100 Questions to ask your Boyfriend and Get To Know Him Better

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Looking for some fun conversation starters with your boyfriend? You’ve come to the right place!

Whether you have been in a relationship for a while or are just starting something new, these questions to ask your boyfriend are ideal to get the conversation started.

I’ve included different kinds of questions. Some are fun and light-hearted and others are a lot more serious.

Feel free to pick the ones you like the most and adapt them to your relationship to make the most of the experience.

With these, you’ll get to learn a lot of things about your boyfriend.

Fun Questions to Ask Your Boyfriend

1. What superhero power would you choose to have?
2. If you could be any animal for a day, which one would you be?
3. What’s the most ridiculous fall you ever had?
4. What is your ultimate guilty pleasure?
5. Is there anything you’d love to do but would never tell your male friends?
6. What’s your favourite dad jokes?
7. What’s your go-to karaoke song?
8. What animal do you think you look like?
9. If you could only eat one type of food all your life, what would it be?
10. Do you have any hidden talents?

Deep Questions to Ask Your Boyfriend

1. What is the thing you’re the most proud of in life?
2. What is your idea of success?
3. What is your biggest insecurity?
4. Do you have any childhood trauma that you think is influencing your life now?
5. What is your idea of happiness?
6. What do you think being a good parent is?
7. If you could change any law, what would it be?
8. Do you think women have a harder life than men or the other way round and why?
9. Can you describe your ultimate happy place?
10. Can you tell me something you’ve never told anyone before?

General Relationship Questions to Ask Your Boyfriend

1. What is your love language?
2. What are the main qualities you are looking for in a partner?
3. What is your ultimate deal breaker?
4. What was your longest relationship?
5. Is there anything you did in your past relationships you wished you had done differently?
6. What do you think is the most important factor in maintaining a healthy relationship?
7. Do you think that jealousy is proof of love?
8. Do you believe in soul mates?
9. Do you believe in marriage?
10. What is your favourite type of dates?

Questions to Ask Your Boyfriend about Yourself and your relationship

1. What’s one thing you admire about me that I don’t see in myself?
2. What was your first impression of me, and has it changed?
3. What was the moment you realised you were in love with me?
4. Is there anything I do that you wish I did more or less of?
5. What do you think makes our relationship unique?
6. What does a perfect day with me look like to you?
7. What is the thing you like the most about me?
8. What made you want to go out with me in the first place?
9. Do you think I see myself in a different way that you see me?
10. How do you describe me to others when I’m not around?

Questions to Ask Your Boyfriend about His Childhood

1. What’s your fondest childhood memory?
2. Who was your hero when you were growing up?
3. What was your favourite cartoon on TV?
4. How would you spend your weekends when you were a kid?
5. What type of kid were you at school?
6. What was your biggest fear as a child?
7. What traditions did your family have that you’d like to continue?
8. Did you have a favourite toy or game as a child? What was it?
9. Can you tell me about your best friend when you were a kid?
10. What was your favourite subject in school and why?

Questions to Ask Your Boyfriend about His Career

1. What drove you to choose your current career path?
2. What do you love most about your job?
3. What was your dream job when you were a kid?
4. Where do you see yourself in your career five years from now?
5. If you were to completely change your life and job, what would you do?
6. What do you think your colleagues think of you?
7. Have you ever thought about running your own business?
8. What’s the best benefit a company could ever give you?
9. Would you rather have more money or more holiday allowance?
10. What was your first job?

Random Questions to Ask Your Boyfriend

1. If you could have dinner with any three people, dead or alive, who would they be?
2. If you could instantly become an expert in something, what would it be?
3. What’s the most spontaneous thing you’ve ever done?
4. If you could live in any era, when would it be?
5. What’s the weirdest habit you have?
6. If you won the lottery tomorrow, what’s the first thing you would buy or do?
7. What’s the strangest food you’ve ever eaten and actually liked?
8. Which character of ‘The Big Bang Theory’ do you think you are?
9. Do you have any superstitions? If so, what are they?
10. If you could only keep 5 objects, what would they be?

Questions to Ask Your Boyfriend about Travel

1. What’s your favourite part of travelling?
2. What is your favourite destination?
3. What is your best and worst travel memory?
4. Is there anywhere you went and thought you’d love but didn’t?
5. Do you prefer adventure trips or resort holidays?
6. If you could teleport to anywhere in the world right now, where would you go and why?
7. Do you prefer driving, taking the train or flying?
8. What kind of outdoor activity do you prefer?
9. Would you rather see monkeys or turtles?
10. If you were given a free trip somewhere, where would you go?

Questions to Ask Your Boyfriend about Life

1. What’s the best piece of advice you ever got?
2. Is there anyone who you considered changed your life forever?
3. What was your best decision in life? And what was the worst?
4. Is there anything you regret not having done?
5. What do you think is the recipe to happiness?
6. What life lesson did you learn the hard way?
7. How important is work-life balance to you?
8. How do you stay motivated when things get tough?
9. What’s something you’re afraid of that you’d like to overcome?
10. Would you rather have a happy family life or an amazing career?

Questions to Ask Your Boyfriend about Hobbies

1. What is your favourite hobby?
2. What hobby did you pick up that you thought you’d never be interested in?
3. If you could turn any of your hobbies into a career, which one would it be and why?
4. What’s one hobby you and I can start together that we both would enjoy?
5. Would you like to try salsa or other partner dances with me?
6. Is there any hobby you’d like to try and think I’d be very surprised about?
7. Is there a hobby that you used to be passionate about but have since given up? What changed?
8. What’s the most adventurous or extreme hobby you’re interested in trying?
9. Would you rather skydiving or bungee jumping?
10. Would you try yoga with me?

You may also be interested in:

• 45+ Self Love Questions To Ask Yourself
• 95+ Would You Rather Questions to Ask your Boyfriend