Questions to Ask a Guy

  • What do you like to do for fun?
  • Do you have any nicknames?
  • What is the highlight of your week?
  • If you were a waiter and had a rude customer, what would you do?

  • Would you rather be stressed out or completely bored?
  • Would you eat food that fell on the floor?
  • Would you rather be rich or famous?
  • What's your ideal way to celebrate your birthday?
  • What would you do if you won the lottery tomorrow?
  • Have you ever peed in the shower?
  • What is the longest period of time that you stayed awake for?
  • If you could have any super power for a day, which would you choose?
  • What would you do if lost your swim trunks in the water while swimming?
  • What is your ideal way to spend a Saturday?
  • If the President was eating next to you in a restaurant, what would you say to him?
  • What’s the best prank you played on someone?
  • If you had an extra day in the week, what would you do with it?
  • What would you do if you knew that tomorrow would be your last day on earth?

  • What's your favorite movie?
  • What's your favorite TV show?
  • What's your favorite sports team?
  • What kind of music do you like to listen to?
  • What is your favorite time of the year?
  • What is your favorite video game?

  • Do you like to travel or stay close to home?
  • What was the best vacation that you've been on?
  • Do you prefer to stay in your current town/city or move elsewhere?

  • What's your favorite local restaurant?
  • What is your favorite cereal?
  • Do you know how to cook?
    • What's the fanciest thing that you can cook?

  • What's the worst thing about being a guy?
  • What's the best thing about being a guy?
  • Do you think guys have it easier than girls?
  • If you were a woman for one day, what would you do?

  • Do you believe in love at first sight?
  • What's your ideal first date?
  • What's the first thing you notice about a girl?

  • Do you think it's important to keep up to date with current events?
  • Where do you see yourself in 5 years?
  • Who do you hang out with?
  • If you could change one thing in your life, what would you change?
  • What's something that you always procrastinate doing?
  • Who was the last person you texted?
  • What do you wear to sleep?
  • Where is your ideal place to live?
  • What do you do when you're bored?
  • Are you a morning or a night person?
  • Do you wear boxers or briefs?

Also see: 101 Conversation Starters | How to Keep a Conversation Going | First Date Conversation Starters

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