245+ EXCEPTIONAL Flirty Questions You Can Ask a Guy

One of the best ways to get a man to open his heart and commit to you is the effective use of sweet flirty questions to ask a guy.

Communicating is an important part of a lasting, romantic relationship. You should try your best to know as much about your guy as you can, and good questions to ask a guy can help you to learn about his likes, his dislikes, his hopes, and his past experiences whether they were good or bad.

There are many ways to cherish your love with more color, happiness, and strength. Cute flirty questions to ask your boyfriend over text and love messages for him are the perfect way to leave him thinking of you.

Top Flirty Questions You Can Ask a Guy

  • You prefer cuddling or making out?
  • What do you think is your best feature?
  • What is the hardest thing you have ever done in your entire life?
  • How is someone like you still single?
  • What are your favorite nicknames/pet-names for guys?
  • How would you describe me in three simple words?
  • What is one thing that brings a smile to your face, no matter the time of day?
  • What’s one thing people would never know about you just by looking at you?
  • What does the idea of foreplay mean to you?
  • What’s is one thing that you’re proud of?
intimate questions ask guy
  • What are three qualities you look for in a potential date?
  • What kind of a boyfriend would you make?
  • When you’re feeling super lazy, what’s your guilty-pleasure Netflix show?
  • What’s your favorite quote, a line of poetry, or sentence?
  • How would others describe you?
  • So how did you get to become so hot/cute/adorable/handsome?
  • What’s the scariest thing you’ve ever done?
  • What’s your all-time favorite memory?
  • When do you last cry and why?
  • What is one memory you have from childhood?
  • Did you know that you keep making me smile?
  • 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’s the best thing about your life right now?
intimate questions ask guy
  • What’s your worst habit?
  • What is the best compliment you’ve ever received?
  • What is one thing that you’re thankful for?
  • For you, what are the cutest things to say to the boyfriend?
  • What is something you’re talented at?
  • How would you define love?
  • Do you think about me a lot?
  • What’s your favorite college memory?
  • What’s one thing that you fear?
  • What did you think when you first saw me?
  • If you could make me your personal genie for the day, what would you make me do?
  • What’s one thing you want to do before you die?
  • If you could only watch one movie for the rest of your life, what would it be?
  • Do you like romantic movies?
  • What’s one thing that helps you decide you can trust someone?
100 flirty questions to ask your boyfriend
  • Can you tell me one thing, big or small, that you’ve never told anyone else?
  • Have you ever made a decision that changed your entire life? If so, what was it?
  • What’s your favorite movie line?
  • Are you a cat or a dog person?
  • 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?
  • Are you busy on… ?
  • What is your perfect idea of a date?
  • What’re your favorite cute ways to say goodnight?
  • What’s a favorite memory with a pet/animal?
  • What’s your favorite thing to do on the weekends?
  • What’s your zodiac sign? And do you think it describes you?
  • Would you be interested in going out sometime?
  • What’s your favorite flavor of ice cream?
  • Do you prefer to give or receive?
  • What’s your favorite joke?
  • What’s your biggest regret?
  • What’s the stupidest thing you’ve ever done?
  • What can always put you in a good mood?
  • Would you consider yourself to be shy?
  • If you could rewrite your past, what’s one thing you’d change?

