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20 Questions To Ask Him On Your First Date

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When you are getting to know someone new, making conversation is sometimes the hardest thing to do. I mean where do you start? How do you break the ice? Worse still, what if you’re an introvert? Well, no one’s ready to spill their deepest darkest secrets on a first date, so quit hoping for that. Instead let the 20 questions game come to your rescue, and keep those awkward silences at bay.

The 20 questions game is super fun, and will keep you both so busy, you won’t even notice the spinach stuck in his teeth. Plus, it will help you get to know him better in terms of his personality, his values, and even his dreams! So, if your first date is round the corner, here are 20 questions you should ask him.

1. If your life was a movie, which one would it be?

A 2-hour movie is enough to tell you a ton of stuff about him.

2. Do you like pets?

That way you know what the future looks like.

3. What’s the last concert you went to?

If you both like similar music, that’s a great way to bond.

4. Do you like waking up early or staying up late?

There are only 2 kinds of people in the world, and you will know exactly which kind he is.

5. Would you prefer eating at a restaurant of ordering in?

Here’s to planning your weekends together!

6. What was the last show you binge-watched?

Whether it is Sacred Games or Narcos, the kind of shows a guy watches reveals a lot about him.

7. Have you ever been suspended from school?

Why keep it so relationship-focused? Get to know other stuff about him as well.

8. What’s the most embarrassing thing you’ve ever done to get a crush’s attention?

If he ever does them again, you will know that he really wants your attention!

9. Do you shower at night or in the morning?

If things were to graduate to the next level, you can already imagine what your morning routine will be like.

10. Have you ever thought about marriage seriously?

It might make him wonder why you are asking that, but girl, it’s better to get things straight before you waste any time on someone who is not on the same page as you.

11. If you could only hear one song for the rest of your life, what would it be?

You will know exactly what to play in the car on the way back home.

12. If you had a time machine, would you go back in time or visit the future?

This will show you if he is hung up on the past, or if he’s optimistic about the future.

13. Do you sleep in pajamas, underwear or nothing at all?

This will just make it easier for you to dream about him after the date. *wink*

14. What is the worst lie you’ve ever told your parents?

Here comes the secrets!

15. What’s the most cringe-worthy outfit you’ve ever worn?

Now you will know if you need to compete with him on the style game.

16. If you had to rename yourself, what name would you choose?

Just a fun question to see how he thinks.

17. When did you have your first kiss?

You’ll know if he was a late bloomer or not. Just hope he does kiss and tell.

18. What’s the most spontaneous thing you’ve ever done?

Adventurous much? Well, there’s a second date idea!

19. If you could be any animal, what would you be?

Whether it is a penguin or a tiger, his answer will tell you a lot about his personality.

20. Do you believe in aliens?

Eh, cause why not?

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Hauterfly's Content Writer and Video Producer, Kreena is a sucker for all things DIY. In love with nail art, beauty, fashion, textiles, and all things creative under the sun, she follows the mantra: Why buy, when you can DIY?!

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