200 Random questions to ask your boyfriend from funny to serious; flirty to deep

Do you ever feel like you’ve run out of things to talk about with your significant other?

Or maybe you’re just starting a new relationship and want to get to know your partner on a deeper level?

Whatever the case may be, we’ve got you covered with a list of 200 random questions to ask your boyfriend. These questions range from deep and thought-provoking to fun and flirty, so you’re sure to find something that suits your mood and relationship.

Whether you’re looking to learn more about your partner’s past, explore their hopes and dreams for the future, or just spice things up with some dirty talk, this list has it all.

So sit back, relax, and get ready to dive deep into your relationship with the help of these 200 Very good random questions to ask your boyfriend. Who knows, you might just discover something new and exciting about your partner that you never knew before!

random-questions-to-ask-your-boyfriend

200 Random questions to ask your boyfriend

The following are a list of 200 random questions to ask your boyfriend:

1. If you could have any animal as a pet, regardless of practicality, what would it be?

2. If you could be any fictional character for a day, who would you choose and why?

3. Have you ever had a recurring dream or nightmare? What was it about?

4. If you could trade places with any person for a day, who would it be and why?

5. Do you believe in extraterrestrial life? Why or why not?

6. What is your favorite conspiracy theory, and do you believe it to be true?

7. Have you ever experienced anything paranormal or supernatural?

8. If you could invent any gadget, what would it be and how would it work?

9. If you were given a million dollars, what would you spend it on?

10. If you could go back in time and witness any event, what would it be?

11. What is the weirdest food you have ever eaten, and did you like it?

12. If you could eliminate any one societal norm, what would it be and why?

13. If you could only eat one type of cuisine for the rest of your life, what would it be?

14. If you could change one thing about your childhood, what would it be?

15. What’s the most interesting thing you’ve learned recently?

16. If you had to live in a different country for a year, where would you choose to live and why?

17. What’s the craziest thing you’ve ever done on a dare?

18. If you could switch lives with any fictional character for a day, who would it be and why?

19. If you could time travel to any period in the future, when would it be and why?

20. What is the most beautiful place you have ever visited and why did you find it so captivating?

Also read: 100 Interesting questions to ask your boyfriend for a deep conversation

random-deep-questions-to-ask-your-boyfriend
Save me to Pinterest

Random deep questions to ask your boyfriend

Here are a few random deep questions to ask your boyfriend:

1. Do you believe in fate, or do we create our own destiny?

2. What is the meaning of life to you? Do you think it varies for different people?

3. Do you believe that consciousness continues after death? Why or why not?

4. If you could change one thing about the world, what would it be?

5. Do you think humans will ever achieve true artificial intelligence? What do you think the consequences would be?

6. If you had the opportunity to live forever, would you take it? Why or why not?

7. What is the nature of reality? Is it objective or subjective?

8. Do you believe in the existence of free will, or is everything predetermined?

9. How do you think consciousness arises in the brain?

10. What is the role of suffering in human existence?

11. Do you believe that science can answer all the big questions about existence, or are there limits to what science can discover?

12. What is your perspective on the concept of time? Do you think time is linear, cyclical, or something else entirely?

13. Do you believe that life has meaning? If so, what is it?

14. What is the most important moral principle to you, and why?

15. Do you believe that humans are fundamentally good or bad?

16. What is your perspective on the nature of the universe? Do you think it is infinite or finite, and why?

17. Do you think that there is a purpose to suffering? If so, what is it?

18. What is your perspective on the nature of reality? Is it a simulation, a dream, or something else entirely?

19. What is the relationship between mind and body? Do you think they are separate entities, or are they intertwined?

20. Do you believe in the existence of an afterlife? If so, what do you think it is like?

Also read: 300+ Questions to ask your boyfriend from funny to deep; cute to juicy (the only list you need)

random-funny-questions-to-ask-your-boyfriend-for-fun

Random fun questions to ask your boyfriend (Jokes, puns with answers)

These are some of random fun questions to ask your boyfriend:

1. Why did the tomato turn red? Because it saw the salad dressing!

2. Why did the coffee file a police report? It got mugged!

3. Why did the chicken cross the playground? To get to the other slide!

4. Why did the scarecrow win an award? Because he was outstanding in his field!

5. Why don’t scientists trust atoms? Because they make up everything!

6. What’s the difference between a poorly dressed man on a trampoline and a well-dressed man on a trampoline? Attire.

7. Why was the math book sad? Because it had too many problems.

8. Why don’t oysters donate to charity? Because they’re shellfish!

9. What do you call a fake noodle? An impasta!

10. What do you call a pile of cats? A meowtain!

11. Why couldn’t the bicycle stand up by itself? Because it was two-tired!

12. What do you get when you cross a snowman and a shark? Frostbite!

13. Why did the teddy bear say no to dessert? It was already stuffed!

14. What did the grape say when it got stepped on? Nothing, it just let out a little wine.

15. Why did the toilet paper roll down the hill? To get to the bottom!

16. Why don’t scientists trust atoms? Because they make up everything!

17. What do you call an alligator in a vest? An investi-gator!

18. Why don’t scientists trust atoms? Because they make up everything!

19. Why did the cookie go to the doctor? Because it felt crumbly!

20. Why did the computer go to the doctor? Because it had a virus!

Also read: 50 Juicy questions to ask your boyfriend (over text or in person)

