21 questions game is one of the best ways to know someone deeper.
Therefore, if you are looking for questions to know a guy a bit better and deeper, try these 21 questions for a guy crush, friend, boyfriend, etc.
Moreover, these questions will help you figure out things to say or ask to strengthen your relationship.
Pick suitable questions from below to have an engaging conversation as well as suit your purpose. All the best!!
Table of Contents
21 Questions To Ask Your Crush Guy
- Do you believe in love at first sight?
- What was your first kiss like?
- What was your best kiss like?
- What are three things you are looking for in a partner?
- What makes you automatically swipe left on a person?
- Have you ever experienced true love?
- If you had a conversation with your ex, what’s a question you’d want to ask them?
- What’s the wildest thing you’ve ever done to get someone’s attention?
- What’s the most embarrassing thing you’ve ever done in front of someone you like?
- Do you find first dates fun or stressful?
- What’s your favorite place to take a significant other?
- Who’s relationship do you admire and why?
- What’s your biggest turn on?
- What’s your biggest turn off?
- What was the last flirty text you sent?
- What’s the worst thing about being single?
- What’s the best thing about being single?
- Would you consider yourself a hopeless romantic?
- How many people have you told “I love you” to in a romantic context?
- Are you looking for a relationship?
- What do you consider a red flag in a relationship?
21 Romantic Questions To Ask A Guy
- What’s the Perfect Way to Ask Someone Out?
- How Do You Know When You’ve Fallen for Someone?
- What song makes you think about me?
- What is the most romantic act you’ve ever heard of?
- What nickname/pet name would you call me lovingly by?
- Do you think someone can be too much in love?
- What’s the s*xiest dream you’ve ever had?
- Have you ever kissed someone under mistletoe?
- What is your favorite part about dating?
- Do you believe in fate?
- Do we have enough s*x?
- What do I do that makes you feel appreciated?
- What’s your favorite thing that we do in bed?
- What is your favorite thing that I do for you?
- Which one do you think you’re the most like?
- What’s my best physical feature (or your favorite)?
- Do you like being romantic/intimate more in the mornings or at night?
- Do you get jealous when you see me talking to other people?
- When did you realize you wanted to kiss me?
- Is there a s*xual fantasy you’ve always wanted to experience?
- Why do you think we are good together?
21 Fun Questions To Ask A Guy
- If You Could Travel Anywhere, Where Would You Go?
- If coffee was illegal, what would its street name be?
- 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?
- If you were a DJ, what would your DJ name be?
- What’s the Best Gift You’ve Ever Received?
- What’s on Your Bucket List?
- How Would Your Best Friend Describe You?
- What’s Something That Not Many People Know About You?
- What Makes You Happy?
- What kind of music do you like listening to?
- What would you do if you won a million dollars?
- What’s your favorite drink?
- What is your favorite season of the year?
- If you could be any celebrity, who would you be?
- What do you see in your future?
- Would you rather live in the city or the suburbs?
- Do you have a pet peeve? If so, what is it?
- What scene from a TV show will you never forget?
- What terrible movie do you love?
- Which movie do they need to a sequel to?
Juicy 21 Questions To Ask A Guy
- How many people have you kissed?
- What have you done s*xually with someone else?
- What are your thoughts on s*x?
- What is the worst assumption someone has made about you?
- Have you ever been in love?
- How did your last relationship end?
- What was your first impression of me?
- In an ideal world, how many times would you have s*x in a week?
- What is something you’ve always wanted to try in bed?
- Have you ever had/would you ever have a threesome?
- Have you ever been attracted to a man?
- How did you lose your v*rginity?
- When was the first time you ever m@stur-bated?
- Where is your favorite place to have s*x outside of the bedroom?
- Have you ever been walked in on during s*x? Have you ever walked in on someone else?
- What is the craziest thing you’ve ever been asked to do in bed? Did you do it?
- How do you feel about p*rn? What kind of porn do you like?
- What is your favorite s*xual position? What is your least favorite s*xual position?
- What is your favorite part about s*x?
- What words or s*xy phrases turn you on?
- What is the weirdest thing that turns you on?
Deep 21 Questions To Ask A Guy
- Is communication more important than s*x in a relationship?
- What or who would you sacrifice your life for?
- Do we make each other better people?
- What’s something you believe that most people don’t?
- If money wasn’t an issue, what would you do in life?
- How important is physical attraction in a relationship?
- What goals do you have for the relationship?
- What do you wish people didn’t know about you?
- What three words describe you best?
