30 Sexy & Flirty Questions to Leave Him Feeling Naughty

Let’s be real, sometimes, a little playful banter is all it takes to turn up the heat in your relationship.

Whether you’re in the early stages of dating or years into a committed partnership, asking the right questions can add that extra spark.

And guess what? You don’t need to be a wordsmith to leave him blushing or thinking naughty thoughts (mission accomplished, right?).

These flirty questions are fun and designed to make him feel special and maybe a little bold.

So, grab your favorite drink, cozy up, and prepare to ask questions that will have him raising an eyebrow and maybe pulling you closer.

Fair warning: some of these might leave you both laughing and others… well, you’ll see. 😉

30 Flirty Questions That Will Make Clothes Fall Off

  • If we were stranded on a deserted island, what’s the one thing you’d want me to wear?
  • What’s one thing about me that drives you wild (besides my killer smile)?
  • If I dared you to kiss me somewhere unexpected, where would it be?
  • What’s a fantasy you’ve always wanted to try but never told anyone?
YouTube video
  • If we played truth or dare right now, what would you dare me to do?
  • What’s the sexiest thing you’ve ever imagined me doing?
  • Would you rather have a steamy date night in or an adventurous one out?
  • What’s a compliment you’ve been dying to give me but haven’t yet?
Flirty Questions for married couples.
  • If I left a note on your pillow, what would you want it to say?
  • What’s the one thing I do that drives you absolutely crazy (in the best way)?
  • If we were at a party, where would you sneak me away to for some alone time?
  • What’s your favorite memory of us being flirty?
YouTube video
  • If I told you I had a surprise for you, what would you hope it was?
  • Do you prefer late-night cuddles or midnight mischief?
  • What’s a song that always reminds you of me in that way?
  • If I showed up at your door in nothing but a coat, what would you do?
  • What’s your favorite thing to hear me say when we’re alone?
flirty questions for new couples.
  • What’s one word you’d use to describe how I make you feel?
  • Would you rather be the one seducing or the one being seduced?
  • What’s the most romantic (or risqué) thing you’ve ever wanted to try with me?
  • If I kissed you right now, what would you want it to lead to?
  • What’s something you’ve always wanted me to whisper in your ear?
YouTube video
  • Do you think I’m more trouble in the best way possible—or the worst?
  • What’s the one thing I could wear that would have you completely distracted?
  • If we were alone in an elevator, what would you secretly wish for?
  • What’s the most memorable time I ever caught you off guard (and loved it)?
  • What’s something I could do tonight to make you feel extra special?
flirty questions every couples must try.
A man lovingly looks at his girlfriend, who is receiving acupuncture treatment.
  • If you could plan the perfect flirty date for us, what would it look like?
  • What’s a guilty pleasure you’d want to share with me?
  • What’s one secret you’ve been waiting for the perfect moment to tell me?

Leave a Comment