it be?
  • What’s your favorite fast food place?

Deep Questions to Ask a Guy

  • Do you believe in ghosts?
  • What was your first cell phone?
  • If you ever got a tattoo (or if you already have one and get another one), what would you get? – Questions to Ask a Guy You Like
  • If you could only watch one TV show for the rest of your life, what would it be?
  • Do you have any hidden talents?
  • What’s your favorite part about your job?
  • How do you like to spend your weekends?
  • What does your perfect Saturday night consist of?
  • Are you an early bird, or a night owl?
  • Who inspires you the most?
  • Do you have a favorite quote or mantra?
  • What do you think happens when you die?
  • What’s the nicest thing someone has ever done for you?
  • What do you like most about me?

21 Questions to Ask a Guy

  1. What are your personal goals?
  2. What kind of childhood did you have?
  3. What makes you insecure?
  4. What do you expect from a love relationship?
  5. What’s the one thing you can’t tolerate?
  6. What do you find attractive in a woman?
  7. What expectations do you have of yourself?
  8. What was your most memorable birthday?
  9. Have you ever worn girls clothing?
  10. Who are your family and friends?
  11. What kind of music do you like and which places in the city do you like to go to?
  12. What’s the one thing you can’t live without? – Questions to Ask a Guy You Like
  13. What is your funniest memory of high school?
  14. How do you feel working for (company)?
  15. What’s one item you’ve recently crossed off your bucket list?
  16. If you could describe yourself with one word, which would it be?
  17. What is your favorite food?
  18. What is your favorite character from childhood?
  19. What kind of animal do you love the most?
  20. Would you rather choose fishing or hiking?
  21. Do you believe in God?

READ: Sweet Text For Girlfriend To Melt Her Heart

Flirty Questions to Ask a Guy

  • Would you make breakfast in bed for a girl you fancy?
  • What do your friends say about you?
  • What are your most beloved artists, and why?
  • Where should I go if I want to spend my day as a tourist in this city?
  • What’s your favourite piece of art?
  • Have you ever had sex in a forbidden place?
  • What do you love most about sleeping with a girl?
  • What are your mornings like?
  • What is your favourite drink?
  • Where would you go if you only had 24 hours to live?
  • What’s the best thing about being single and happy?
  • What’s the best advice someone has ever given to you?
  • What would you tell your teenage self if you could send them some insights from the future?
  • Do you believe in miracles?
  • Are you fond of who you are? – Questions to Ask a Guy You Like
  • If you had to describe the most intense moment of your life using only one word, how would you name it?
  • What makes you sad?
  • Where would you like to spend the rest of your life if you could?
  • Would you give away everything you had if you were promised to be forever young?
  • What is something you’ll never apologise for?
  • What is the first thing you notice about a woman?
  • Have you ever been in love?
  • Will you kiss me now?

Questions to Ask a Guy to Get to Know Him

  • What was your childhood like?
  • Did you have a close bond with your parents?
  • Do you have any brothers or sisters?
  • What was your first crush like?
  • Are you still friends with your exes?
  • If you had to describe your father, what would you tell me about him?
  • What was your biggest achievement?
  • Do you like animals?
  • What’s your favourite song from your teenage years?
  • What makes you feel happy?
  • Are you a competitive person?
  • Do you like any sports?
  • What’s your favourite book? – Questions to Ask a Guy You Like
  • Would you lend it to me?
  • What do you think about death?
  • What about children?
  • What is your favourite memory from childhood?
  • What is your favourite scent?
  • How did you lose your virginity?
  • What’s your strongest character trait?
  • What is your weakest spot?

