Funny Questions to Ask a Guy in 2023

1. What Would You Choose, A Unicorn or a Dragon?

This is a great way to get a conversation going, and it’s also a great way to find out more about him. He might choose a unicorn because they’re magical, or maybe he’d choose a dragon because they’re powerful. Whatever his choice is, it’s sure to lead to some interesting conversations.

2. What Is Your Dream Job?

We all have big dreams and aspirations, and this is a great way to get to know someone more. We all want to be happy, and knowing what he dreams of doing in life is a great way to find out what kind of person he is. Plus, it might give you some insight into his goals and ambitions.

3. If You Could Have Any Superpower, What Would It Be?

This is a fun question that can lead to some interesting conversations. Would he choose to fly? To have super strength? To be invisible? Or maybe he’d choose something more imaginative, like the power to turn back time. It’s sure to be an entertaining conversation.

4. What's the Funniest Thing That Has Ever Happened to You?

We all have funny stories, and it’s a great way to get to know someone more. Everyone loves to laugh, so why not get him to share his funniest story? It’s sure to be a good conversation starter and it’s sure to get a few laughs.

5. What Is the Most Interesting Place You've Ever Visited?

This is a great way to get to know someone more. We all have interesting stories about the places we’ve visited, and it’s a great way to spark a conversation. It’s also a great way to get to know more about the places he’s been and the experiences he’s had.

6. If You Could Live Anywhere in the World, Where Would You Live?

This is a great way to get to know someone’s dreams and aspirations. He might choose to live in a tropical paradise, or he might choose to live in a big city. Whatever his choice is, it’s sure to lead to some interesting conversations.

7. What Is the Most Embarrassing Thing You've Ever Done?

We all have embarrassing stories, and this is a great way to get to know someone more. Plus, it’s sure to get a few laughs. He might tell you about a time he was caught in an embarrassing situation or a time he said something he shouldn’t have.

8. What Is the Strangest Thing You've Ever Eaten?

This is a great way to get to know someone more, and it’s sure to lead to some funny stories. He might tell you about a time he tried something strange, or he might tell you about a time he ate something he never thought he would. It’s sure to be an entertaining conversation.

9. What Is the Most Impractical Joke You've Ever Pulled Off?

We all have our own sense of humour, and this is a great way to get to know someone’s sense of humour. He might tell you about a time he pulled off an epic prank, or he might tell you about a time he did something ridiculous just for a laugh. It’s sure to be a fun conversation.