30 Flirty Questions to Ask a Guy

This post is all about flirty questions to ask a guy.

Whether I am with my boyfriend or miles apart from him, one of my all-time favorite things to do is ask him fun questions that gets some really great conversations started. I’ll look up fun, deep, and even dirty ( ) questions and it always leads to the BEST conversations.

I love asking questions and am an expert at the best flirty questions to ask a guy.

If you’re in a long distance relationship (I’m with you girl) ask these over text or FaceTime. OR save this post and ask these questions over dinner. It will lead to so many good conversations that you will never forget about!

This post gives you 30 flirty questions to ask a guy.

Life questions

  • If you could change one thing about yourself, what would it be?
  • If you could be a girl for one day, what would you do during that day?
  • Would you rather be smart and ugly or dumb and beautiful?
  • Would you want to be famous? Why or why not?
  • What is the most expensive thing you have ever purchased?
  • When was the last time you cried?
  • Whats the best compliment you have ever received?

These questions really are so much fun! I know this post was made to ask your boyfriend, but my sisters and I pull these up all the time and ask each other/our friends. I learn so much about people and leads to such interesting conversations. 

If you live close to your boyfriend this would be great to pull out at a dinner and get some intense convos going. If you’re long distance this is a GREAT way to make those mundane text conversations a little more interesting ;).

Seriously, You will learn so much more about your boyfriend. 

What are your favorite questions to ask that starts great conversations?