20 Questions to Ask a Guy

  1. Do you consider getting married one day?
  2. What do you think about Pink Floyd?
  3. How do you like to dance?
  4. What is your favourite album?
  5. What was the worst winter of your life?
  6. On a scale from 1 to 10, how good would you say you are at singing in public?
  7. Are you left wing or right wing? Or in between?
  8. Are you pro choice or pro life?
  9. Have you ever felt attracted to a queer person?
  10. Did you ever participate in a protest?
  11. Would you date two girls in the same day?
  12. Would you ever date a blind person?
  13. Tell me about the one who got away.
  14. How many pairs of shoes do you have?
  15. Do you own a suit? – Questions to Ask a Guy You Like
  16. Have you ever stalked someone?
  17. What’s the biggest life lesson you have learned?
  18. What’s the most significant love lesson you have learned?
  19. What is your favourite summer memory?
  20. What is it about us girls that makes you so horny?
  21. What was the biggest letdown of your life?

Personal Questions to Ask a Guy

  • What would you take with you on a deserted island?
  • What would you say about your relationship with God?
  • What are you secretly fond of?
  • What’s the most important quality you enjoy in a friend?
  • Did you ever betray anyone you loved?
  • If I gave you a pen and paper what would you make out of them?
  • What’s the movie scene you loved the most?
  • How do you relate to people who suffer from mental disorders?
  • Tell me about the worst job you’ve ever had.
  • What are you most ashamed of?
  • What are you most proud about? – Questions to Ask a Guy You Like
  • How would you rate today’s politics in terms of efficiency and protection?
  • Do you wish you were born some place else?
  • What is your opinion on men who refuse to use condoms?
  • What is one thing that brings a smile to your face, no matter the time of day?
  • What’s is one thing that you’re proud of?
  • What makes you laugh?
  • When you’re feeling super lazy, what’s your guilty-pleasure Netflix show?
  • What’s the scariest thing you’ve ever done?
  • What is one memory you have from childhood?
  • What’s the best thing about your life right now?
  • What is one thing that you’re thankful for?
  • What’s one thing that you fear?
  • If you could only watch one movie for the rest of your life, what would it be?
  • Can you tell me one thing, big or small, that you’ve never told anyone else?

Interesting Questions to Ask a Guy

  • What are you still sad about?
  • How would you handle someone hitting on your significant other?
  • What are your feelings towards open relationships?
  • Have you ever been jealous? – Questions to Ask a Guy You Like
  • Where do you see yourself in the year 2050?
  • Do you believe everyone we meet is meant to teach us a lesson about ourselves?
  • Have you ever walked away from someone you still loved?
  • What’s your to go place when you’re having a bad day?
  • Can you make pancakes?
  • What are some of the things you wish a girl knew before dating you?
  • Are you a feminist?
  • What is your take on climate change?
  • What are your top 3 healthy habits?
  • What do you think about psychology and what role did it play in your life?
  • Tell me the most embarrassing experience you had in bed.
  • Would you date someone who doesn’t have any books in their house?
  • What do you love most about travel?
  • What’s the best thing about being single?
  • Do you believe in astrology? – Questions to Ask a Guy You Like
  • Have you ever went and kissed a total stranger out of the blue just because you could not resist it?
  • What is your most treasured memory?
  • What makes you laugh?

Great Questions to Ask a Guy

  • If you could a full 24 hours without any work or obligations, a day to just do whatever you wanted, what would you do?
  • What is the best compliment you’ve ever received?
  • What is something you’re talented at?
  • What’s your favorite college memory?
  • What is your best friend like?
  • If you could live anywhere in the world, where would you live?
  • What’s one thing you want to do before you die?
  • If someone gave you a million dollars right now, what would you spend it on?
  • Have you ever made a decision that changed your entire life? If so, what was it?
  • What’s your favorite thing to do on the weekends?
  • What’s your zodiac sign? And do you think it describes you?
  • What’s your biggest regret?
  • What can always put you in a good mood? – Questions to Ask a Guy You Like
  • What’s your guilty pleasure snack, drink, or junk food?
  • If you were forced to eat fast food for your every meal, what would be your top two places?
  • What’s one thing you wish you could change about yourself?
  • If you had the option to hit restart and begin life all over again, would you?
  • Have you ever lost someone close to you? What were they like?
  • What’s your favorite social media profile?

