This article was co-authored by Judith Gottesman, MSW and by wikiHow staff writer, Bailey Cho. Judith Gottesman is a Matchmaker, Dating Coach, and the Founder of Soul Mates Unlimited™️ Date Coaching and Matchmaking. With more than 20 years of experience, she specializes in using psychology, attention to detail, and her intuition to create lasting matches. She is known as The West Coast Jewish Community’s Matchmaker, but her dating advice works for everyone. Her work has been featured in numerous national media outlets, such as The New York Times, NPR, and Fox News. Judith is also an author of two books, Your Soul Mate Awaits! and The Lost Art of Dating. She holds a BA in Psychology from The University of California, Berkeley and an MA in Social Work from Yeshiva University.
This article has been fact-checked, ensuring the accuracy of any cited facts and confirming the authority of its sources.
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Don’t know what to say in a tense situation? Break the ice with a weird conversation starter! Whether you want to create a memorable impression or make someone smile, asking an unconventional question is the best way to get to know someone better. If you're looking for inspiration, here's a list of 50+ weird openers guaranteed to spark an exciting conversation via text or in person.
Things You Should Know
- The weirdest conversation openers involve hypothetical situations or niche pop culture references, so have fun coming up with unique questions on the spot.
- Humor is a great way to break the ice, so don’t be afraid to create weird, silly questions.
- To keep the conversation going, ask open-ended questions that require more than a “yes” or “no” answer.
Steps
Weird Conversation Openers
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If you had to live in a fictional world, what would it be and why?
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2What’s your biggest irrational fear?Advertisement
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3If you had to fight any historical figure, who would it be and why?
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4Do you believe in conspiracy theories? If so, what’s your favorite one?
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Excuse me, what’s your Hogwarts house?
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6Walk me through your ideal funeral.
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7Most attractive cartoon character?
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8Do you have any public restroom horror stories?
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9If you could only eat 3 foods for the rest of your life, what would they be?
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What’s the worst movie you’ve ever seen?
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11If you were born 100 years earlier, what would your occupation be?
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12Create your perfect band with 5 solo artists, dead or alive.
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13Is a hot dog a sandwich? Why or why not?
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14Rank every Shrek movie from best to worst.
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Quick question: do you wet your toothbrush before or after adding toothpaste?
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16Do you believe in aliens? Why or why not?
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17What’s the funniest thing you believed in as a child?
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18Would you rather fight 100 zombie-sized chickens or 100 chicken-sized zombies?
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19If you could remove one state from the US, which would it be and why?
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What’s your favorite form of potato?
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21What scientific experiment would you perform (if money and ethics weren’t an issue)?
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22Where’s the most inappropriate place you’ve farted?
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23Would you rather only be able to sing to communicate or dance to get from one place to another?
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24If you could be any age for one year, what age would you pick and why?
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Describe the last time you snitched on someone.
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26Do you talk to yourself? If so, what do you talk about?
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27How long would you last in a zombie apocalypse?
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28If you could eliminate one word from existence, what would it be and why?
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29If you were invisible for a day, what would you do?
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Would you rather explore space or the deep sea?
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31If you had to lose a limb, which one would it be and why?
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32If you had to rename the color red, what would you name it?
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33Would you rather watch the same movie or listen to the same song for a year?
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34What’s the weirdest dream you’ve ever had?
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What’s your favorite celebrity scandal?
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36Would you rather detect any lie you hear or get away with any lie you tell?
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37How early do you get to the airport?
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38What’s the worst gift you’ve ever received?
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39If you could make one thing illegal, what would it be and why?
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Which reality TV show would you audition for?
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41What’s the strangest thing about your culture?
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42Give me 3 unpopular opinions–GO!
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43What’s the scariest movie you watched as a child?
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44What inanimate object do you want to be reincarnated as and why?
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What could you write a book about?
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46Would you rather be fluent in every language or be able to communicate with animals?
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47If you were the president, which national holiday would you declare?
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48If you became famous, what would it be for?
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49Would you rather never sleep again or never eat again?
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50If you could time-travel, which year would you go to?
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If you could invite 3 people to a dinner party, dead or alive, who would they be and why?
Expert Q&A
Tips
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Keep the conversation going by asking them follow-up questions about themselves. Don’t be afraid to get real!Thanks
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Find things you have in common to continue talking. This could be a similar hobby, interest, or opinion.Thanks