April 2024

43 Interesting Questions You Should Ask Your Boyfriend

Strengthen your bond with your boyfriend by asking insightful questions that uncover his experiences, interests, and views, paving the way for a deeper connection.

by

If you want to get to know your boyfriend better, ask him some of the questions below. It’s a great way to strengthen your relationship with him and you might learn a thing or two about him.

And if you want to go a step further to capture these moments, check out Remento to turn these stories into a personalized memory book as a gift for his birthday or any special occasion. 

Here are our top picks

  • Best Question About Him: How did you start with your hobby?
  • Best Question on Love: How did you discover what you are attracted to?
  • Best Question on Life: If you could have any job, what would you do for a living?
  • Best Question on Childhood: What didn't you like about childhood?

Questions About Him

  1. Who do you admire the most?
  2. What's your favorite country or place that you've traveled to?
  3. What is your favorite animal?
  4. What do you admire about the athletes you watch?
  5. How did you start with your hobby?
  6. Do you like to cook or eat at restaurants?
  7. What is your all-time favorite movie?
  8. What's the fastest car you have driven?
  9. What car would you love to own?
  10. Are you emotional or rational?
  11. Are you a dreamer or doer?
  12. Are you a procrastinator or proactive?
  13. How do you spend your free time?

Questions About Love

  1. Did you ever get dumped?
  2. Tell the story of your first kiss.
  3. Tell the story of your first crush.
  4. What makes a great relationship?
  5. What makes a terrible relationship?
  6. What kind of experience have you had with online dating?
  7. How did you discover what you are attracted to?
  8. Tell the story of your first crush.
  9. Tell the story of losing your virginity.
  10. Tell the story of the first time you fell in love.

Questions About His Life and Views

  1. When you were a kid, and people left you to entertain yourself, what was your favorite thing to do?
  2. What’s your biggest dream?
  3. If you could have any job, what would you do for a living?
  4. Talk about how your friends and family have encouraged you to pursue your passions.
  5. If you could go back to school for anything, what would you study?
  6. If you could travel anywhere, where would you go?
  7. Can you describe a particularly challenging adventure?
  8. What are your life goals?
  9. Talk about your personal values.
  10. Tell the story of the best year of your life.
  11. Tell the story of the worst year of your life.

Questions About His Childhood

  1. Is there anything you miss about childhood?
  2. What didn't you like about childhood?
  3. What did you struggle with as a child?
  4. Describe how close were you to your friends as a teenager
  5. Talk about what kind of student were you.
  6. What did you love about school?
  7. What did you hate about school?
  8. Talk about a teenage crush.
  9. Talk about the hardest struggle you experienced as a child.
Like what you see? Share with a friend.

20 questions to ask your parents right now

Guaranteed to teach you things you never knew.

Download The Guide

Get our free newsletter

Stay up to date on the latest news and exclusive discounts.

Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
An older woman with short gray hair, sitting comfortably on a white couch, smiling warmly while holding a pink book titled 'Claudette's Best Stories' with a black-and-white photo on the cover. The cozy living room features soft lighting and a large window in the background.

Their stories, forever at your fingertips

Remento’s life story books turn a parent or grandparent’s memories of the past into a keepsake book for the future - no writing required,.

Explore Remento

Capture priceless family memories today

Join the thousands of families using Remento to preserve family history, all without writing a word.

Get Started Today