- Where do you see yourself in five years?
- Why are so many people lonely these days?
- Do you believe in fate or destiny?
- Do you believe in fate?
- Karma?
- What is refreshing about me?
- How important is money to living a good life?
- Can you tell things about a person from the way they look?
- What was the last book you read?
- What movie changed your perspective on life?
- What’s your favorite motto in life?
- If I never talked to you again, how much would you miss me?
21 Questions To Ask A Guy You Like
- Do You Prefer Casual Dating or Long-Term Relationships?
- Would You Rather Date Someone Smart or Hot?
- Would You Rather Find the Love of Your Life or Be a Millionaire?
- What Is the Nicest Thing Someone Could Do for You?
- How do you decide if someone is the perfect partner for you? Any particular details?
- What’s the most romantic thing someone has ever done for you?
- What does love mean to you and have you ever loved anyone?
- Do you have any profile on Tinder, Snapchat or any other dating app?
- Do you think you could fall in love with me?
- Have you been in love before?
- Do you prefer good s*x or a good hug?
- What’s the most romantic movie you’ve ever seen?
- What’s the number one best thing about being in a relationship?
- Guess what I like about you most.
- Name 3 of my body parts that you like the most?
- Do you see me falling for you?
- Who was your teacher crush?
- Describe your ideal relationship?
- What do you think is the best pick up line?
- If I was a flower, what kind of flower would I be?
- What famous actress do you think I’m most like?
21 Questions To Ask A Guy Over Text
- Do you think long distance relationships survive?
- Why didn’t you text me back?
- Do you believe in having a soul mate?
- What is your love language?
- What are your expectations for the relationship?
- What is a romantic fantasy of yours?
- What Are You Most Afraid Of?
- Do your friends know about me?
- Do you want to date other girls or do you want to have me?
- Can you give me a massage?
- Have I ever done or said anything to upset you?
- What was your favorite adventure we went on together?
- What is the most important thing in life to you?
- Where do you see yourself in 5 years? 10? 20?
- What is one thing your parents taught you about relationships?
- Where is your favorite place to go on vacation?
- What makes you feel better after a long, hard day?
- When was your most vulnerable moment?
- What’s your favorite part of my personality?
- Tell me about any pets you had growing up.
- Do you have a favorite book?
21 Questions To Ask A Guy Friend
- When have you felt the most proud?
- When have you felt the most challenged?
- Have you ever been bullied?
- Do you have any regrets? If so, what are they?
- What do you think happens when we die?
- Do you want to have kids one day? How many?
- Do you believe in soulmates?
- When you can’t sleep, what keeps you up at night?
- What has your hardest goodbye in life been so far?
- What’s the worst date you’ve ever been on?
- What’s a talent you wish you had or that you’re working on?
- What do you do when no one else is around?
- What do you consider the ultimate comfort food?
- What’s your favorite thing you own and why?
- Would you rather order in or eat out?
- Where do you want to travel the most?
- What’s your all-time favorite dessert?
- If you were an animal, what would you be?
- Have you ever been on a blind date?
- What’s your skincare routine?
- Did you ever go to summer camp?
21 Questions To Ask A Guy You’re Dating
- What’s a Gift You’ve Always Dreamed of Receiving?
- What did you think and feel about me when we first met?
- What’s your idea of a perfect date?
- What are your thoughts on living together before getting married?
- 8) Which trait of mine first drew you to me?
- 9) What was your first-impression of me?
- 11) How did you feel when we had our first kiss?
- What is something that you think sets me apart from other people?
- Do you like my outfit?
- Do you have a secret fantasy?
- If we were to go on another date, where would you take me?
- Are you ready to commit to a long term relationship?
- What goals do you have for the relationship?
- Are you satisfied with our s*x life?
- I’m a lot to handle, are you sure you want to date me?
- Would you be jealous if you saw me flirting with another guy?
- Do you want to come to hang out with my friends?
- Are you surprised that we are still dating?
- Does your Family know about me?
- Are you okay with me having guy friends?
- If I were to marry you, what would you expect of me?
21 Questions To Ask A Guy You’re Getting To Know
- If your life was a movie, what would it be called?
- What was 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?
- If you could be any animal, what would you be?
- If you had to rename yourself, what name would you choose?
- What was the last show you binge-watched?
- 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?
- When was the last time you felt most yourself?
- What do you think my superpower is?
- What does your ideal weekend look like?
- What is something that people misunderstand about you?
- What is something that you would change about your life?
- What do you think is your best quality?
- What are you most scared of?
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