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10 Best Funny Questions to Ask Singapore [2024]

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Funny Questions to Ask Singapore

Best Funny Questions to Ask Singapore

Whether you’re looking for fun questions to make a person’s answers as memorable as a knock-knock joke, this list has you covered.

Funny Questions to Ask is the perfect icebreaker, and the creativity of these questions can lead to deeper intimacy and other more profound conversation topics, all the while keeping the vibe light and fun.

A set of burning questions designed to tickle the funny bone of anyone from or familiar with Singapore, ensuring laughter is just a question away.

Prepare yourself for giggles and chuckles as we explore some hilariously curious inquiries that are uniquely Singaporean.

Best Funny Questions to Ask in Singapore

1. What is the weirdest food combination that you love?

What is the weirdest but favourite food combination you love?’ It is an absurd (and hilarious) question to ask when Singapore is so blessed with good food.

The question, by encouraging people to share quirky preferences and engage in discussion, creates a curious and open atmosphere in the room.

It’s a lighthearted way to explore cultural discrepancies and personal taste – and the fodder for talk that’s nearly as delicious as the food being discussed.

After all, it’s the most deliciously funny question in the history of cuisine.

2. What’s your most embarrassing moment or embarrassing thing you have?

Asking someone what their most embarrassing thing or possession is is a funny question, especially when it is asked in a fun, casual setting.

It encourages the telling of intimate stories we all understand, making us laugh and helping us all to relax.

But please make sure that the question is asked with a light touch, in a spirit of fun and good humour – and spare a thought for how the person answering must feel.

It can be a good curiosity coaster (provided one knows how to appreciate it with sensitivity and care).

This question is meant to be a levity-inducing one that could be helpful in getting to know someone a little bit better.

3. What’s a TV show or reality TV show that people would be surprised to know you watch?

Conversely, putting the same person on the spot with the question ‘What TV show or reality TV show would surprise me to know that you watch?’ is definitely funny.

It invites people to show a side of their entertainment taste that others might never guess, leading to surprises on both sides.

It’s a question that can surprise and delight, as in when the answer reveals a completely different side to someone’s personality than the one shown in day-to-day life.

It’s a tongue-in-cheek interrogation of the layers of a person’s identity, and thus a good deal of fun.

4. What is the weirdest thing you have ever eaten?

Enquiring about the most bizarre thing that someone has ever placed into their mouth is a question that truly touches on matters of universal human interest and, indeed, one that is legitimately funny.

It elicits laughter, but also bewilderment, as players remember and recount their most unusual culinary experiments.

This is a particularly good question for Singapore, a country with such rich and interesting food culture that it can also turn up some very funny stories.

It’s also a fun way to warm up to the idea that a well-rounded individual might engage with the vast variety of personal preference and gastronomic bravado that exists.

5. If you could have any celebrity be your best friend, which celebrity would you pick?

Who would you choose to be your celebrity best friend? What a funny and entertaining question!

It draws attention to a fantasy of connection and friendship, one in which we think of our celebrity icons from a more intimate perspective.

That question in particular can be fun to answer, leading to musings about how a celebrity would be the best friend you ever had, often revealing more about the answerer than it does about the celebrity.

The dream is a good one for laughter and lively slap-on-the-back conversation, a great thing to open up an easygoing interaction, really!

6. What’s the funniest thing that ever happened on your family vacation?

The question ‘What’s the funniest thing that ever happened on your family vacation?’, is in fact a funny, interesting thing to enquire.

It encourages people to look back and laugh about snapshots from vacations they might otherwise have forgotten.

This question is often answered with stories that can create group bonding through the shared experience of laughing at something someone did or the general absurdity of a vacation gone awry or just something happening to someone.

It might be a brilliant way to leaven a conversation and cement intimacy through the recounting of high jinks.

7. Can you tell me the funniest joke ever?

A sure way to ask a funny question is to say to someone: ‘Tell me your best joke.

It’s an open invitation for creativity and humor, making it an excellent icebreaker.

