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150+ Cute Questions to Ask Your Boyfriend


My name is Tatiana, but my friends and family call me Tutta. I like writing articles that help bring people closer together.

Want to spark a deep conversation with your guy or just enjoy some cute Q&A? These questions can help the two of you grow closer!

Want to spark a deep conversation with your guy or just enjoy some cute Q&A? These questions can help the two of you grow closer!

Spark a Conversation With Your Guy

New relationships are always fun and exciting, full of life and an undying desire to get to know one another. Once you’ve been together for a while, you become really comfortable with each other—and little things, such as the need to ask each other questions, begin to die down a bit.

Keep that spark going in your relationship! It’s totally necessary and shows that you are still interested in that “honeymoon” stage that is ultimately the beginning of a new relationship.

Why Intimate Questions Are Great for Couples

Asking questions is a fun way to get to know someone rather than trying to figure out the answers as you go. It's like a shortcut to learning anything you might want to know. And it's important to really know your partner—as psychologist Susan K. Perry says, "Intimacy is the sense of another person fully knowing you, and loving you because of who you are—as well as in spite of it."

Sometimes it’s just good to have a cute Q&A sesh, whether you’re really trying to get to know the boy on a more intimate level or you're just trying to be cute with one another! If you are in need of some cute questions to ask your boyfriend, here’s a whole list!

These romantic questions will get him talking about how the two of you got together and how you feel about each other.

These romantic questions will get him talking about how the two of you got together and how you feel about each other.

Cute and Romantic Questions to Ask Your Boyfriend

  1. What does it feel like to you when we hold each other?
  2. When did you first realize you loved/liked me?
  3. What is your first thought in the morning when you wake up next to me?
  4. If we got married someday, where would you want to take me on a honeymoon?
  5. If I had to move away really far, would you come with me?
  6. If I had to move away really far, would you stay in a long-distance relationship with me?
  7. How do you feel when we’re apart?
  8. Do you believe in love at first sight?
  9. Do you believe in soulmates?
  10. Do you think we’re soulmates?
  11. Would you meet my parents?
  12. Would you introduce me to your parents?
  13. Would you shout my name to the world?
  14. Everything happens for a reason—why do you think we met?
  15. What was your very first impression of me when you first saw me?
  16. What was your first impression of me when we actually met?
  17. Do you remember the day we met?
  18. What was the first thing you noticed about me that attracted you?
  19. How would you describe our first kiss?
  20. At what point did you decide that you wanted us to be “official”?
  21. How did you know when it was time to say "I love you"?
  22. Is there a song that you think of when you think of me?
  23. Why do you like/love me?
These flirty questions ask about kissing, cuddling, and even skinny dipping.

These flirty questions ask about kissing, cuddling, and even skinny dipping.

Flirty Questions to Ask Him

  1. How many times did you want to kiss me before our actual first kiss?
  2. Which do you like more: kissing in the dark or kissing in the rain?
  3. How would you describe the way I kiss?
  4. What is your favorite physical feature of mine?
  5. What do you see when you close your eyes while kissing me?
  6. Do you like to cuddle?
  7. Would you braid my hair?
  8. Would you rather hug for five seconds or kiss for one second?
  9. Would you kiss me on the nose?
  10. Would you kiss me on the forehead?
  11. Would you hold my hand in public?
  12. Would you kiss me in public?
  13. Do you like when I touch your face?
  14. Where is your favorite place to be kissed?
  15. Where is your favorite place to kiss me?
  16. Where is your favorite place to be massaged?
  17. Would you ever go skinny dipping with me?
  18. Would you ever take a bath with me?
  19. Would you kiss me on the wrist?
  20. Would you kiss me on the neck?

