100 Flirty Questions to Ask Your Boyfriend

Are you trying to get to know your boyfriend better or just want to have some fun? Whatever the reason may be, asking questions is the perfect way to keep a conversation going and learn more about each other. We’ve come up with 100 flirty questions to ask your boyfriend that are sure to help you learn more about him while having a good time.

Whether you are looking for a subtle way to show your affection or just want some fun ideas for spicing things up, these flirty questions will help guide your dialogue toward making an unforgettable connection between both of you. We look at yes or no questions, open-ended questions, would you rather questions, and dirty, flirty questions. So, let’s dive into the world of flirty questions to ask your boyfriend.

20 flirty yes or no questions to ask your boyfriend

1. Do you enjoy neck kisses?

2. Do you like it when I take control in the bedroom?

3. Have you ever fantasized about me?

4. Do you enjoy kissing me?

5. Do you think we have amazing chemistry?

6. Can you resist kissing me when I give you a seductive look?

7. Would you be up for trying something new and adventurous with me?

15. Have you ever been caught checking me out?

16. Do you find yourself wanting to touch and kiss me all the time?

17. Are you attracted to both my physical appearance and my personality?

18. Do you think about our first kiss often?

19. Do you believe in love at first sight?

20. Do you enjoy seeing me in revealing clothing?

These flirty yes or no questions to ask boyfriend are a quick and easy way to break the ice on a date night or spice up your text conversations. They are also great for sparking flirty conversations and setting the tone for a romantic and sexy evening.

20 ‘get to know you’ flirty questions to ask your boyfriend

1. What’s your idea of the perfect date?

2. How would you describe your flirting style?

3. What’s the most adventurous thing you’ve ever done?

4. What three things would you bring if we were stranded on a deserted island together?

5. If you could only use one word to describe me, what would it be?

6. If you had to serenade me, what song would you choose?

7. What’s your favorite physical feature about yourself?

15. How would you describe our relationship in one word?

16. What’s the craziest thing you would do for love?

17. What’s the most attractive quality you look for in a partner?

18. If we could travel anywhere in the world together, where would you want to go?

19. What’s your favorite way to receive affection?

20. How would you rate our chemistry on a scale of 1-10?

These flirty get-to-know-you questions to ask your boyfriend are great for building a deeper connection with him and discovering what interests him. They also provide insight into his personality and can lead to fun and insightful conversations. If he answers in a way you like, reward him with a kiss or a flirty compliment.

20 flirty ‘would you rather’ questions to ask your boyfriend

1. Would you rather be kissed on the lips or on the neck?

2. Would you rather receive a sweet goodnight text or a surprise morning kiss?

3. Would you rather have a candlelit dinner at home or a romantic picnic under the stars?

4. Would you rather have a shower together or a bath?

5. Would you rather go on a spontaneous weekend getaway or have a cozy movie night at home?

6. Would you rather have a slow dance in the rain or a passionate kiss in front of a breathtaking view?

7. Would you rather I bring you breakfast in bed or cook a delicious brunch together?

15. Would you rather receive a passionate kiss or a sensual massage?

16. Would you rather have a candlelit bubble bath or a hot tub date?

17. Would you rather go skinny dipping at night or have a steamy makeout session in the rain?

18. Would you rather have slow and sensual sex or quick and passionate sex?

19. Would you rather receive a surprise gift or be surprised with a home-cooked meal?

20. Would you rather receive a flirty text or a sexy photo from me?

These flirty ‘would you rather’ questions are perfect for revealing your boyfriend’s preferences and creating a playful and romantic atmosphere. They can also lead to some fun and spontaneous activities that will keep the spark alive in your relationship. You should let your boyfriend ask you the same questions so you can both learn more about each other.

20 dirty and flirty questions to ask your boyfriend

1. What’s your biggest turn-on?

2. What’s your favorite thing to do in the bedroom?

3. Do you like dirty talk?

4. What’s your opinion on BDSM? Do you want to try it?

5. What’s one of your secret kinks?

6. Are you more dominant or submissive in bed?

7. What is the wildest place you would want to have sex?

15. What’s your favorite position?

16. Have you ever had a threesome fantasy? CAUTION: Only ask this question if you are comfortable with them saying yes.

17. Do you want to watch adult movies together?

18. Would you be open to trying new things in bed with me?

19. Do you prefer slow and sensual or rough and wild?

20. Have you ever pictured me kissing someone else and liked it?

These dirty and flirty questions to ask your boyfriend are perfect for spicing things up in the bedroom and exploring your sexual desires together. It’s important to communicate openly with your partner about what you both enjoy, and don’t be afraid to share your fantasies with each other. Just remember to always prioritize consent and respect each other’s boundaries.

20 questions to deepen the connection with your boyfriend

1. What’s your biggest fear?

2. What’s the most important value to you in a relationship?

3. Do you believe communication is key in a relationship? Why or why not?

4. Have you ever been heartbroken before?

5. How did your last relationship end?

6. What are your top three values and why are they important to you?

7. What is something you’re passionate about, and why does it bring you joy?

15. Are you close with your family?

16. How do you cope with difficult situations?

17. What are your goals and ambitions for the future?

18. Do you believe in second chances?

19. What’s the most meaningful thing someone has ever done for you?

20. Are there any fears or insecurities that you’ve overcome, and how did you do it?

Being in a relationship isn’t just about having a romantic and flirty connection but also deepening your emotional bond. Asking these questions can help you and your boyfriend understand each other on a deeper level and strengthen your relationship. Take the time to really listen to each other’s answers and be open and honest in your responses. This will not only deepen your connection but also create a space for growth and understanding within your relationship.

When to use these questions

When it comes to asking flirty questions to your boyfriend, timing is key. It’s important to choose the right moment and setting to have these conversations. Some questions may be better suited for a private, intimate setting, while others can be asked during a casual conversation. It’s also important to make sure your boyfriend is in a good mindset and open to having these discussions before diving into them.

You can introduce flirty questions during a lighthearted conversation, such as discussing interests or engaging in playful banter. This creates excitement and keeps the conversation interesting. Another suitable time is when you’re both relaxed and spending quality time together, like during a walk or cuddled up on the couch.

Use them in person, over text, or even on a virtual date if you have to do long distance. Just remember to always keep the conversation respectful and consensual. Flirting should be fun and playful, not pushy or uncomfortable for either party. So use these questions wisely and have fun deepening your connection with your boyfriend.

Just don’t ask any questions you don’t want to know the answer to! As much as we all want to deepen our connections with our significant others, if you get an answer you don’t like, you might regret asking in the first place. So be mindful and choose your questions wisely.

Final thoughts

In conclusion, the art of question-asking is an essential tool in building various types of relationships. These 100 flirty questions to ask your boyfriend are just some examples to get you started but don’t be afraid to come up with your own and tailor them to fit the conversation.

Whether it’s adding a little spice with flirty and naughty inquiries, creating a fun and playful atmosphere with ‘would you rather’ scenarios, or getting to know his naughty side with dirty questions – there’s no denying the power of a flirty question. Just remember to always be respectful and aware of boundaries, communicate openly and honestly, and have fun getting to know your boyfriend on a deeper level. Your boyfriend will surely appreciate the effort and enjoy exploring a deeper connection with you. And who knows these flirty questions may even lead to some unforgettable moments and strengthen your relationship in ways you never imagined. So go ahead, ask away!

If you enjoyed this post, you might also like 65 Acts of Service examples or 21 Words of Affirmation examples to help you speak your partner’s love language.

You should also check out 100 serious questions to ask your boyfriend.