Questions to Ask a Guy Over Text

  • Where’s the coolest place you’ve ever been/traveled to?
  • What’s one thing people would never know about you just by looking at you?
  • What’s one thing about the opposite sex that you’re attracted to?
  • What are three qualities you look for in a potential date?
  • What’s the sweetest thing you’ve ever done for a girl?
  • How would others describe you?
  • What’s your all-time favorite memory?
  • What are your parents/step-parents/guardians/people who raised you like?
  • What’s your go-to alcoholic drink?
  • What would be your ideal first date?
  • If you could have three wishes, what would they be?
  • What’s one thing that totally relaxes you when you’re stressed?
  • What’s a random hobby you’ve always wanted to try but never have?
  • When was the last time you cried, and why did you? – Questions to Ask a Guy You Like
  • What scares you the most about the future?
  • Do you want to have children someday?
  • What do you imagine your future family will be like?
  • Have you ever done or accomplished something you never thought you could? What was it?
  • What’s one thing you could never live without?

Random Questions to Ask a Guy

  • If you had to describe yourself in three words, what would they be?
  • Who is one person you could never live without?
  • What’s your favorite vacation place?
  • Would you rather go out or stay in on a Saturday night?
  • What’s your favorite quote, line of poetry, or sentence?
  • What’s your favorite family memory?
  • What’s one thing that helps you decide you can trust someone?
  • Have you been in love before?
  • How would you explain what ‘love’ is?
  • Have you ever gotten your heart broken?
  • What’s one thing you’ve learned about yourself from a past relationship?
  • What’s your biggest pet peeve?
  • What’s one thing that’s a total turn off?
  • What’s one thing that’s a total turn on?
  • What’s the craziest thing you’ve ever done for a girl?
  • What’s your go-to drink/food/activity when you’re sick and in bed?
  • What’s the scariest thing that ever happened to you as a kid? – Questions to Ask a Guy You Like
  • Who in your family, immediate or extended, are you the most similar to?
  • Where do you see yourself in five years?
  • What’s your favorite song or artist?
  • What would be your dream job?
  • If you were writing a book about your life, what would the title be?

READ: Sweet Birthday SMS For Girlfriend

Questions to Ask a Guy to Know His Intentions

  • If you were forced to leave your home and move to a county you’ve never been before, what are three things that you’d take with you?
  • What’s a favorite memory with a pet/animal? – Questions to Ask a Guy You Like
  • Who are you closest to in your family?
  • What’s your family like?
  • What’s your favorite flavor of ice cream?
  • What’s your favorite joke?
  • What’s the stupidest thing you’ve ever done?
  • If you could rewrite your past, what’s one thing you’d change?
  • What do you think your best physical feature is?
  • What’s one thing about yourself, personality-wise, that you like?
  • When you’re feeling down, who or what is your biggest go-to person or activity?
  • If you could only eat one food for the rest of your life, what would it be?
  • What’s one thing you’re super passionate about?
  • If you had to lose one of your five senses, which would you give up and why?
  • What’s the hardest thing, physically, you’ve ever done?
  • What’s the hardest thing, mentally, you’ve ever done or been through?
  • What’s the best part about your job?
  • What’s one thing that defines who you are? – Questions to Ask a Guy You Like
  • If tomorrow was your last day on earth, what would you do in your last 24 hours?
  • What do you believe in, generally or faith-wise?
Questions to Ask to Get to Know a Guy
Questions to Ask to Get to Know a Guy

