30 Flirty Questions to Ask a Guy

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

best intense questions to ask your boyfriend

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.

couple on date with the guy playing guitar

Intense Questions
  • What high-level job could you lie your way into and not be noticed that you’re not qualified?
  • What is the highest pressure situation you have ever had to deal with?
  • What three events made the biggest impact on you today?
  • What is one question can you ask people to really learn about them?
  • If you had to dispose of a body, what would you do with it?
  • What is the worst advice you have ever received?
  • What is the bravest thing you have ever done?
  • What are your thoughts on abortion?

{RELATED: 42 Best Deep Questions To Ask Your Significant Other}

Fun Questions
  • What movie do you wish your life was like?
  • What would you NOT do for a million dollars?
  • What is the worst purchase you have ever made?
  • If you found $100 dollars on the floor right now, what would you do with it?
  • What animal would be the cutest if you scaled it down to the size of a cat?
  • What weird food combination do you really enjoy?
  • Who do you go out of your way to be nice too?
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?

{RELATED: 22 Insanely Cute Ways To Say “I Love You” To Your Significant Other}

Dirty Questions
  • What is your biggest turn on?
  • Where is the craziest place you have hooked up with someone?
  • If you HAD to kiss someone from the same sex, who would you choose?
  • How old do you want to be when you get married?
  • Whats the farthest you have ever gone on a first date?
  • When do I look the most beautiful to you?
  • Have you ever had a crush on a teacher?
  • Do you believe in soul mates?

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?

OTHER POSTS YOU MAY LIKE:

24 Things To Do Together Besides Going Out To Eat

5 Things People In Successful Long Distance Relationships Are Doing

19 DIY Gifts For Your Long Distance Boyfriend To Show You Care

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