500+ Questions to ask your Boyfriend (Cute, Funny, Deep)

500+ Questions to ask your Boyfriend (Cute, Funny, Deep)

A great list of questions to ask your boyfriend!

Asking good questions in a relationship is a great way to know more about your partner. When you know him better, it is easy to maintain a healthy relationship.

A relationship is about getting to know someone on a deeper level!

In a relationship, Questions helps us understand each other better and avoid most misunderstanding.

 It is great to have a fun and romantic (Q & A) session with him to Keep that spark going in your relationship.

Also remember… not all men are the same. What works with one man might not work with your boyfriend/husband. You know him better so ask questions accordingly.

Questions helps us move from the initial stage of strangers to being friends and then being lovers.

Feel free to Use or experiment with our collection of questions according to your situation and mood with your husband/boyfriend.

Cute Questions to ask your Boyfriend

Is there any song that you think of when you think of me?

What was your very first impression of me when you first saw me?

If you have a vision of the perfect date to take me on, what is it like?

What is your favorite nickname name for me?

Have you ever had a dream about me?

Do you think I’m cute?

What’s the craziest thing you’d do for me?

What is the one quality about me that I see as a flaw that you absolutely love?

What song do you think best fits our relationship?

If you have a vision of the perfect date to take me on, what is it like?

Would you give me a piggyback ride right now?

What do you remember most about the night/day we first met?

When you’re alone, do you think about me?

If you’re having a bad day, how can I cheer you up?

What things do I do that make you blush?

If you could describe me with three words, what would they be?

What’s something I do, that I don’t realize I do, that you love?

Which one of our memories you’d never want to lose?

Which color do you prefer on me?

Do you ever feel possessive about me?

Am I your best friend as well as your lover?

Do you get butterflies when you read my text-messages?

If I was really sad, what would you do to make me happy?

What would you like me to call you?

If there is one thing that makes you smile instantly, what is it?

What was your first impression of me when we actually met?

Would you be my lover in the next life?

How much do you love me?

Whenever I am with you why it feels so special?

Would you describe yourself as naughty or nice?

Would you feel special if I always greet you with flowers?

What plans you would make on our marriage to make it special?

If we were watching a scary movie, could I cuddle up to you and hide my eyes?

What do my eyes say?

 Would you kiss me on my forehead?

Do you have a favorite love poem?

Do you love it when I hold your hands?

How special is a memory of our love to you?

What makes us a cute couple?

If I was scared, would you hold me?

What do you think your best feature is?

Have you ever missed me?

What’s your favorite moment with me?

Do you share everything with me?

Which memory of us instantly brings a smile to your face?

Do you think we are soul mates?

Can you cuddle me hours after hours?

Do you think I’m cute?

Would you write a song for me some day?

Do you like it when I tell you how attractive you are?

What is the cutest thing in my nature?

Do you think that your family will like me?

If I get scared, what would you do?

What do you feel when I write letters for you or send you romantic text messages?

What is the most beautiful feature on my face?

Fun Questions to ask your Boyfriend

Do you prefer a date watching movies at home, snuggled up on the couch, or out at the movie theater?

If you could go anywhere right now, where would you go?

What celebrity most resembles me?

If you could spend the day with someone famous, alive or dead, who would it be?

Who is your celebrity crush?

If you could be anyone else for a day, who would you choose?

If you won the lottery, what would you do with the money?

You can only wear one thing for the rest of your life. What would you like to choose?

If you could have chosen your own name, what would you have picked?

If you could wake up tomorrow and have gained one ability, what would it be and why?

What would you do first if you got the ability to fly?

What’s the most romantic thing you’ve heard about someone doing for someone else?

Is there anything that I’d be surprised to find in your bedroom?

What’s the craziest thing you’ve ever done?

What would be that one superpower you’d want to have?

Which fictional villain made you feel real hatred towards them?

What is the last thing you Googled?

What are the things in your bucket list?

What’s the most disgusting or terrifying story you’ve ever heard?

Where is your best place to go to meet friends?

What are your three favorite movies?

What’s a good relationship tip that sounds like a bad tip?

What are your three least favorite movies?

Do you prefer being outdoors or indoors?

What strange food combinations do you enjoy the most ?

What strange food combinations do you hate the most ?

What is your favorite sport? And how often do you play?

What’s your favorite cuss word?

How often do you dance?

Did you take anyone’s help to figure out how to ask me out on a date?

What’s something that was way better than you thought it would be?

Who was your favorite cartoon character as a child?

What are things you like to do alone?

Who would be that one celebrity you’d want to switch life with?

