100 Flirty Questions to Deepen Intimacy in Your Relationship

As a relationship coach with over 15 years of experience counseling couples, I’ve seen that asking the right questions can have a profound impact. Flirty, provocative questions don’t just add sparks in the bedroom – they can help nurture emotional intimacy and bring you closer together as a couple.

In my practice, I often advise clients to set aside regular “question time” – those no-phone-allowed conversations where you take turns asking thoughtful questions and really listening to the answers. It’s amazing what new things you’ll discover about your partner!

I’ve compiled this list of 100 flirty questions that are guaranteed to deepen intimacy and have you looking at your relationship in a whole new light. Consider it a catalyst for meaningful connection – have fun with them!

Fun Icebreaker Questions to Get the Ball Rolling

Starting with some playful questions helps set the stage for more intimate sharing later. These will get you laughing and feeling more relaxed:

  • If you could instantaneously become an expert at one thing, what would it be?
  • Would you rather have the power of invisibility or the power of flight?
  • Who’s your celebrity crush? If they wanted to go on a date, would you ditch me?
  • What’s an amusing or embarrassing childhood memory you’re willing to share?
  • Of all the people we hang out with, who do you think gives the best advice? The worst?

Once you’ve loosened up, move on to more revealing questions:

Thought-Provoking Questions to Bond Over Life Experiences

Really listening to your partner’s defining moments, influences, dreams and priorities gives insight into what makes them tick:

  • Who has been the biggest influence in your life so far? How have they shaped who you are?
  • What experience has shaped the person you are today more than any other?
  • What’s one of your favorite memories from childhood?
  • Where do you see yourself in 5 years? How do I fit into that vision?
  • What’s something on your bucket list you want to do together?

Learning about less serious preferences also brings you closer:

  • Would you rather have unlimited international travel or be able to eat your favorite meal anytime?
  • What hobby or skill do you wish you were better at?
  • Do you have a favorite holiday tradition you think we should start doing together?

Flirty “What If” Scenarios to Tease and Entice

These flirty “what if” situations really get the imagination going! Don’t be afraid to have a little fun with them:

  • What would you do if I answered the door wearing nothing but a trench coat and stilettos?
  • If we were on our honeymoon right now, what romantic fantasy would you want us to act out?
  • What’s one sexual experience you’ve always wanted to try but never had the courage to ask for?

OK, now we’re getting warm! Time to turn up the heat even more…

Saucy Questions to Fan the Flames of Passion

Prepare for blushing and racing heartbeats! These racy questions pull no punches – they’re guaranteed to take your intimacy to the next level:

  • When you think about our sex life, what’s one thing you would love for me to initiate more often?
  • Is there a certain erogenous zone that I’m neglecting? Tell me where I should focus my attention.
  • Do you have any secret fantasies you think would shock me? I promise not to judge!
  • What’s the most daring thing you would ever want to do in public together?
  • Have you ever fantasized about a threesome? What was the scenario?

Whew – fanning yourself yet? If so, it might be time for a cold shower break!

Thoughtful Questions to Strengthen Emotional Intimacy

While steamy questions have their place, questions that nurture emotional intimacy are key for a lasting relationship. Use these to express genuine interest and care:

  • Of your positive qualities, which one do I praise the most? Which one should I praise more?
  • What’s one of our relationship habits that you wish I didn’t take for granted?
  • Do you think I express how much you mean to me often enough?
  • What’s something I could improve at as a partner that would make you feel more loved?
  • If you’re having a bad day, what’s the most meaningful thing I could do or say?

Playful Scenarios to Laugh Over Together

Inject some playfulness again before wrapping up your intimate “question time”:

  • Would you still love me if I gained 100 pounds? What if I lost 100 pounds?
  • Let’s come up with cute pet names for each other based on things we love. You go first!
  • If we appeared on a reality show together, what would it be called?
  • What completely random object best represents my personality? Explain!

I hope you’ve enjoyed exploring these 100 flirty questions together as much as my clients have over the years! The art of asking – and answering – intimate questions is a relationship skill that will serve you well through all of life’s ups and downs.

Rather than allowing the routine comfort of coupledom to set in, keep asking open-ended questions. Discover new things about your partner, yourself and your relationship. Fan the flames of passion, even after the spark of novelty fades.

Prioritize this intentional questioning ritual as much as weekly date nights or yearly vacations. Let your curiosity about your partner be a lifetime practice.

You may be surprised by what you learn! And those small revelations, sprinkled over the years, are what build connection, empathy and enduring intimacy.

Sylvia Smith

Sylvia Smith is an Associate Licensed Marriage and Family Therapist with an M.S in Child Development & Family Studies and specialization in Marriage and Family Therapy from Purdue University. She specializes in working with distressed/conflicted couples, parents, and co-parent, and families. Sylvia believes that every couple can transform their relationship into a happier, healthier one by taking purposeful and wholehearted action.

Leave a Reply

Your email address will not be published. Required fields are marked *