Questions to Ask to Get to Know a Guy

  • What’s your favorite word?
  • What keeps you up at night?
  • What’s your go-to phrase?
  • What’s one silly, little-kid item that you still have somewhere hidden in your room?
  • Who is someone that’s impacted your life or helped you become who you are?
  • What’s one thing you want to achieve before you die?
  • What’s your favorite book?
  • What’s one thing, silly or serious, that you’re guilty of?
  • What makes you blissfully, completely, smile-from-ear-to-ear happy?
  • What’s the number one thing that you don’t like about Women?
  • Do you think that dating is harder or easier with the internet?
  • Are you intimidated by Women that make more money than you? – Questions to Ask a Guy You Like
  • Who was your celebrity crush when you were a young child?
  • Do I make you nervous?
  • How do you feel around me?
  • Do you ever lie to get what you want from girls?
  • What was the first thing that came to your mind the first time you saw me?
  • Would you rather win 1 million dollars or fall in love?
  • Do you have any questions for me?
  • What is your romance spirit animal?

Funny Questions to Ask a Guy

  • What moment sticks out for you as your most embarrassing experience ever?
  • What is your quirky pet peeve? – Questions to Ask a Guy You Like
  • Are you of the naughty or nice variety?
  • What celebrity do you have a secret crush on?
  • What would be the one meal you could eat every single day and never get bored?
  • Have you ever been caught in your birthday suit accidentally?
  • What is the most hilarious childhood memory you can think of?
  • Cutest animal on the planet?
  • Can you remember the funniest thing you ever did or said?
  • If you were a server, would you spit in a customer’s food for being rude to you or someone else you work with?
  • What was the funniest way that you have been injured?
  • If your life was a movie, what songs would be on the soundtrack?
  • What scene from a TV show will you never forget?
  • What movie trope annoys you the most?
  • If coffee was illegal, what would its street name be?
  • What TV catch phrase do you most enjoy using?
  • What terrible movie do you love?
  • What song do you have to sing along with when you hear it?
  • What golden age are we currently living through? – Questions to Ask a Guy You Like
  • If you had to become an inanimate object for a year, what object would you choose to be?

Stupid Questions to Ask a Guy

  • If someone painted a portrait of you, how would it look (clothes, background, pose, etc.) and what else would be in the painting with you?
  • What game are / were you really good at?
  • If you were a DJ, what would your DJ name be?
  • If You Could Morph Two Animals To Make One Super Animal, What Two Animals Would You Choose? Why?
  • Which movie do they need to a sequel to?
  • What is one food that you consider the bane of your existence?
  • If your life had a theme song, what would it be?
  • What is something that I wouldn’t believe about you?
  • What is the most hilarious childhood experience that you could think of right now?
  • What do you think you would be doing if you never had to work in your life?
  • Have you ever noticed that easy open packages never seem to open that easily?
  • If you manage to survive the apocalypse, what do you think your post-apocalyptic job would be?
  • What’s the most imaginative insult you can come up with right now?
  • How do you handle people you don’t like?
  • What would be the most ironic way that someone could die?
  • What reality TV show would you most like to see made? – Questions to Ask a Guy You Like
  • What is the most unprofessional thing you’ve seen someone do?
  • You can have one secret video / audio feed from anywhere in the world. Where do you put it?
  • If You Had To Choose One Animal To Help You Win A Fight, Which Animal Would You Choose?
  • The last thing you ate is now the only thing you can eat. How soon do you die?
  • If you have a logo instead of a name, what would it look like?
  • You are about to get into a fight, what song comes on as your soundtrack?

Dirty Questions to Ask a Guy

  • Where is the naughtiest place you have done it?
  • Do you get amorous in the morning or evening?
  • What are you best at in bed?
  • Have you ever done it outside?
  • What’s the best bedroom experience that you’ve ever had?
  • What do you think about dirty talk?
  • Is there anything that turns you off in the bedroom?
  • What’s the longest you’ve gone without doing it? – Questions to Ask a Guy You Like
  • What’s the most number of times you’ve done it in a row?
  • What’s one public place where you would want to do it?
  • Have you ever had a friend with benefits?
  • If I were in your room right now, what would you want to do to me?
  • What is your favorite sex position?
  • What’s the sexiest thing someone could say to you in bed? 
  • When do you feel the most passionate?
  • What is your dirtiest fantasy?
  • What are your thoughts on foreplay?
  • What do you think about friends with benefits?
  • Do you like the lights on or off during sex?
  • What do you think about toys in the bedroom? – Questions to Ask a Guy You Like
  • What would you do if you could do anything with me?
  • When did you lose your virginity?
  • What is the weirdest thing you have dreamt about doing with a girl?
  • Are you a top or bottom?

