60+ Funny, Intimate & Subtle Flirty Questions To Ask Your Boyfriend

by Manoj Kumar

Knowing each other well plays a big part in every relationship. Asking questions is a great way to know each other and it is fun too. It will also help steer your conversation in the direction of creating an incredible bond between the two of you, whether you’re searching for a subtle way to express your love or just some lighthearted conversation starters. In this write-up,  we will discuss 60+ funny, meaningful and subtle flirty questions to ask your boyfriend

A) Funny Flirty Questions to Ask Your Boyfriend

The funny flirty questions to ask your boyfriend can light up the mood of any conversation and both of you will enjoy it.

  • What is your favourite thing about me?
  • If you could choose, where would we go on a dream vacation together? 
  • Do you have a celebrity crush? Should I be jealous?
  • What is one thing you’d like us to do together that we haven’t done yet?
  • Who is more romantic – you or me?
  • What is your favourite memory of us together so far?
  • What would you change about me?
  • Do you think we’ll still be together in 5 years?
  • Have you ever lied to me about anything?
  • What is your favorite physical feature of mine?
  • What outfit of mine do you wish I’d wear more often? 
  • What is the craziest thing you’d do for me?
  • What are the 3 apps from your phone that you want to keep after deleting everything?
  • Would you still date me if I was 5 years older? 10 years?
  • Do you ever get jealous when other guys flirt with me?
  • Have you ever had that kind of dream where I was in?
  • Do you think you could beat me in a thumb war? Arm wrestle? 
  • What is one thing you were surprised to learn about me?
  • If you had to eat one meal every day for the rest of your life, what would it be?
  • Would you watch chick flicks with me if I asked you to?
  • What is your biggest pet peeve about other couples?
  • Which of my friends do you think has a crush on you?
  • Do you think you’ll still find me attractive when I’m old and gray?
  • If you could serenade me with any song right now, what would you pick?

B) Intimate Flirty Questions to Ask Your Boyfriend

If you really want to go deeper to know your bf, the intimate and meaningful flirty questions to ask your boyfriend are perfect.

  • What are your top 3 hopes and dreams for our future together?
  • When did you first realise you had feelings for me? 
  • What do you think is the key to having a strong, lasting relationship?
  • Do you think our relationship is missing anything important right now?
  • What do you think I deserve most from you as a boyfriend?
  • Which of our memories is the most turn on for you?
  • If we ever have problems in our relationship, how do you think we’d work through them?
  • Is there anything you’ve wanted to tell me but have been too shy or scared to say?
  • How do you think we’ve both grown as individuals since we started dating?
  • What is your deepest, darkest secret you’ve never told anyone else?
  • Do you feel like you can be 100% yourself around me?
  • When do you feel the closest to me on an emotional level?
  • What are some simple ways I could be a better partner to you?
  • If you could change one thing about our sex life, what would it be?  
  • What do you think our biggest strength is as a couple?
  • Do you think soulmates really exist? Could I be yours?
  • What do you think the best day of your life so far has been?
  • How do you think we both handle conflict differently in relationships? 
  • Have you ever felt insecure or anxious about our relationship? About what?
  • What is your deepest fear about relationships in general?
  • What is one thing you wish I knew about you that I probably don’t?
  • Do you think there’s such a thing as “the one” for people? Why or why not?
  • How do you think love changes as relationships grow?
  • What do you think is the most important foundation for a successful marriage?
  • Do you feel like I truly know the real you? Why or why not?
  • What is one thing about relationships that you used to believe but don’t anymore?

C) Subtle flirty questions to ask your boyfriend

If you don’t want to make it too obvious, you can try asking the subtle flirty questions to ask your boyfriend to make the conversation interesting.

  • If you could choose, what colour would you make my eyes?
  • Do you have a favourite pair of jeans of mine?  
  • What is one small thing I do that you find really cute?
  • Do you think we have good chemistry together? Why?
  • Where’s your favourite place that I’ve kissed you?
  • Would you rather cuddle on the couch or the bedroom?
  • What keeps you up at night thinking about me? 
  • Do you think we’re soulmates? What makes you say that?
  • Does my perfume drive you crazy or do you barely notice it?
  • Do you believe that we complement one another well? 
  • Where would we go if you could take me away at this very moment?
  • Which restaurant would you take me on a fancy dinner date?
  • Do you feel like we have great communication in our relationship? Why?
  • What small gestures of mine make you feel most loved? 
  • If we were married with kids someday, what do you think our lives would look like?


You can definitely try the above mentioned funny, intimate, and subtle flirty questions to ask your boyfriend to nurture closeness in the relationship. Though it may seem small, sharing laughs, vulnerabilities, and affections through lighthearted questions builds trust, empathy, and care. Flirty questions allow couples to express admiration, explore compatibility, and reveal hopes for the future. They create opportunities for sincere compliments, open communication, and thoughtful gestures.


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