Cute Questions to Get Him Talking About You

  1. If you could describe me with three words, what would they be?
  2. What is your favorite pet name for me?
  3. How would you describe the way I smell?
  4. What's something I do (that I don't realize I do) that you love?
  5. Is there anything you dislike about me?
  6. What is a quirky thing about me that you love?
  7. Would you ever write a song for me?
  8. Would you ever write a poem about me?
  9. Would you take a break from your favorite hobby to spend time with me?
  10. Do you get butterflies when you read my notes?
  11. Does it make you smile when I send you a text message?
  12. Have you ever had a dream about me?
  13. What is your favorite dream that involved me?
  14. What is your favorite memory of me so far?
  15. If I was really sad, what would you do to cheer me up?
  16. If I looked completely different, would you still love me?
  17. Would you risk your life to save mine?
  18. Do I make you happy?
  19. Do I make you want to reach your fullest potential?
  20. Do I make you want a future with me?
  21. Do you think I’m cute?
  22. Do you think I’m pretty?
  23. Do you think I look cute even when I'm a mess?
  24. Would you take me out to see a chick flick?
  25. If I was scared, would you hold me?
  26. Do you think I look cute while I'm working out?
  27. If we are watching a scary movie, can I cover my eyes and cuddle you close?
  28. Would you take my hand to dance, even if nobody else was on the dance floor?
  29. What kind of flower would I be?
  30. Would you ever take me out on a picnic under the stars?
  31. If I was a dessert, what would I be and why?
  32. Would you give me a piggyback ride if my feet hurt?
  33. What outfit of mine do you like the most?
Ask him questions about himself—you'll probably learn something you never knew about him!

Ask him questions about himself—you'll probably learn something you never knew about him!

Questions to Get Him Talking About Himself

  1. When you’re alone, do you think about me?
  2. Am I the kind of girl you’d take home to your parents?
  3. Do you have any secrets you’d share with me?
  4. Do you talk about me when you’re with your friends?
  5. If your friends told you to dump me, how would you react?
  6. Would it embarrass you if I called you a pet name in front of your friends?
  7. If you caught another guy trying to pick me up, what would you do or say?
  8. Has a sad movie ever made you cry?
  9. What is your ideal date?
  10. If you have a vision of the perfect date to take me on, what is it like?
  11. Do you prefer that I make the first move?
  12. Do you mean it when you say you love me?
  13. Does it mean a lot to you when I say I love you?
  14. Does it make you feel good when I tell you how cute you are?
  15. What is your fondest childhood memory?
  16. How old were you when you had your first kiss?
  17. On a date, do you prefer to watch movies at home while snuggling on the couch or to go out to the movie theater?
  18. If I were to make you breakfast, what would you want it to be?
  19. If I were to cook you dinner, what would make you the happiest?
  20. Would you ever dress up for no reason and just dance with me anywhere, even an empty parking lot?
  21. How would you describe your family?
  22. Do you think your family will like me, too?
  23. Would you enjoy going on a hot air balloon ride?
  24. What would be your ideal vacation with me?
  25. Do you let me win games?
  26. If you didn’t win anything in a carnival game, would you try again?
  27. Would you rather take me camping or on a tropical vacation?
  28. Would you rather go on a road trip with me or with your friends?
  29. Would you ever take me on a trip with you and your friends?
  30. What things do I do that make you blush?
  31. Would you prefer to lay on a beach with me to get a tan or get playful in the water?
  32. When was a time that you laughed the hardest?
  33. What’s the craziest thing you’ve ever done?
  34. What’s the craziest thing you’d do for me?
  35. Is there anything that I’d be surprised to find in your bedroom?
  36. Who’s your celebrity crush?
  37. Who knows you the best?
  38. What’s your best feature?
  39. What’s your favorite piece of clothing?
  40. How can you tell that you’re going to be friends with someone?
  41. What’s your favorite thing about traveling?

Deep Questions to Bring You Closer Together

  1. Have you ever been in love before?
  2. What does love mean to you?
  3. What does being together mean to you?
  4. What do you want out of being together?
  5. What do you like about us as a couple?
  6. What do you want to change about us as a couple?
  7. What’s something you’re afraid to tell me?
  8. What is something you want to know about me?
  9. What do you wish I understood about you more?
  10. How can we listen better to each other?
  11. What, to you, is the most important thing in life?
  12. Do you have any regrets?
  13. What’s something that you want to change about yourself?
  14. What is something I can help you with?
  15. What is your biggest fear?
  16. How do you know you’re doing the right thing with your life?
  17. Would you change anything about your life, if you could?
  18. When was a time you were deeply hurt?
  19. What was one of the best moments of your life?
  20. Tell me about your (best friend, parents, siblings). What’s your relationship with them like?
  21. When do you feel appreciated the most?
  22. What are your dealbreakers?

Intimacy is not a happy medium. It is a way of being in which the tension between distance and closeness is dissolved and a new horizon appears. Intimacy is beyond fear.

— Henri Nouwen

You might try starting the conversation with a few of these fun, random questions to get him talking!

You might try starting the conversation with a few of these fun, random questions to get him talking!