Sexy Questions to Ask a Guy

  • Do you want to know what I’m wearing?
  • What is your favorite sort of foreplay?
  • If you could only touch me in one place, where would it be?
  • Can you undress me with just your mouth?
  • Would you ever try edible underwear?
  • What’s a naughty fantasy you have about me?
  • What is your favorite type of lingerie?
  • What’s one thing you want me to do to you that I haven’t done?
  • Have you ever just wanted to tear my clothes off?
  • What’s your favorite thing to do to me?
  • What’s your favorite sex position with me? – Questions to Ask a Guy You Like
  • How often would you like us to be having sex?
  • If I told you I wanted to have sex right now, what would you do? 
  • How do you want me to touch you? Describe it.
  • What color underwear do you like the most on me?
  • How does it feel when I go down on you?
  • Is there a sexy scene from a movie that you want to recreate with me?
  • Would you like to take a long shower together?
  • How can I drive you crazy with my body?
  • Do you like going down on me?

Juicy Questions to Ask a Guy

  • What do you think of open relationships?
  • Which body part are you most proud of?
  • Do you like cuddling?
  • Are you a good kisser?
  • What do you wear to bed?
  • Have you ever pictured me naked?- Questions to Ask a Guy You Like
  • What is the first thing you noticed about me?
  • Do you like when the girl makes the first move?
  • What turns you on?
  • What do you find most attractive in a girl?
  • What is the craziest thing you have ever done?
  • Have I ever been in your dreams?
  • Do you like massages?
  • Do you prefer kissing or cuddling?
  • Are there any games you like to play in the bedroom?
  • Is it hot in here or is it just you?
  • What is the easiest way to make you smile?
  • What is your most embarrassing make-out memory?
  • Have you ever slept with anyone and then regretted it? 
  • Have you ever played dirty truth or dare?
  • Have you ever played strip poker?
  • Who is your celebrity crush? – Questions to Ask a Guy You Like
  • Before you got to know me, did you ever fantasize about me?
  • Do you prefer making out or cuddling?
  • What is the best kiss you have ever had?
  • What type of girl are you attracted to? 
  • What do I do that makes you smile?
  • How many girls have you been with?
  • Do you see a difference between having sex and making love?
  • What do you look for in a girl? 

Weird Questions to Ask a Guy

  • What would you do if I sent you a dirty picture of me?
  • Have you ever wanted to tear my clothes off?
  • Do you think of me when we are apart?
  • Have you ever had a dream about me?
  • Do you prefer rough or romantic? 
  • What do my lips taste like? – Questions to Ask a Guy You Like
  • What is your favorite part of my body?
  • When was the last time you have a dirty dream? 
  • If you could choose what I was wearing, what would it be?
  • What is a sex position you have never tried, but would love to try? 
  • What is the dirtiest thing you ever thought about me?
  • Do you prefer eye contact or none during sex?
  • How high is your sex drive? 
  • Would you rather see me in lingerie or nothing at all?
  • Do you get jealous when other guys check me out?
  • Do you like it when I pull your hair?
  • How does it feel when we make out? – Questions to Ask a Guy You Like
  • Are you thinking about me? Because I am thinking about you.
  • What times of day do you think about me?
  • Do I make you nervous?

