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Do you want to know if a girl is just as weird as you? Tap into her weird side by asking her unusual and random questions! To help you spark an interesting conversation, we’ve compiled a list of 80 creative questions that are sure to keep her on her toes. These questions will let her show off her weirdness and will tell you more about her interests, values, and past.

Things You Should Know

  • Start a funny conversation with a random question, a game of “would you rather,” or a silly hypothetical situation.
  • Ask about her embarrassing moments, her funny childhood memories, and supernatural experiences.
  • Quiz her on her favorite foods, celebrities, movies, and items she collects.
1

“What food would you choose to build a house out of?”

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  1. How creative and unusual her answers are will tell you whether your weirdness levels are compatible. Ask her why she chose her food and start a funny debate if you think a different food is better.[1]
    • “How many butterflies would it take to beat a lion?”
    • “What liquid would you want to come out of your sink besides water?”
    • “What would computers taste like if they were edible?”
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3

“Would you rather travel to another galaxy or to a parallel universe?”

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  1. Get creative with your options to keep the game fun. Ask her why she chose her answer and share what you would choose too.[2]
    • “Would you rather know what people are thinking when you touch them or be able to mind control people, but they know that you’re controlling them?”
    • “Would you rather turn green when you’re lying or break out into polka dots when you’re mad?”
    • “Would you rather swallow a fly every time you drink water or wake up with a worm in your bed everyday?”
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4

“You discovered a new species of animal. What does it look like? What do you call it?”

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5

“If you were invisible for a day, what would you do?”

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  1. What she chooses to do can tell you about the kind of person she is. She might be a risk taker and steal money from a bank, or be sneaky and listen to conversations she shouldn’t be a part of.[4]
    • “What wouldn’t you be scared to do if no one was watching?”
    • “Would you shoplift from your favorite store if you knew you wouldn’t get caught?”
    • “What room in the world would you fly into if you could be a fly on the wall?”
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6

“You can trade lives with your favorite celebrity for a day. Who do you choose and what do you do?”

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9

“What 3 things would you grab from your bedroom if your house was on fire?”

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10

“You find a time machine that takes you 1500 years into the past or 500 years into the future. Which option do you choose?”

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Expert Q&A

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  • Question
    How do you ask a girl intimate questions?
    John Keegan
    John Keegan
    Dating Coach
    John Keegan is a Dating Coach and motivational speaker based in New York City. With over 10 years of professional experience, he runs The Awakened Lifestyle, where he uses his expertise in dating, attraction, and social dynamics to help people find love. He teaches and holds dating workshops internationally, from Los Angeles to London and from Rio de Janeiro to Prague. His work has been featured in the New York Times, Humans of New York, and Men's Health.
    John Keegan
    Dating Coach
    Expert Answer
    Make sure that the setting and tone of your date fit that type of conversation, as you don't want to come off as creepy. If you're okay with moving the date away from any friend zone vibes, you could move the conversation to a more intimate zone with a question like "What's the weirdest place you've ever had sex?"
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Tips

Tips from our Readers

  • Keep in mind that any one of these great questions could blow the conversation wide open, so there's no need to ask a specific number of questions.
  • You don't need to ask a bunch of questions. One or two questions can lead to an hour or more of flowing conversation.
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About This Article

John Keegan
Reviewed by:
Dating Coach
This article was reviewed by John Keegan and by wikiHow staff writer, Devin McSween. John Keegan is a Dating Coach and motivational speaker based in New York City. With over 10 years of professional experience, he runs The Awakened Lifestyle, where he uses his expertise in dating, attraction, and social dynamics to help people find love. He teaches and holds dating workshops internationally, from Los Angeles to London and from Rio de Janeiro to Prague. His work has been featured in the New York Times, Humans of New York, and Men's Health. This article has been viewed 105,913 times.
6 votes - 70%
Co-authors: 8
Updated: December 6, 2024
Views: 105,913
Categories: Social Interactions
Thanks to all authors for creating a page that has been read 105,913 times.

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