Flirty Questions to Ask the Guy You Like

  • How would you describe your ideal relationship?
  • What’s one thing about yourself, personality-wise, that you like?
  • What’s a random hobby you’ve always wanted to try but never have?
  • What’s the scariest thing that ever happened to you as a kid?
  • Where would you get a tattoo and what would it say?
  • When you’re feeling down, who or what is your biggest go-to person or activity?
  • What scares you the most about the future?
  • What did you first notice about me?
  • What do you feel are your weaknesses?
  • If you could only eat one food for the rest of your life, what would it be?
  • Do you have a secret fantasy and if so what is it?
  • What’s one thing you’re super passionate about?
  • Do you want to have children someday?
  • Why don’t you tell me more about yourself?
  • If you had to lose one of your five senses, which would you give up and why?
  • What’s the worst pickup line you’ve ever heard?
  • Do you think you could treat a girl right?
  • What’s the hardest thing, physically, you’ve ever done?
  • How would you make me fall for you?
  • What do you imagine your future family will be like?
  • Smart or happy? What is more important to you?
  • What are your earliest memories?
  • What’s the hardest thing, mentally, you’ve ever done or been through?
  • What’s the best pick up line you’ve ever heard?
  • Do you ever get shy around me?
  • Have you ever done or accomplished something you never thought you could? What was it?
  • What’s the best part about your job?
  • How did you get to be so cute?
  • What’s one thing you could never live without?
  • Can you think of a movie title that best explains your life currently?
flirty questions to ask a guy you like when playing 20 questions
  • What have you always wanted to get for your birthday?
  • What’s one thing that defines who you are?
  • So what’s the one weird thing you own that has the best story?
  • What is the best book you’ve ever read?
  • Do you think about me when we’re not together?
  • Would you rather go out or stay in on a Saturday night?
  • If tomorrow was your last day on earth, what would you do in your last 24 hours?
  • What excites you?
  • What would your preferred superpower be?
  • What do you believe in, generally or faith-wise?
  • Where’s the coolest place you’ve ever been/traveled to?
  • Can you cook/bake?
  • Where do you see yourself in five years?
  • What’s your favorite song or artist?
  • If you won a trip to go anywhere on earth, where would you take me?
  • Would you rather have true love or win the lottery?
  • What would be your dream job?
  • If you were writing a book about your life, what would the title be?
  • What’s your favorite word?
  • What keeps you up at night?
  • What’s your go-to phrase?
  • What was the weirdest gift you’ve ever received from a partner?
  • So what are you doing to change the world?
  • Can you remember the funniest thing you ever did or said?
  • What’s one silly, little-kid item that you still have somewhere hidden in your room?
  • How do you treat people who annoy you for no reason?
  • Who is someone that’s impacted your life or helped you become who you are?
  • What’s the most fun way you’ve been asked out?
  • What’s one thing you want to achieve before you die?
  • What would your parents be surprised to learn about you?
  • What’s your favorite book?
  • What do you value in a relationship?
  • What’s one thing, silly or serious, that you’re guilty of?
  • What’s your favorite thing to do after work?
  • Would you consider yourself introverted or extroverted?
  • What makes you blissfully, completely, smile-from-ear-to-ear happy?
  • Have you ever been caught in your birthday suit accidentally?
  • What would you say to your President if you ran into him randomly?
  • Who would you have lunch with if you could choose anyone whether living or not?
  • What is your current goal at the moment?
  • What do you feel is the world’s biggest problem right now?
  • What do you do in your free time?

Cute Flirty Questions to Ask Your Boyfriend

  • If you could change one thing about yourself, what would it be and why?
  • What’s your idea of a perfect date? Where would we go? What would we do?
  • Do you think you know what women want?
  • Do you ever cry when you are happy?
  • What is your love language?
  • What accomplishment are you most proud of?
  • What’s your idea of the perfect date?
  • What could you never live without?
  • Are you an introvert or an extrovert?
  • What does your dream life look like?
  • Are you obsessed with something right now?
  • What’s the perfect way to ask someone out?
  • What does love mean to you?
  • What emoji do you usually use when you’re flirting?
  • What makes you uncomfortable?
  • What’s your favorite thing to do?
  • What three words would you use to describe me?
  • What do you think your best feature is?
  • If you could be famous, what would you want to be famous for?
  • What’s the most romantic thing you’ve ever done?
  • What’s your favorite love song?
  • Would you prefer a day at the beach or at the movies?
  • If you close your eyes what does your happy place look like?
  • What, in your opinion, is the best feel-good song?
  • What color do you think I look best in? What style of clothing?
freaky questions to ask your boyfriend
  • Do you feel comfortable with someone who asks a lot of questions?
  • What do you think is my best feature?
  • What’s your favorite activity to do to unwind or relax?
  • Are you aware of how amazing you are?
  • So what do you think we should do this weekend?
  • What is something about you that would surprise me?
  • Which fictional character do you most identify with?
  • What was the last thing that made you cry and why?
  • Where do you feel safest? Is there a person you feel most comfortable with?
  • What song would you compare our relationship to?
  • What do you look for in a partner?
  • What’s the best joke you’ve ever told?
  • What’s your funniest childhood memory?
  • If you ever wanted to disappear, where would you think about going?
  • What are you doing for the rest of your life?
  • What was your favorite part of the day today?
  • What is your favorite way to relax after a long day at work?
  • What is something that you experienced that took your breath away?
  • What are your biggest passions right now?