How were your school days? Is there any particular funny incident that you remember vividly?

What kind of music do you like the most?

What movie made you cry the most?

If you are invisible for one day what would you do who do you tease the most?

What was the strangest punishment your parents ever gave you?

What kind of parties you often wants to go?

Have you ever went on blind date?

If you could only eat one food the rest of your life, what would it be?

Which is your favorite animated movie?

What fictional world would you like to live in?

What is the most funniest moment in your life?

What would be the worst flavor of ice cream?

When you are angry what is the best way to change your mood?

Who is your favorite superhero? What would you do with his or her super-power?

Have you ever been jealous of your closest friends?

If you could instantly know how to speak another language, what language would you choose to know?

What’s your least favorite thing about dating?

Are you a morning person or night owl?

Is there anything you wouldn’t do for 10 million dollars?

What is the silliest recent fashion trend according to you?

What achievement are you proud of but most people would consider silly or weird?

What is the most embarrassing thing someone has caught you doing?

What is the most embarrassing moment you’ve ever had?

Do you remember who your first crush was?

What’s the weirdest thing a guest has done at your house?

Serious/Deep Questions to ask your Boyfriend

As the female, you need to ask your boyfriend some serious questions about your relationship so as to know what to expect.

If your friends told you to dump me, how would you react?

What do you think each person’s role is in a healthy relationship?

Who are three people in your life that you would risk dying for?

What is one area in your life where you feel like something is missing?

Is there anything you want to know about me?

How would you deal with a disagreement with one of my family members or friends?

If I got really sick with a long-term illness, would you stick around and take care of me?

What do you get overly emotional about?

What does love mean to you?

If I said you could date other people, would you?

What is the biggest lessons you’ve learned from previous relationships?

What do you fear about the future?

Have you ever cheated on someone before?

What is the quickest way to make you angry?

Have you ever been cheated? If yes, how?

What is your idea of a perfect Saturday night?

What’s the most important thing you learned from your parents?

What turns you off the most?

What is the thing in life that gives you so much tension?

Is there any problem you want to share with me?

Did you ever felt so much embarrassed because of your family?

Is there any embarrassing thing you want to share with me?

Is there any good or bad childhood memory you never shared with any one?

How’s  your relationship with your parents?

What do you think about people leaving their families just for love?

How does it mean for your to lose someone special?

Do you think people misunderstands you sometimes?

Is there any memory you wish to erase?

Do you have any phobias?

If you had one word to describe our relationship what would it be?

When did you first realize you wanted to be with me?

Is there anything in our relationship that you think we need to work on?

What’s something that you want to change about yourself?

If you could go back in time to give advice to your younger self, what would you say?

Do you think your girlfriend can be both your best friend and your lover?

What is one thing that can destroy a relationship and never be forgiven?

Is there anything that I have introduced you to that has made your life richer, better?

If I looked completely different, would you still love me?

Do you mean it when you say you love me?

If you could go back and change just one decision you made, what decision would you change?

What mistakes in your life have you learned the biggest lessons from?

What are the things that remind you of me?

Do you think of me as the only one you could tell anything and everything to?

Do you still have feelings for someone in your past?

Do you regret any of your decisions? What are they?

Do you feel like you can tell me anything?

How does love play a role in your life?

Who are three people in your life that you would risk dying for?

Would you sacrifice something to keep our relationship going?

Is there any memory you wish to erase?

How much do you trust me?

Do you think we can live happily together forever?

Have I done anything to hurt you that you never told me about?

Is there anything you’ve done in the past that you can’t forgive yourself for?

Is there anything surprising people don’t know about you?

Good Questions to ask your Boyfriend to know him better

What’s your favorite thing about yourself?

What is one thing you’re scared to ask me, but want to know the answer to?

Would you take a break from your favorite hobby to spend time with me?

If you could invite 3 people to dinner, who would they be?

If you could wake up tomorrow and have gained one ability, what would it be and why?

What do you think I would say is your most attractive quality?

Is there anything you have dreamed of doing for a long time?

If you could live in anywhere in the world, which place would it be and why?

If you became famous, would you enjoy the limelight or miss your privacy?

Would it embarrass you if I called you a nickname in front of your friends?

What is one thing about your life you would never change for someone else?

What would you do if a close friend started saying mean things about you?

Do you put more attention to the people around you or the things around you?

Someone calls me something horrible. Do you let me fight my battles, or jump in and defend me?

Do you consider yourself an introvert or an extrovert?

If you had three wishes, what would they be?

If you could fix one world problem, what would it be?

If you could change anything about yourself, what would it be?

What’s your favorite thing about traveling?