Random, Fun Questions That Will Help You Bond

  1. If we were stranded on an island with no food, would you hunt to help us survive?
  2. If there was only one cookie left, would you give it to me?
  3. If there was only one cookie left, would you share it?
  4. If you could feed me a dessert, what would you pick?
  5. If I could be your passenger in any car or vehicle, what would it be?
  6. Would you rather race me on a jet ski or have me on the back of yours?
  7. What would the title of your autobiography be?
  8. If you could have any kind of cake made for you in any size, shape, or color, what would it be?
  9. You have three wishes from a genie. Go!
  10. If you could go back in time, but only to last week, what moment would you visit and why?
  11. Hotdog or hamburger?
  12. Cookie dough or cookies?
  13. Ice cream or milkshake?
  14. Coffee or tea?
  15. Sunrise or sunset?
  16. You can only wear one thing for the rest of your life. What do you choose?
  17. If you could choose to be talented with words, music, or dance, what would you choose?
  18. What celebrity most resembles me?
  19. If you could go anywhere right now, where would you go?
  20. If money were no object, what would you have for breakfast every day?
  21. Would you rather live in a cave or under the sea?
  22. You just found five dollars on the ground. What do you do?
  23. If you could throw anything against a brick wall, what would it be?
  24. If you could pick a nickname for yourself, what would it be?
  25. What would your catchphrase be?
So you really like this guy, and you daydream about him becoming your boyfriend. Ask some cute questions to get to know him better!

So you really like this guy, and you daydream about him becoming your boyfriend. Ask some cute questions to get to know him better!

Cute Questions to Ask a Guy You Like

Got a crush on a guy? Here are some questions you can ask to get to know him better and to make sure he's really the one for you. As the two of you bond, he may realize that he's developed feelings for you, too!

  1. How long have we known each other?
  2. When was your first crush?
  3. How do you play it cool when you're around your crush?
  4. What part of getting ready in the morning takes you the longest?
  5. Which emojis would you use to describe yourself?
  6. Which emojis would you use to describe me?
  7. What was your first car?
  8. What's one thing you really want to do this year?
  9. What was the most fun thing you did last year?
  10. What's the nicest thing you've ever done for someone else?
  11. How many different places have you lived?
  12. What's the funniest video you've ever seen?
  13. Which dance can you do the best?
  14. If you could be instantly good at anything, what would it be?
  15. How would you spend a self-care day?
  16. What is your absolute favorite meal?
  17. If you were in a talent show, what would you perform?
  18. What song do you know all of the lyrics to? (Bonus question: Ask him to sing it for you now!)
  19. How do you usually ask someone out on a date?
  20. Have you ever lied during a date?
  21. What kind of personality are you attracted to?
  22. If you were a . . .
  • car
  • shoe
  • animal
  • song
  • type of weather
  • color
  • food/drink
  • superhero

. . . which would you be and why? Which would I be?

The Q&A should go both ways! He might feel more comfortable answering questions about himself if you answer some, too.

The Q&A should go both ways! He might feel more comfortable answering questions about himself if you answer some, too.

Let Him Ask You Questions, Too!

Even though you’re looking for cute questions to ask your boyfriend, the questions should go both ways! We all love to talk about ourselves, but making time to speak a few words about each other is a great way to rekindle sweet feelings in most any relationship!

Many of these questions are about you, so try to include some questions to allow him to talk about himself more, too, and expect to answer very similar questions if he is a willing participant in this Q&A.

More Questions to Ask Your Boyfriend

Questions & Answers

Question: Why would you want to ask your boyfriend questions?

Answer: It's a fun way to get to know someone rather than trying to figure out answers as you go. It's like a shortcut to learning anything you might want to know. If you'd rather date someone indefinitely and wait to find out whether they're right for you or not, then you can also go that route.

Question: Should the guy pay for dinner during a date?

Answer: If I was going on the date, then absolutely. I'm not paying for the filet mignon and two lobster tails.


ennah on July 19, 2020:

yes ...i ask and my bf love this. this question help us to know more and and get stronger we are ..

Leia on July 13, 2020:

My boyfriend was sooo cute. He said he would cuddle with me

Loyal on July 04, 2020:

Omg my bf is making me blushhh☺thx for the questions

Queen khamry on May 30, 2020:

I love it i love u troy

b3.gone.th0t.v2 on May 27, 2020:

my bf made me cry (happy tears )

Lois n mason on May 23, 2020:

Thanks for this I asked my bf some and he was so cute and kind when he answered them we have only been dating for 2 months but been best friends for 4 years but took us both till now to go out I did that kiss my boy best friend challenge on tik tok and then we took it from there Andre are starting our vlogging YouTube channel soon and were only 15 so hopefully it will grow over the years so stay tuned @MnL Vlogs thankyou !!

