181+ Questions to Ask Your Boyfriend

When you want to get to know him a little better, questions to ask your boyfriend for every situation, over text or in person, will bring you closer together. Let see how much you can learn about who he is.

Table of Contents

Best Questions to Ask Your Boyfriend

What makes you the happiest?

How can I support your interests?

Do you hold grudges?

How would you describe your family?

Tell me about your relationship with your parents and siblings.

What do you want to improve or change about yourself?

Do you have any regrets? Would you go back and change those things if you could?

Where are you originally from? Where else have you lived? What was your favorite place and why?

What was your parents’ relationship like?

What was your relationship like with your parents?

Do you want children?

Do you want to get married?

What do you think the most important element is in maintaining a relationship?

When did you first realize that you like/love me?

best questions to ask your boyfriend
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What comes to your mind whenever we’re not together?

What qualities do you admire about yourself?

What are you most thankful for?

If you could live in someone else’s body for a day, who would it be and why?

How long was your longest relationship?

What’s my favorite romantic spot for us?

What would be the absolute perfect day?

What did you learn a little too late?

What are you too hard on yourself for?

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

What is your favorite board game?

Describe yourself in a single word.

Love is so powerful and things to say to your boyfriend can help put how you feel into words.

What’s the best and worst relationship advice you’ve ever gotten from someone?

What terrible experience taught you a valuable lesson?

How important is religion or spirituality to you?

What is it that you love about me the most?

How do you deal with failure?

Do you think money can buy happiness?

What was your favorite subject in school and why?

What color do you think suits me best?

What are some things that offend you?

What is your dream job?

How’s my hair looking today?

What’s the kindest thing you’ve ever done for someone?

What gets on your nerves?

Do you love your job? If so, why? If not, why do you stay there?

What one thing do you want to accomplish in your life?

If you could change anything about me what would it be?

What do you need when you’re upset? Space? Talking it out? Something else?

What’s something you’ve been scared to ask me?

Where do you see our relationship going?

What’s the kindest thing someone’s done for you?

What accomplishment are you most proud of?

Do you prefer me with makeup or looking natural?

questions to ask your boyfriend
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Who are you closest to in your family?

What is your love language?

What’s your best quality?

What do you feel makes a healthy relationship?

Who was your role model growing up?

When you were a kid, what career did you want to have?

What is your passion project?

Do you remember how we first met?

What are some prominent things that have happened in your past that you think have contributed greatly to who you are today?

Who is the person in your life you can always count on?

Did you go to summer camp?

What is your idea of a perfect Sunday afternoon?

Do you think we could improve on our love?… If so what do you think it would be?

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What’s something most people don’t know about you?

How did you get me to fall for you?

How did you spend your summer vacations?

Who was your hero when you were growing up?

What is a weakness in other people that bothers you?

What is your favorite holiday?

What is the best present you’ve ever received?

What makes you angry?

Did you imagine then… we would be where we are today?

What is your happiest childhood memory?

What song reminds you of me?

Do you think we’ve met before in a previous life?

If you could cook any dish perfectly, what would you choose?

When you’re having a bad day, what makes you feel better?

What is it that makes us work the most do you think?

What is your favorite thing to do after work?

Did you ever sleep with stuffed animals?

What sound do you love?

What are your favorite scents?

What are your annoying habits?

Describe the ideal vacation.

Describe an ideal weekend.

What’s your favorite dessert?

When did you realize I was the one for you?

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What stresses you out?

What’s your perfect day?

What candy do you hate?

What is your favorite karaoke song?

How did your last relationship end?

Do you prefer coffee or tea?

Was is it love at first sight for you?

Good Questions to Ask Your Boyfriend

Can we talk about our health histories?

Tell me about your best friend.

What word do you hate?

What is your pop culture guilty pleasure?

What do you feel is your most significant achievement?

Who’s your hero?

What’s your favorite book?

What’s your favorite magazine?

If there’s one thing you could do for me, or I could do for you what would it be?

What makes you the best version of yourself?

What are things you do even though you don’t want to?

What does love mean to you?

What’s something you’ve always dreamed of doing but never have?

What’s something we could change about our relationship to make it stronger?

What makes us special or unique together?

What’s your ideal date?

What is the one movie you’ve seen more times than you can count?

What can I do to make you feel better after a bad day?

What is your happiest memory?

What is the kindest thing you’ve ever done?

What is the kindest thing someone else has done for you?

Describe your dream house.

What’s your favorite food?

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If you could be born in a different decade, what decade would you choose?

What mistake have you made in a past relationship that you don’t want to repeat?

Where do you see yourself settling down?

What do you want to do when you retire?

What should never be joked about?

What does friendship mean to you?

How do you handle conflict?

Do I like milk in my tea/coffee?

What cause have you volunteered for that you feel passionately about?

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If you were going to start a charity, what would it be for?

Do you watch, read, or listen to the news?

Do you have any significant responsibilities?

What is something you’re working on to become a better person?

What is the best advice anyone ever gave you?

Do you like talking on the phone?

What are your relationship deal breakers?

Have you ever broken the law?

Do you have a mentor? What is the most important lesson they taught you?

Where do you want to take me for dinner this weekend?

What do I do that makes you feel loved?

How can I make you feel more appreciated?

What is your favorite time of year?

What motivates you?

What has been the best year of your life so far?

Shall we try doing something new?

Are you a night owl or an early bird?

Books or movies?

What is your favorite book?

What have your other relationships taught you before now?

What is your favorite movie?

Do you have a favorite food?

What fictional character do you have a crush on?

Do you believe in ghosts?

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What are you most afraid of happening to us?

What food do you always crave?

Do you prefer to eat out or cook for yourself?

How would your friends describe you?

Would you rather be right or happy?

What was your most embarrassing moment?

What was your childhood nickname?

Do you collect anything?

Shall we start a hobby together?

What is your theme song?

If you could wake up tomorrow and be fluent in any language, what language would you choose?

What conspiracy theory are you tempted to believe?

If you could start a hobby what would it be?

Have you ever tried to invent something?

Did you want to be an astronaut when you were a kid? What did you want to be?

When was the last time you cried?

What are you afraid of?

What do you like most about yourself?

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What makes you feel sad?

How are you feeling?

Did you feel love and support from your parents growing up?

What is your earliest memory?

What relationship causes you the most stress?

Would you prefer to read or watch a movie?

What is your worst memory?

What do you most regret not saying to someone?

What is something you wish you hadn’t done?

What is your favorite thing about our relationship?

Do you see yourself spending the rest of your life with me?

What one thing can I do to make our relationship better?

What is the best decision of your life?

What was the hardest decision of your life?

How was work today?