But comedy is in the eye of the beholder, and the other person might not find it funny, introducing a double-blind element into the response.

This question not only brings a smile to the table, but also offers insight into the wit of the person being surveyed, which makes it a fun thing to add to almost any discussion.

8. How many chickens would it take to kill an elephant?

The answer to the question ‘How many chickens would it take to kill an elephant?’ must surely rank as the best joke with the most ridiculous question ever asked.

Its sheer surprise value and the picture it evokes can make it useful for lightening the mood. It certainly made me chortle and laugh out loud.

This question encourages participants to display their wittiness and creativity.

It’s a handy way to add a touch of absurdity and imagination to the proceedings, and on the plus side, it’s a great way to ensure your conversation never becomes boring.

9. What would be your dream job?

The question ‘If you could have any job, what would it be?’ is not an obviously funny question, at least at first glance – people don’t react with a great guffaw when asked the question.

But used in the right context – and if the person posing the question has a puckish sense of humour about the response – it can be a starting point for amusing and frivolous debates.

For example, wide-ranging or fantastical responses can lend a light-hearted tone to what is normally something of a serious question.

In the end, if not a side-splittingly funny question, it could be used to provoke unexpected answers and would therefore make for a quietly amusing query in the right company.

10. What’s the most ridiculous thing your parents ever did to embarrass you?

Asking ‘What’s the most humiliating thing your parents ever did to embarrass you?’ is a funny question because it’s universal and because it practically guarantees that any answer you get is going to make you laugh.

It can be embarrassing to relive even an insignificant incident, but in the right situation, sharing and laughing together about our missteps – our small humiliations – can create a bond through our mutual exposure and shared laughter.

Thus: this question is a good way to elicit and share personal tales of laughter and levity.

Funny Questions to Ask Singapore

Perhaps asking funny questions is the thing we all need to ignite laughter, generate shared hilarity, and connect with one another more deeply.

To reveal surprising aspects of ourselves, ponder fantasy situations, or share humorous stories about us, and even with us, or just about us.

Particularly in a culturally diverse place such as Singapore, where experiences and differences abound, these playful questions not only lift the mood, but also come together through shared, laugh-inducing experiences, even within a uniquely different culture.

If you want to read more interesting articles, follow the links below:

Frequently Asked Questions (FAQs)

If you have any questions about Funny Questions to Ask in Singapore, you can refer to the frequently asked questions (FAQ) about the Best Funny Questions to Ask in Singapore below:

What are some hilarious questions involving chewing gum in Singapore?

Questions such as: ‘If chewing gum was currency, how rich would you be?’ are the perfect accompaniment to the quirky and authoritarianism-focused character of Singapore.

How can funny questions spice up discussions about daily routines in Singapore?

When discussing daily routines, try these questions: What is your favourite excuse for being late to work in Singapore traffic? If your daily routine were a movie, what would you call it? And what movie character would you want to be called?

Are there any humorous questions related to public toilets in Singapore?

Indeed! Ask: ‘How do you manage a trip to a public toilet in a Singapore mall?’ or ‘Which event in the Olympics of Public-Toilet Experiences would you win, and why?’

These obviously and naturally draw on shared experiences, and prompt laughter.

How can the North East Line inspire funny questions for Singaporeans?

You can come up with your own playful questions: “What’s your best excuse for taking the wrong train on the North East Line?”

Can funny questions capture the essence of how Singaporeans live?

Sure, but dig deep and try asking things like: ‘What’s the weirdest thing or weirdest gift you’ve seen someone do on a crowded Singaporean street?’

Or: ‘If Singaporean life were a sitcom, what would be its most ludicrous episode?’

These questions pick up on the peculiarities and comedy inherent in everyday Singaporean life.

Rachel Tan avatar

Article by

I'm currently the editor at FunEmpire Media. I've over 8 years of experience in the media industry discovering the best local businesses, places and things to do. From lifestyle, entertainment, food, travel, education and more, I strive to curate the very best in Singapore.

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