Nikole on May 17, 2020:

My bf makes me blush

Sophia on May 13, 2020:

i love dis questions and am going to try with my boyfriend

Queen scaris on May 07, 2020:

I am surely going ask my bf this questions

Maria on May 02, 2020:

I love it’s really an awesome website

winniemety on April 27, 2020:

My bf makes me blush

Shanalee Smith on April 17, 2020:

I really like this

Januu on April 17, 2020:

My bf make me blush nd he loves me a lot nd superb questions

Kyra dixion on April 15, 2020:

That is work so good my bf make me blush

EMMa on April 12, 2020:

This rly made me and my boyfriend know more about each other thank you x

ThackerEst.2k20 on April 06, 2020:

I call my bf at midnight and we play a game called "How Well Do You Know Me". Last night I said we're switching tonights game up. We are going to do

Q/A. I asked these questions and his answers made me blush so much. He sometimes would say," Right back at you!" and we would laugh because it would be a question thag only he had an answer for. We have lots of fun and we talked about earlier and laughed about it again. THANK YOU for making this. This also helped me get to know him better, as we have only been dating for a month. I have to call him without facetime, so he doesn't see me blush which helped because of all of the infinite blushing. So WARNING you females reading this will blush way more than usual, so this is best to do over the phone, not in person, UNLESS you're okay with the immediate teasing of your face being tomato red, like mine was... I'm glad he didn't see my face and that's the only time I ever was glad that we couldn't see eachother! BEWARE!

Tulip on April 03, 2020:

This is a good website, especially during coronavirus and I am playing truth or dare with my boyfriend there are some cute questions that i asked him and his answers were adorable

Little Flame on March 19, 2020:

There are many of these questions I would ask my bf

Amy on March 18, 2020:

cute questions

linda on March 17, 2020:

Love is a responsibility, so when someone loves u and u don't loves the person back ,don't cheat. and i love these question

Quinella on March 08, 2020:

It was perfectly awesome i totally love these questions

Nikita on January 20, 2020:

It was awesome. I like it

Anonymous on January 08, 2020:

I asked my bf these they were pretty good

Alissa on December 28, 2019:

I have a boyfriend too. But I think he is cheating on me what do I do can you plz help..

Rebecca on November 27, 2019:

Have a boyfriend who is know you love him

Rebecca on November 27, 2019:

I have a boyfriend

Rebecca on November 27, 2019:

Hey boyfriends you

Autumn on November 20, 2019:

I am asking my bf now, so we will see

mukisaben256@gmail.com on November 18, 2019:

Am searching 4 acute nice looking beautiful girl in the age of 18 to 20 y o.

Nia Gibbs on October 28, 2019:

I love my bf

Sofia on October 11, 2019:

I am looking of a handsome boyfriend who can love me and can not make me to cry

not telling my name on October 06, 2019:

me and my bf were bored so we asked each other these questions playing truth or dare

Survival Tylynn on October 05, 2019:

awesome and qreat questions thanx

Unknown on September 25, 2019:

Thx for this ,this really helped me and my bf to get closer.This really made our condensation more fun.

Hikitten on September 06, 2019:

I asked me bf thiese

moses on August 10, 2019:

awesome question I do enjoy

Anonymous on July 14, 2019:

My boyfriend and I did this because we got bored we’re early birds only been together for 34 days and he already wants a future with me and possibly kids. Omg!!

Shiva on July 04, 2019:

I want nike name

Billie Jean on June 09, 2019:

Hey love girlfriend boyfriend rings like

Camille on June 04, 2019:

I was boyfriend like cute and cool, funny ,hot boy and hairs color and games .

Alicia on May 07, 2019:

i love this

adamkenny on April 30, 2019:

you are such acute guy

ps i love you to

Maira Uriostegui on March 26, 2019:

My boyfriend answered all my questions and he really does care about me

Aliahya on January 20, 2019:

While I did this half the questions he said me xx I love him so much xxxxx

Ciel on January 18, 2019:

While i did thos by boyfriend proposed to me

Skyler on January 16, 2019:

I got into arguement thank yu very much

KKLOVESMON123 on December 22, 2018:

MY BF LOVED THEM he answered them truthfully and that got us CLOSER TOGETHER THXXXXX

Keira on December 16, 2018:

Where would you go for a romance day out with your boyfriend and if your mum knows that your going out with a boy and she talks about safety issues what would you do? XXxx

Jun on November 20, 2018:

How would you react if your girlfriend suddenly mention another man's name to turn her on in the middle of making love with her?