If I had to move away really far, would you come with me?

If I were to make you breakfast, what would you want it to be?

What is one thing that you cannot start your day without?

Which is that one thing you’re immensely passionate about?

What can totally impress you?

Do you have a picture about the dream home in your mind?

What event made you mature as a person the most?

What are some things that offend you?

What would an average day in your perfect life look like? 

What are the three most annoying things a girlfriend can do? 

What habit do you have that you think not many other people have?

What do you think the role of a woman in a relationship should be?

What’s something that many people find unattractive in a person, but you really like?

What is your idea of being happily married?

What makes you laugh the hardest?

Which is your dream car?

Which advise do you think was the best that you have received? And from whom?

Would you want to spend your New Year’s eve partying with friends in a disc, or a romantic dinner with me?

 What three objects that you own do you value most?

What roles do love and affection play in your life?

Do you love meeting new people?

If you want to celebrate your birthday where it would be?

How would you describe a successful life?

Have you done any thing which you will not do again?

What would you prefer Good Luck or Money?

Any best place you have been there and want to go again?

On what basis you judge a person to be true with you?

Do you need any sort of help in any matter?

If you want to spend a whole day with one person other then me who it would be?

Which habit are you proudest of breaking?    

Any rules of your life which will you never ever break ?

Are you satisfied with life the way it is going?

What do you think about living with parents and living with boyfriend?

What is one book that has had the most influence in your life?

Do you believe people should change their habits after marriage according to their life partner?

Are you open to new ways of looking at things even if they conflict with your own opinions?

Are you close to your parents?

What was your biggest achievement in life?

How do you feel about your life now a days?

What skill would you like to become a master at?

Do you have any secrets you never want your parents to find out?

If you could change one thing in this world, what would it be?

Is there anything that makes you feel super sexy?

Romantic Questions to ask your Boyfriend

When did you realize that you were falling in love with me?

How much romantic you can be with me?

Does it make you smile when I send you a text message?

What was the first thing that you noticed about me that made you feel attracted?

What’s one quality about me that I see as a flaw that you love?

What does it feel like to you when we hold each other?

If we could go anywhere together right now, where would you want to go?

Does it mean a lot to you when I say I love you?

What is your favorite way to show love?

Would you shout my name to the world?

What is your first thought in the morning when you wake up next to me?

If we got married someday, where would you want to take me on a honeymoon?

Why do I feel thrilled every time I touch you?

How would you describe our first kiss?

What type of romantic date you want to go with me?

Do you prefer that I make the first move?

What would be your ideal vacation with me?

What is it I have to do to keep you in my life forever?

What are your romantic fantasies?

What is the one thing you feel fascinating about me?

What are the qualities you like in me the most?

Do you like being hugged when you sleep?

Where you want to go with me after our marriage?

What makes you feel so much in love with me?

How much romantic you can be with me?

When do you think you are ready to marry me?

If I tell you to propose me in a new way, then how will you do it?

Is there any thing special which makes you feel so romantic?

When you feel romantic what song do you listen the most?

What romantic song you should dedicate to our relationship?

What do you feel when I give you a warm hug? do you feel when I give you a warm hug?

What romantic movie you want to watch with me?

What’s the most romantic thing you’ve heard about someone doing for someone else?

Which do you prefer? Kissing in the rain or kissing in a dark room?

Do you remember the day we met?

What can I do to prove my love to you?

Would you be willing to hold my hand or kiss me in public?

Would you also be my lover in the next life?

Would you hold my hand in public?

How different do you feel when I want to kiss you?

Which phrase I often use between my conversation that you really love to hear again and again?

Would you hug me tight in a crowded area?

What does it feel like to you when we just hold each other?

Kiss on cheeks or an intense kiss on your lips?

Intimate Questions to ask your Boyfriend to improve intimacy

What is the defination of intimacy for you?

What is the sexiest thing about me?

Do you check me out when I walk away from you?

Describe your idea of a perfect night together.

Do you realize how hot you are?

What is your favorite kind of kiss?

Do you know how to unhook a girl’s bra?

What is the best thing that a woman can do to you in bed?

I heard that kissing can burn a lot of calories. Do you want to help me exercise?

Why are you so sexy?

Do you ever think of me in an inappropriate way?

Out of all the things that we do together in the bedroom, what is your favorite thing to do?

Do you think I look seductive?

What would you do if you had me to yourself for a whole day?

Do you want to cuddle with me in my bed?

What is your wildest fantasy ?

Do you want being kissed on lips?

What do my lips taste like?

Do you like it when I am naughty with you?

Your lips look lonely. Do you want my lips to keep them company?