Flirty Questions to Ask a Boy

  • What do you look for in a girl?
  • How do you know if someone is amazing?
  • What’s your favorite thing to do on a date?
  • Where is the best place to have a first date?
  • How often do you workout?
  • If you could spend an entire day with me, how would it look?
  • Who do you act nice around but secretly dislike?
  • What are you looking for in a girl?
  • Do you prefer staying in or going out?
  • Are you a fan of movies?
  • Where is your happy place?
  • Are you a fan of home-cooked meals?
  • What do you think my best feature is?
  • Do you prefer a pool or a hot tub?
  • Do you think your family would like me?
  • What are some insecurities you have?
  • When are you the most “you”?
  • What has been a recurring theme in your life?
  • Would you change your religion just to be with someone?

Flirty Questions to Ask a Guy Over Text

  • If we went on a date, how would it go?
  • Do you let your friends’ opinions get in the way of your relationships?
  • How did you manage to be still single?
  • Do you like staying in or going out?
  • Is there something I can do that would make you hate me forever?
  • What brings meaning to your life?
  • How often do you change your opinions or how you view the world?
  • When’s the last time you felt butterflies?
  • Would you rather be invisible or have x-ray vision?
  • What’s something you’re bad at? What’s your favorite thing about yourself?
  • What small pleasures do you enjoy the most?
  • Are you a sentimental kind of person?
  • How realistic do you think couples in movies and TV are?
  • How do you feel around me?
  • How do you feel about leaving your job and relocating to another state so you can be closer to your so?
  • Is there anything that happened in your childhood that still has an effect on you as an adult?
  • If you had the option to hit restart and begin life all over again, would you?
  • Have I seen you here before?
  • What do you think your best physical feature is?
  • What’s one thing that totally relaxes you when you’re stressed?

Flirty Questions to Ask Your Crush

  • Are you a romantic person?
  • What makes you laugh?
  • Do your weekend plans include me?
  • At what point in a relationship do you let your guard down?
  • What do you think is your greatest achievement?
  • How do you make sure you look good before stepping out the door?
  • Do you think people treat you differently when you dress in different clothes?
  • Do you flip your pillow to feel the colder side?
  • Do you think that guys should always make the first move?
  • Where is your favorite place to be kissed?
  • Do you believe in love at first sight?
  • Have you ever kissed someone in the middle of a conversation?
  • How do you feel about being single for a long period of time?
  • Do you believe in destiny?
  • If there’s one thing you could change about yourself, what would it be and why?
  • Do you see me in your future?
  • What are your imaginations of a perfect relationship?
  • If you could live in the city of your choice, where would it be?
  • Would you rather be rich or famous?
  • How do you see life?

Subtle Flirty Questions To Ask A Guy

  • Pick two words to describe yourself – what are they?
  • Are you drawn to brains or beauty?
  • Do you like grand gestures?
  • What’s the most outrageous thing you’ve done?
  • What gift would make you fall in love with someone instantly?
  • Would you feel different about me if i sleepwalk?
  • What movie do you wish your life was like?
  • If you could do anything in the world, what would you do?
  • Are you ticklish?
  • Have you ever made a really romantic gesture?
  • What was your very first impression of me?
  • What’s the most romantic date you’ve ever been on?
  • What is the bravest thing you have ever done?
  • What are your dreams and goals?
  • Do you believe relationships can survive long distances?
  • What is your biggest regret about your love life so far?
  • Are you hopeful about your future?
  • How easily do you forgive?
  • Who do you go out of you way to be nice to?

Fun, Flirty Questions to Ask a Guy

  • Do you have any passions? What do you love to do?
  • Where is the craziest place you have ever met someone?
  • When you return home after a long day at work, how would you want to relax?
  • If you could choose any place in the world you’d like to be right now, where would it be and why?
  • What kinds of things do you find repulsive?
  • What are your favorite pet names?
  • What makes you easily flustered?
  • Do you have a celebrity crush?
  • Is there something crazy that you’ve ever dreamt of doing, but never got the chance to do it?
  • How long did your last relationship last?
  • How do you tell if you are already in love?
  • What does a happy and healthy relationship look like to you?
  • What’s the best relationship advice you’ve received?
  • What questions should partners ask each other before getting married?
  • If you won the lottery, what’s the first thing you would do with the money?
  • Between money and love, you would go for?
  • If someone told you that you were going to die in a few days, what would be your response?

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