85+ Flirty Questions To Ask Your Boyfriend

Looking for questions to ask your boyfriend but have no idea what to say? Check out these ideas below!

Keeping the conversation flowing with your man can be tricky sometimes. Fear not, because we’ve got you covered with tons of deep and fun questions to ask your boyfriend, categorized to spark all kinds of fun, cute, and even some ~spicy~ convos!

This post is all about questions to ask your boyfriend.

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Fun Questions to Ask Your Boyfriend:

1. What’s the most embarrassing thing that’s ever happened to you on a date?
2. What’s your go-to karaoke song?
3. If you could have any superpower, what would it be and why?
4. What’s the weirdest thing you collect?
5. What’s your dream vacation spot?
6. What would your wrestling name be?
7. If you could be any fictional character, who would you be?
8. What’s the cheesiest pick-up line you’ve ever used (or fallen for)?
9. On a scale of 1 to 10, how good are you at dancing?
10. What’s your favorite thing to do on a rainy day? ️

Deep Questions to Ask Your Boyfriend:

1. What are your biggest dreams and aspirations?
2. What are your dealbreakers in a relationship?
3. What are your fears about the future?
4. What are you most grateful for in your life?
5. What challenges do you think we might face as a couple, and how can we overcome them?
6. What does a healthy relationship look like to you?
7. How do you feel loved and supported?
8. If you could give your younger self one piece of advice, what would it be?
9. What are your thoughts on having kids someday?
10. Tell me about a time you overcame a big obstacle in your life

Spicy Questions to Ask Your Boyfriend:

1. What’s your favorite physical feature about me?
2. What’s your biggest turn-on?
3. What’s your biggest turn-off?
4. If we were stuck on a deserted island, what would be three things you’d want to have with you (besides me )? ️
5. Truth or Dare? This classic game can get ~interesting~ after a few drinks.
6. Have you ever had a dream about me? (If he says yes, press for details!)
7. If you could try one new thing in the bedroom, what would it be? (Just be sure you’re both comfortable with exploring!)
8. What’s your favorite thing to kiss on me?
9. Play never have I ever with a flirty twist!
10. Whisper a sweet nothing in my ear.

(RELATED: 75+ Dirty Questions To Ask A Guy)

Serious Questions to Ask Your Boyfriend:

1. What are your financial goals for the future?
2. How do you feel about religion and spirituality?
3. What are your views on family and having children?
4. How do you handle conflict in a relationship?
5. What are your dealbreakers when it comes to cheating or dishonesty?
6. How comfortable are you talking about your mental health?
7. What are your biggest insecurities?
8. What are your career aspirations?
9. How do you see yourself growing and changing in the next five years?
10. What kind of legacy do you want to leave behind?

Juicy Questions to Ask Your Boyfriend:

1. What’s your favorite part of my body?
2. Describe your ideal date night.
3. What’s one thing you find incredibly sexy that most people wouldn’t expect?
4. Have you ever had a crush on a fictional character? (Who? And why?)
5. If you could try one new thing in the bedroom, what would it be? (Just be sure you’re both comfortable with exploring!)
6. What’s your biggest turn-on when it comes to lingerie or outfits?
7. What’s the most romantic gesture you’ve ever made for someone?
8. Tell me about a time you felt really attracted to me.
9. Whisper a dirty thought in my ear.
10. Play a game of “strip” truth or dare. (This can be with clothes, accessories, or dares that get progressively more revealing!)

Getting To Know Him Better:

1. What’s your favorite childhood memory? ‍‍‍
2. What’s the most rebellious thing you’ve ever done? (College years often have these kinds of stories!)
3. What historical figure do you find most fascinating?
4. What’s a cause you’re really passionate about?
5. What’s your hidden talent?
6. What’s your biggest pet peeve?
7. What’s your favorite board game? (Challenge him to a game night!)
8. What would your autobiography be titled?
9. What are your thoughts on aliens?

Funny Questions to Ask Your Boyfriend To Make Him Laugh:

1. What fictional food would you love to try? (Think butterbeer from Harry Potter!)
2. If you could have any pet, besides a dog or cat, what would it be?
3. What conspiracy theory do you find strangely believable?
4. What’s your spirit animal?
5. What’s the weirdest dream you’ve ever had?
6. If you were a superhero, what would your weakness be?
7. What would your walk-up song be?
8. What’s the most useless talent you have?
9. Fold a piece of paper together and take turns asking silly questions. You never know what weird or wonderful answers you might get!
10. Make up your own weird holiday and explain how it would be celebrated.

(RELATED: 90+ Juicy Questions To Ask Your Girlfriend)

Would You Rather…

1. Would you rather be able to fly or be invisible?
2. Would you rather win the lottery or have your dream job?
3. Would you rather be able to read minds or control the weather?
4. Would you rather be able to talk to animals or travel through time?
5. Would you rather always be cold or always be hot?

Cute Questions to Ask Your Boyfriend:

1. What’s your favorite memory of us so far?
2. What’s the one thing you would want me to know about you that most people don’t?
3. When did you know you were falling for me?
4. What’s your love language? (Words of affirmation? Acts of service? Take a quiz together and find out!)
5. What’s one thing you secretly admire about me?
6. Describe your ideal future with me.
7. Is there a nickname you’d love for me to call you?
8. What’s the cheesiest romantic movie you secretly enjoy?
9. Cook me a meal together! Pick a random recipe and see what culinary chaos (or masterpiece!) ensues. ‍‍
10. Write each other love letters and exchange them at the end of the day. Sealed with a kiss, ofc!

Unique Questions to Ask Your Boyfriend:

1. If you were a cartoon character, who would you be and why?
2. Design your own amusement park! What rides and attractions would it have?
3. If you could invent one thing to make the world a better place, what would it be?
4. Come up with a hilarious backstory for how you two met. Maybe it involves aliens, medieval times, or a zombie apocalypse!

Remember, the best questions are the ones that spark conversation and help you get to know your boyfriend on a deeper level. So have fun, be creative, and don’t be afraid to get a little silly!

This post was all about questions to ask your boyfriend.