Do you want me to talk dirty?

What would you do if all of my clothes were wet?

What do you find sexy in a woman?

Do you like it when I don’t wear any underwear?

Can you help me undress?

Would you prefer to make out or cuddle? 

What is the dirtiest thought about me that you have ever had?

Do you know how to unhook a girl’s bra?

Do you think that I am a good kisser?

Would you like to be blindfolded?

Where do you want to touch me right now?

 Would you like to watch me play with myself?

What is the quickest that you think you can undress me?

What is the hottest outfit that you have ever seen on a woman?

Do you want to spank me?

If I don’t express it to you, how do you know that I want to make love?

Is there a position that you would like to try, but have not done yet?

Do you like to talk dirty during intercourse?

Do you like being naked or are you shy about it?

Do you want to help keep my body warm?

Do you ever fantasize about me?

What is the best kissing scene you have every watched?

If I had chocolate syrup and whipped cream all over my naked body, would you lick it off?

What if I was naked and laying in your bed?

Do you prefer to be rough or romantic and sensual?

Do you have a favorite memory of us in bed?

How often do you like having sex?

Would you like to have sex on beach?

Do you think you can get naked in less than 5 seconds?

What is the best sex position do you like?

What would you ask me to do for you?

What kind of outfit would you like to see me in?

Do you like sex in shower?

What would you do if I answered the door naked?

What do you want to do to me right now?

If you saw me naked what first thing will come to your mind?

What turns you on the most about the opposite sex?

What would you like me to do more in bed?

Do you want intercourse in the shower?

If you are still a virgin, what do you want your first time to be like?

When do you feel so sexy towards me?

Do you like me on top or bottom?

What is your favorite part of my body?

What is your dirtiest fantasy ?

What does it feel like when you orgasm?

What color underwear do you think I am wearing?

Do you prefer to do it first thing in the morning or right before bed?

Do you think you could take my panties off just by using your teeth?

If we are home alone would you do sex with me?

 Is there anything that you would not do in bed?

What nickname would you give me based off my personality or a body part?

Is there a position that you really don’t like?

How do you want me to approach you for intimacy?

Have you ever imagined me naked?

What is so special about me that turns you on?

Relationship Questions to ask your Boyfriend to know how he feels about you

What about our relationship makes you really happy?

What’s one thing you hope happens in the future of our relationship?

If you had one word to describe our relationship what would it be?

What’s one thing you think makes our relationship unique from everyone else’s?

Are you satisfied emotionally and sexually in the relationship?

Do you think we made an awesome couple?

What’s one difference between us that you absolutely love?

What’s your biggest weakness in this relationship?

What do you think is your biggest strength in this relationship?

Who do you think is the most affectionate in our relationship?

Has being with me helped you discover yourself more?

Do I match your idea of a perfect partner?

What about us do you think works well together? 

Am I the kind of girl you’d take home to your parents?

What’s one secret you’ve wanted to tell me, but haven’t?

Have you learned anything from this bonding?

How do you think we both have changed since we first started dating?

How long did you think our relationship would last when we first started dating?

What’s one thing I do that makes you feel good, that you wish I did more?

What do you think has been the funniest moment since we started dating?

How many kids would you like to have?

Do you believe that I am your soulmate?

What’s one thing you want to do together that we’ve never done before?

Would you like to dance on our wedding ceremony? 23

What if your parents didn’t like me?

When will you think that you are ready for marriage?

Do you think trust is the most important factor in relationships?

What plans you would make on our marriage to make it special?

Where you want to go with me after our marriage?

How many scores would you give to our intimate relationship?

Random Questions to ask your Boyfriend to make the conversation more interesting

What book has had the biggest impact on you?

What was the most thoughtful gift you ever received?

What would be the perfect pet?

Did you ever have a crush on any of your male teachers?

Which was the most embarrassing moment of your life?

If you could become a master in one skill, what skill would you choose?

If your life was a book, what would you name it?

How would you feel if I told you I still have feelings for my ex?

Do you prefer being outdoors or indoors?

If you could start over, what would you do differently?

What would you prefer an exotic meal in five-star hotels or a supremely delicious fruit-cake from a bakery nearby?

What most hated thing for you in a date?

How do you feel about your life now a days?

What was the worst date that you’ve ever been on?

Would you like to go on road trip

Do you think human morality is learned or innate?

If you can read people mind who do you pick first to read?

Do you want to have pets in your home?

What are the things that resist you from complete happiness?

Do you think every thing happens for a reason?

Are you a spiritual kind of person?

What do you think is worth spending extra on to get the best?

Do you feel best friend can be a good life partner?