Most Random funny questions to ask your boyfriend

The following are a few of the most funny random questions to ask your boyfriend:

1. Does sperm stay alive after someone is dead or does it expire too with the person?

2. If animals could talk, which one do you think would be the most annoying and why?

3. If you had to choose between never eating pizza again or never using the internet again, which would you choose?

4. Would you rather fight a horse-sized duck or 100 duck-sized horses?

5. What’s your go-to dance move when no one is watching?

6. What is the most bizarre thing you have ever googled or searched for online?

7. Did you forget to take your sense of humor pill today?

8. Are you an expert in the field of making small talk about the weather?

9. If aliens landed on Earth, what type of pizza do you think they would like?

10. Did you hear about the competition for the most boring person alive? I think you have a real shot at winning.

11. If I gave you a choice between a million dollars and an unlimited supply of fish, which would you choose? 

12. How would you rank the level of difficulty in getting out of bed in the morning?

13. What would you do if you suddenly found a secret portal in your bedroom?

14. What would you do if you had the ability to fly?

15. Have you ever done something so outrageous that you can’t even believe it now?

16. What is the best prank you have ever pulled?

17. Did you ever regret not dying sooner?

18. If you could be a zombie, would you? 

19. If you could choose between coming back to life or going to Heaven, which would you pick?

20. What would you do if you had the power to control celebrities?

Also read: 100 Trap questions to ask your boyfriend (Persuasive and Funny)

dirty-random-questions-to-ask-your-boyfriend

Dirty Random questions to ask your boyfriend over text

Here are some random dirty questions to ask your boyfriend over text or in person:

1. What have you done in the bedroom that you wouldn’t dare tell anyone else?

2. If you could have any fantasy fulfilled, what would it be?

3. Have you ever fantasized about me in a sexual way?

4. What is the most outrageous thing you would do in bed with me?

5. What is the dirtiest dream you have ever had involving me?

6. What is the most daring thing you have ever done sexually?

7. Do you have any fetishes that you haven’t shared with me before?

8. What do you find most attractive about me?

9. What is one sexual experiment you would like to try with me?

10. What type of porn do you like watching?

11. Do you have any secret fantasies that you have never told me about?

12. What is the wildest sexual experience that you have ever had?

13. Have you ever had a preejaculation?

14. Do you like to be dominant or submissive in bed?

15. What is the naughtiest thing you have ever done in the bedroom?

16. What do you think is the most erotic body part on a woman?

17. What type of lingerie do you find most attractive?

18. Have you ever role-played with another person?

19. Do you have any secret fetishes that you haven’t revealed to me yet?

20. What type of naughty talk do you find most arousing?

Also read: 150 Dirty questions to ask your boyfriend (Naughty, juicy, sexual, filthy, nasty, spicy)

Random questions to ask your boyfriend about yourself

Here is a list of random questions to ask your boyfriend about yourself:

1. What was your first impression of me when we first met?

2. What’s the most significant thing I have ever done for you?

3. What’s something about me that surprises you?

4. What’s your favorite thing about me?

5. What’s your least favorite thing about me?

6. What do you think I’m most passionate about in life?

7. What’s one thing you wish I could change about myself?

8. What’s a moment in our relationship that you will never forget?

9. What’s one of the most exciting things we’ve ever done together?

10. What’s one of the most challenging things we’ve ever faced as a couple?

11. What’s one thing you think I’m particularly good at?

12. What do you think is the biggest challenge that I face in my life right now?

13. If you had to describe me in three words, what would they be, and why did you choose them?

14. What’s one thing you think I could improve on?

15. What’s a dream or goal I’ve shared with you that you’re most excited to see me achieve, and why?

16. What’s something about me that you think other people don’t appreciate or understand enough, and why do you think that is?

17. What’s one thing you want to do together that we haven’t done yet?

18. What’s one thing that you know about me that few other people know?

19. What’s something you’ve learned from me that has changed your perspective on life?

20. What’s something you believe I’m still trying to figure out about myself?

Also read: 33 Trick questions to ask your boyfriend to see if he loves you

Random questions to ask your boyfriend to get to know him better

Here are a few random questions to ask your boyfriend to get to know him better and on a deeper level:

1. What is the most important lesson you have learned in your life so far?

2. What are your greatest fears, and how do you deal with them?

3. If you could go back in time and change one thing about your past, what would it be and why?

4. How do you define success, and what does it mean to you personally?

5. What are your dreams and goals for the future, and how do you plan on achieving them?

6. What is the most challenging experience you have ever faced, and how did you overcome it?

7. What is your favorite childhood memory, and why does it hold such significance for you?

8. What do you believe is your purpose in life, and how do you plan on fulfilling it?

9. What is the most important value or principle that you live by, and why is it so significant to you?

10. How do you deal with stress or difficult situations in your life?

11. If you could have dinner with any historical figure, who would it be and why?

12. What is something that you have always wanted to learn, but have never had the opportunity to do so?

13. What is the most important relationship in your life, and how has it impacted you?

14. How do you define love, and what does it mean to you personally?

15. What is something that you are most proud of in your life so far, and why?

16. What is your favorite book or movie, and why do you enjoy it so much?

17. What is something that you are passionate about, and why does it matter to you?

18. If you could travel anywhere in the world, where would you go and why?

19. What is something that you have learned recently that has had a significant impact on your life?

20. What is your idea of a perfect day, and how would you spend it?

Also read: 31 Deep questions to ask your boyfriend (Be evolved after this conversation with him)

random-questions-to-ask-your-boyfriend-about-your-relationship
Save me to Pinterest

Random questions to ask your boyfriend about your relationship

Here is a list of random questions to ask your boyfriend about your relationship:

1. What was the first thing that made you fall in love with me?

2. What do you think is the biggest strength of our relationship?

3. Is there something you wish we did more of as a couple?

4. What are your long-term goals for our relationship?

5. How do you see us growing and evolving together in the future?

6. What do you think is the biggest challenge we’ve faced in our relationship so far?

7. What are some things we can do to improve our communication with each other?

8. Do you think we share the same values and priorities in life?

9. What is your favorite memory of us as a couple?

10. How has being in a relationship with me changed you as a person?

11. What are some things you appreciate about me that you may not have told me before?

12. What are some things you would like me to do differently in our relationship?

13. How do you handle conflicts or disagreements in our relationship?

14. What do you think is the key to a successful long-term relationship?

15. Do you see us getting married or having children in the future?

16. How important is physical intimacy in our relationship?

17. What is your love language and how do you express it in our relationship?

18. What are some things we can do to keep the romance alive in our relationship?

19. How do you see us supporting and encouraging each other in achieving our individual goals?

20. What is your biggest fear or concern about our relationship?

Also read: 50 Relationship questions to ask your boyfriend (Deep & serious topics)

Cute Random romantic questions to ask your boyfriend

These are some cute and random romantic questions to ask your boyfriend:

1. What do you find most alluring about me? 

2. What stirs your passions the most?

3. What kind of romantic adventures would you like to experience together?

4. What is your favorite physical feature about me?

5. How can I make you feel special?

6. When you think of me, what comes to mind?

7. What do you think is the most seductive thing about me?

8. What is your ideal date night?

9. What kind of kinky fantasies do you have?

10. What do you think is the most intimate thing we can share?

11. What would you like to do to me that we haven’t done yet?

12. What do you find most alluring about me that I haven’t noticed?

13. What would you like to do to me that we haven’t done yet?

14. Is there something that we haven’t explored together that you would like to try?

15. What is the most exciting thing you can think of doing with me?

16. What do you think would make our love life even more special?

17. What kind of new experiences would you like to explore together?

18. What are your favorite things to do together in the bedroom?

19. How can I make you feel adored and appreciated?

20. What would you like to do for me that I haven’t asked for yet?

Also read: 50 Romantic questions to ask your boyfriend to make him laugh

Most romantic and Random flirty questions to ask your boyfriend

Here are some most romantic and random flirty questions to ask your boyfriend:

1. What do you think is the sexiest thing about you?

2. Do you remember the first time we met?

3. What do you think about when you look into my eyes?

4. Do you think I’m attractive?

5. Do you get butterflies when you think about me?

6. If you could take me on a date anywhere, where would it be?

7. What do you find most attractive about me?

8. What do you think is the most romantic thing a person can do?

9. What would you do if I kissed you right now?

10. What do you like to do with me that you don’t do with anyone else?

11. What do you think sets us apart from other couples?

12. What is your favorite thing about being in a relationship with me?

13. What do you think is the sexiest thing about being in a relationship?

14. What do you think is the most romantic thing about our relationship?

15. What is the one thing you can’t resist about me?

16. If you could kiss me anywhere, where would it be?

17. What do you like most about my personality?

18. What do you like most about my physical features?

19. What do you think makes us so compatible?

20. What do you think is the most romantic thing we’ve done together?

Life Guide

Sign up to receive Intuitive & life-changing insights on the philosophy of life, love and everything in between.

We don’t spam! Read our privacy policy for info.

This page may uses affiliate links. When you click an affiliate link, we get a small compensation at no cost to you. See Our affiliate policy for more info.
Photo of author
Author
Naveen B

Naveen is Experienced Psychology and philosophy Writer, self-help and relationship Coach and thought influencer. He has 7 years of experience in Personal development industry.

Naveen’s expertise as a self-help and relationship Coach has been highlighted through his articles in medium and substack to name a few.

To be updated with Naveen's work, connect with him by following his social media accounts.

Leave a Comment