151 Funny Questions to Ask a Guy Over Text & In Person

Download the article Get to know him better with these fun and flirty questions

This article was co-authored by Laura Bilotta and wikiHow staff writer Bailey Cho. Laura Bilotta is a dating coach and founder of Single in the City, her relationship coaching service based in Toronto, Ontario, Canada. With over 18 years of experience, she’s focused on helping singles date more intentionally, encouraging them to break free of negative patterns so they can attract the love they deserve. Her experience, skills and insights have led to thousands successfully uniting over 65,000 singles through one-on-one matchmaking events and sessions. She has hosted The Dating and Relationship Show on Global News Radio 640 Toronto (AM640) for 6 years and is known as The Hookup Queen of Clubhouse; her popular singles club, Single in the City, has over 95,500 members who regularly join the weekly dating and hookup rooms. This article has been fact-checked, ensuring the accuracy of all facts cited and confirming the authority of its sources.

Do you want to make your crush or boyfriend laugh? Asking stupid questions is a great way to start an interesting conversation and learn more about him. In this article, we provide the ultimate list of funny and flirty questions to break the ice, whether you’re chatting in person or over text. We also talked to dating coach and matchmaker Laura Bilotta for tips on how to prank a guy!

  1. What hurts you?
  2. What is your biggest irrational fear?
  3. What is the worst movie you have ever seen?
  4. What is the funniest thing you believed as a child?
  5. What’s an annoying song you secretly love?
  6. If you could fight any historical figure, who would it be?
  7. Would you rather talk like Yoda or breathe like Darth Vader?
See also  What Does WYO Stand For? Definition & Uses Explained

Categories: How to
Source: HIS Education

Rate this post

Leave a Comment