164+ Questions to Ask Your Boyfriend Right Now

Good questions to ask your boyfriend will not only give you a better sense of who he is, but also help you start some great conversations and communication. You will know your partner better.

If you’re searching for love messages for boyfriend that perfectly capture what you’d like to say or share people you care, browse through an amazing collection of flirty messages for him, romantic things to say to your boyfriend and cute paragraphs for him to wake up to.

Best Questions to Ask Your Boyfriend

Where is your ideal place to live? On a farm in the middle of nowhere, in an elegant house on the water, or in a hip, downtown condo?

What fictional character do you have a crush on?

What would be the absolute perfect day?

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

When in history was the best time to be alive?

Where do you see us in five years? And where in 10?

What was the best moment in our relationship for you?

When was the last time you thought about me in a positive way?

How important is religion or spirituality to you?

What do you want to do when you retire?

Do you believe in ghosts?

What is the biggest misconception people have about you?

What did you learn a little too late?

How often do you go into a room and forget why you went into the room?

What was the best mistake you’ve made? A mistake that turned out really well.

What’s the most annoying question you get asked on a regular basis?

Is there some behavior about me that irritates you?

How did you change in the last five years?

What is your favorite thing that I do for you?

Do you think money can buy happiness?

How often is your brain on autopilot?

What is your favorite city?

If you could eat only three foods for the rest of your life, what three would you choose?

What are you too hard on yourself for?

If you dropped everything and went on a road trip, where would you go?

good questions to ask your boyfriend

What do you think is the best period of a person’s life?

What is it you really want to do with me?

What is the most important lesson you have learned thanks to our relationship?

What movie reminds you of us?

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

If you could have any skill without having to work for it, what would it be?

What is your hidden talent?

What is your biggest regret?

What’s your favorite waste of time?

What was the most difficult time in your life?

How often do you feel utterly worn down?

How do you feel about pets and animals?

What’s the most worthwhile thing a person can spend their time on?

What will our photos be showing in the next 12 months?

What would you call our milestones?

Do you believe that I love you?

What things about me make you know I’m the one for you?

What accomplishment are you most proud of?

What’s a question you’ve been wanting to ask me, but have never gotten around to?

Do you have any phobias?

Who is your favorite cartoon character ever?

Do you ever feel like you had a past life?

What were the last two books that you read?

What can someone say that always makes you cringe?

What do you wish you could stop doing?

Would you rather live in a cave or under the sea?

What does your perfect day look like?

When was the last time I made you laugh?

What is your favorite thing I ever did for a special occasion for you?

best questions to ask your boyfriend

Do you think I’m more of an optimist, a pessimist, or a realist?

What would the title of your autobiography be?

Do you ever wish I could read your mind? When?

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

What did you imagine being an adult would be like when you were a little kid?

If you could inhabit any movie, TV show, book, or other fictional universe, where would you live?

What’s something small that makes a big difference?

What’s the best way to travel?

Do we share a dream?

What is your love language?

Is there something in our relationship that scares you?

What is something I could do to make you trust me even more?

What do you like to do on the weekend?

If you could go back in time, what age would you be again?

Are you an optimist, a pessimist, or a realist?

Do you like talking on the phone?

What would it look like if you fully lived up to your potential?

Do you collect anything?

What habits do you have that annoy other people?

What was your favorite TV show growing up?

What’s the most frustrating thing you encounter daily?

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

Where would your perfect place to settle down be?

What is your idea of a perfect Sunday afternoon?

What tv show could you binge-watch all day?

What’s one thing that would surprise me about you?

What hurts you most in our relationship?

What was the best holiday for you together with me?

What kind of student were you?

When do you feel the most protected and taken care of?

Do you think of yourself as an introvert or an extrovert?

If you could see into the future, what would you want to know?

What is the best advice anyone ever gave you?

What is your favorite holiday?

Ice cream or milkshake?

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

What is your theme song?

What makes life worth living to you?

What makes you nervous?

What are some things on your bucket list?

What makes you feel old?

What advice do you think future you would give current you?

questions to ask your boyfriend

What song reminds you of me?

From which conflicts have you learned most in the past?

What was the very first thing you thought about me?

If you could describe me with 3 words, what would they be?

What was your favorite subject in middle school?

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

If you had to go back to school, what would you study?

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

What makes you angrier than it should?

What’s your favorite sport?

What is the saddest story you know from history?

What’s your first memory?

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

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

What defines a happy relationship for you?

If there was only one cookie left, would you give it to me?

What compliment do you like to hear from me?

What was your first favorite movie, as a child?

What is your happiest childhood memory?

What would you do with a million dollars?

If you’re lost, do you ask for directions?

Describe yourself in a single word.

What is your favorite time of year?

If you could go back to any moment in your life and do things differently, would you?

What movie was so sad that you will never watch it again?

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

What hobby or skill would you like to learn together?

What’s your favorite dessert?

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

What fictional character do you relate to the most?

What is your favorite board game?

Do you prefer coffee or tea?

What is considered normal and is accepted but really shouldn’t be?

What is the most romantic place you’ve ever visited?

What will be your three wishes from a genie?

Which behavior would you never accept or tolerate?

What do we want to achieve together soon?

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

What’s another career that you think you would love?

What sound do you love?

What’s your favorite magazine?

What’s your favorite personality trait of your own?

How did you spend your summer vacations?

What trip would you like to take together?

What motivates you?

Have you ever tried to invent something?

If you could listen to only one song for the rest of your life, what song would you choose?

What are your favorite scents?

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

What are some of your personal tips on how to live a remarkable life?

What is your favorite love song?

Where else do you want to take me?

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

Which of your childhood dreams has come true?

Where have you always wanted to travel?

Are we changing each other in positive ways?

What’s the happiest you ever felt?

What is your favorite thing to do on a rainy day?

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

What is one thing you wish you could change about yourself?

What do most people overestimate or underestimate about you?

What is the worst emotion?

What’s the biggest waste of money?

When was the time you laughed the hardest?

What was the first thing you thought when you met me?

What can I do to make you feel loved by me?

What’s the most anxious you ever felt?

What do I do that makes you feel appreciated?