Kashish on October 15, 2018:

He loved it very much and this question are very sexy

Ethel on October 14, 2018:

Loving the questions.... they actually helped me promote a more longer conversation

Kajal gurung on October 01, 2018:

If boyfriend is angry then what type of question can make him know all the truth

Florence on September 15, 2018:

the questions are fabulous

Lily on September 09, 2018:

This was so helpful and well done to whoever thought of these they are so good at starting conversations I couldn’t help but comment! Thank you! x

tatiana on August 28, 2018:

my name is also tatiana and i love all the questions

niana on August 28, 2018:

i like the questions

shankar gubhaju on August 10, 2018:

I liked all question . Thankyou paieredlife team.

Tatiana on July 20, 2018:

My name is tatiana and these quistions are great

Keke on July 07, 2018:

Love these questions

JJ on May 23, 2018:

How well do your boyfriends know you

Skylar on May 21, 2018:

me and my boyfriend love to text each other these questions.

Kaitlin Carpenter on May 17, 2018:

I like all of them

mysterious girl on April 01, 2018:

These where great questions ! can you write more?

Leah on March 30, 2018:

These work good for 21 questions

Ritu on March 25, 2018:

Wonderful quote and questions

Beth on March 23, 2018:

I love the questions, but it would be really fun to have a few random questions. Other than that I love it!!!!!!

jesus on February 18, 2018:

my boyfriend LOVE L-O-V-E this questions it makes us more closer or together we go to the same school but were in different classes honestly I'm glad but not really were in different classes because if we were he would have KISS me and HELD MY HAND by now

riya on February 17, 2018:


bethilde on February 10, 2018:

the questions were so funny

jaya on January 22, 2018:

love these questions

Savannah on January 21, 2018:

Thanks I liked the questions a lot, I hope you will post somebody more soon!

Hilowle on January 21, 2018:

I liked.



jessica on January 12, 2018:

this questions are really nice to ask your boyfriend when you have only just stared dating each other

Cece on January 07, 2018:

I liked these questions so much they started a good conversation with my boyfriend and it Just made my night.

Asha H. on January 01, 2018:

I loved it

Smb on December 25, 2017:

He loved the questions

jkl;' on December 25, 2017:

i love this so much

Miya on December 21, 2017:

My boyfriend loved the questions. He was laughing the whole time though!

dee on December 20, 2017:

my boyfriend love the questions

Asshat on December 15, 2017:

I like these but it would be nice to have funny random questions too.

Kate on December 11, 2017:

I love this page and i love the questions alot and its so helpful

Simme on December 10, 2017:

love these questions....its really helpful for the ones who needs it......

Orekia Archer on December 09, 2017:

I liked these questions

SHARON on November 18, 2017:

Hmmm..... All question I already ask to my boyfriend and when i open this page i see what questions I asked same questions were here.

There is nothing new

EF on November 17, 2017:

I ask my bf some of these questions and he was blushing!!! I loved the questions thx!

Aadhira on November 12, 2017:

All the questions are simply awesome tutta mam..

Edith on November 07, 2017:

Love all these question

Led on October 25, 2017:


Kd on October 15, 2017:

Love the questions .. my bf loved the questions thank you . Will you guys add more questions please ?

me on October 03, 2017:

my boyfriend really like

Tin Tin on October 01, 2017:

Well.. I try to ask this questions but he is not a kinda romantic person so this questions was not really helpful to me but ya I actually got the questions which I want to search in the internet !

kay on September 30, 2017:

i asked my bf all these questions they were so sweet

ashie on September 29, 2017:

Love these questions...Ummmm I rlly do

steph on September 28, 2017:

my boyfriend loved me asking him the questions

Shaye storms on September 22, 2017:

Thx. For the question.

Victoria on September 18, 2017:

love the questions!!!!!!

Madds on September 13, 2017:

Love these questions! Great for new relationships

Dayana on September 12, 2017:

My boyfriend was so happy to listen to me to ask him those question and he ask me for this website name

Revisha on September 12, 2017:

OMG so nice questions

Catharine on September 09, 2017:

Love these questions

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