What habits of people you hate the most?

What do you think? Wis the most important thing a person can do to improve themselves?

Do you think friendship can turn into a good relation?

What is the perfect age of marriage?

What really should be common knowledge but for some reason isn’t?

Where would you live if money wasn’t an issue?

If money wasn’t an object, what’s the first thing you would buy?

What’s the nicest thing someone could genuinely say about you?

What’s something that you’ve never been able to do well?

Do you have a favorite thing to do to relax?

What was the last book that you got so absorbed in that you couldn’t put it down?

How would you describe me to your friends?

Weird/Freaky Questions to ask your Boyfriend for a fun conversation

What is my DOB?

Have you ever broken a bone of a person?

Do you pick your nose and rub it on the couch when no one is looking?

Have you ever developed feelings for a boy?

Have you ever loved a weirdest thing?

Would you like to do x-ray of girls with x-ray glasses?

If you could be an animal what you would be?

What’s the dumbest idea that you’ve ever had that you thought was the smartest idea you’ve ever had?

Can you lick someones underarm for 1200$?

If you can watch girls nude who would you want to watch first?

Have you ever farted in public?

Have you ever had a crush on an animated character?

Do you think that fish gets thirsty?

Has anyone ever walked in on you sitting on the toilet?

If you were an instrument, what would you be?

What is my most favorite thing about my childhood?

Have you ever look in the mirror and wink at yourself?

Why is lemon juice made with artificial flavor and dishwashing liquid made with real lemons?

Would you rather be a vampire or a zombie?

Why is the man who invests all your money called a broker?

Why is it that people say they ‘slept like a baby’ when babies wake up like every two hours?

Will you do your best animal sound for me?

Have you ever tried hitting a target while peeing?

Have you ever been kicked out of a public place?

What is your favorite body part on yourself?

What is something that everyone looks stupid doing?

 What do you dislike but have no good reason for disliking?

If life were a video game, what would some of the cheat codes be?

How many chickens would it take to kill an elephant?

If animals could talk, which would be the rudest?

What’s the best Wi-Fi name you’ve seen?

You can press a button that will make any one person explode. Who would you blow up?

What is something that is really popular now, but in 5 years everyone will look back on and be embarrassed by?

What would your dream bathroom look like?

What was the weirdest conversation you have overheard?

What is the weirdest thing you have seen in someone else’s home?

What is something you probably should do, but will never do?

If you were arrested with no explanation, what would your friends and family assume you had done?

If a bald person works as a chef at a restaurant, do they have to wear a hairnet?

What is the most boring activity?

Who Would You Really Like To Just Punch In The Face?

What would be the absolute worst name we could give our child?

What would be the creepiest thing you could say while passing a stranger on the street?

What’s invisible but you wish people could see?

What are some things that you’ve never bought and will never buy?

What is the ugliest thing you own?

Why doesn’t the fattest man in the world become a hockey goalkeeper?

 What’s A Saying You Say A Lot?

What do you like better hands or feet?

What’s the most imaginative insult you can come up with?

What habits do you have that annoy other people?

Have you ever collected stickers that are on fruits?

Can animals commit suicide?

What’s the longest you’ve gone without taking a bath?

If you could ask your pet 3 questions, what would they be?

Questions to ask your Boyfriend about you to see how well he knows you

Am I more like my mother or my father?

What is my zodiac sign?

What’s my favorite flavor of ice cream?

What was my favorite subject in school?

Did I play any sports when I was growing up?

Who is my oldest friend?

Who was my celebrity crush when I was growing up?

Do I prefer cats or dogs?

What is the name of my pet?

Do I prefer movies or books?

What is my favorite social media platform?

What is my partner’s least favorite housework task?

Would you know that I want to make love to you, without me telling you?

Do you think of me as being nice or naughty?

Do I have any superstition or belief?

What is something that is on my bucket list?

Which is my favorite food?

What is my favorite snack?

Do I still watch cartoons?

Where did we kiss for the first time?

What is my favorite outfit of yours?

Do I like hot showers or cold showers?

Do I prefer the pool or the beach?

What do I think is my greatest weakness?

Do I get easily jealous?

What makes me angry the most?

If I could live anywhere, where would it be?

What is my favorite movie?

What is my shoe size?

Do I prefer to travel or stay at home?

Name a country I would love to visit.

Which is my favorite brand of chocolate?

The most successful couples are open and honest about their wants, needs, and expectations. Even if the two of you have a lot of similar traits and interests, it doesn’t necessarily mean that you have identical life plans.

If you like these Questions then you are going to like 500+ Questions to ask your Girlfriend



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