READ: Good Morning Love Messages for Girlfriend

Relationship Questions to Ask a Guy

  • Where do you want to be in an hour?
  • What is the color of your underwear right now?
  • What song do you feel the absolute urge to sing along with whenever you hear it?
  • What’s the one thing that you’re most terrible at?
  • Do you consider yourself more of a nice person or a naughty person?
  • What commercial convinced you not to buy the product they are advertising?
  • What conspiracy theories do you believe in?
  • What do you think am I thinking right now?
  • What do you think is the worst way to die?
  • What makes you cry? – Questions to Ask a Guy You Like
  • How many walkers have you killed? How many people? Why?
  • When it comes to toilet paper, do you set the flap over or under?
  • What three things you would never spend your money on?
  • If animals could talk, which do you think would be the rudest?
  • What is something that is really important to you but you never get the chance to talk about?
  • What small stuff do you always sweat?
  • For you, what does the perfect burger look like?
  • What can you talk about for hours on end?
  • What’s the most absurd thing that has become a reality for you?
  • What’s your biggest kitchen fail?
  • What do you consider the sexiest animal on the planet?
  • Given the chance, what would you say to your five year old self?
  • Are you happy right now?
  • What is the longest amount of time you have been awake?
  • What common piece of advice or words of wisdom don’t actually make much sense?
  • What’s your favorite smell? – Questions to Ask a Guy You Like
  • What is your signature dance move?
  • Are you concerned with what other people think about you?
  • What’s one super power that you would never want to have?
  • What’s your definition of a good human being?

Questions to Ask a Guy About a Girl

  • Do you think double texting is a big deal?
  • What’s the most embarrassing thing you’ve ever done to get a crush’s attention?
  • When did you have your first kiss?
  • Do you believe in astrology? Does your sign fit you?
  • What’s the most spontaneous thing you’ve ever done?
  • If you go to a restaurant and have terrible service, is it ever OK not to tip?
  • Have you ever cheated on your S.O.?
  • Have you ever been cheated on?
  • What’s your biggest regret? – Questions to Ask a Guy You Like
  • What’s your dream date night?
  • How many S.O.s have you had?
  • Are you looking for a relationship?
  • your life was a movie, what would it be called?
  • What’s the last concert you went to?
  • What do you wish you were really good at?
  • If you were a dog, what kind of dog would you be?
  • Do you believe in aliens?
  • Do you shower at night or in the morning?
  • What’s the most cringeworthy outfit you’ve ever worn?
  • What was the last show you binge-watched? – Questions to Ask a Guy You Like
  • If you had a time machine, would you go back in time or visit the future?
  • If you could only hear one song for the rest of your life, what would it be?
  • What is the worst lie you’ve ever told your parents?
  • If any actor or actress could play you in a movie, who would it be?
  • What’s your favorite song lyric?
  • When was the last time you felt most yourself?
  • What do you think my superpower is?
  • What is your dream job?
  • What does your ideal weekend look like?

Embarrassing Questions to Ask a Guy

  • What is something that everyone looks stupid doing?
  • What’s the craziest thing you’ve ever done?
  • If you were a pizza topping, what would you be and why?
  • What’s the most terrible movie that you love?
  • If you were a rapper, what would your rapper name be? – Questions to Ask a Guy You Like
  • Would you rather always say everything that goes in your mind or never speak a word again?
  • Could you go for a month without any kind of electronic gadget?
  • Can you fold a fitted sheet?
  • What’s the weirdest smell you have ever smelled?
  • Would you rather have bionic arms or bionic legs?
  • Does your credit card have three numbers on the back like mine? What are they?
  • What’s the worst thing you have ever tasted?
  • What are some things that are okay to do occasionally but definitely not okay to do everyday?
  • Would you like to be famous? In what way?
  • What is the most normal thing about you?
  • If you had to flee the country, where would you choose to live?
  • What was the last thing in your mind? – Questions to Ask a Guy You Like
  • If you were to tell me three things about yourself right now, which two things are total lies?
  • Would you rather have the ability to fly or teleport?
  • What would be the creepiest thing you could say while passing by a stranger on the street? – Questions to Ask a Guy You Like
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