75 Funny Questions to Ask Your Partner That'll Have You Both Cracking Up

Picture this: You’re sitting across from your partner at dinner, and suddenly that dreaded silence hits. You know the one – where you both start scrolling through your phones because neither of you can think of anything interesting to say. We’ve all been there, right?

Here’s the thing though – those quiet moments don’t have to stay quiet. Sometimes the best conversations happen when you throw out a completely random, ridiculously funny question that catches your partner off guard. Trust me, there’s nothing quite like watching them pause mid-bite to contemplate whether they’d rather have fingers as long as legs or legs as long as fingers.

Funny questions aren’t just conversation fillers – they’re relationship gold mines. They help you discover quirky sides of your partner you never knew existed, create inside jokes that’ll have you giggling for weeks, and honestly? They’re just plain fun. Whether you’re on a first date trying to break the ice or you’ve been together for years and want to shake things up, the right funny question can transform any ordinary moment into something memorable.

Ready to dive into some seriously entertaining territory? Let’s explore the wonderful world of hilarious questions that’ll have both of you laughing until your sides hurt.

Why Funny Questions Are Relationship Magic

Let’s be honest – relationships can get comfortable. Like, really comfortable. Sometimes so comfortable that you forget how much fun it is to just be silly together. That’s where funny questions come in clutch.

These aren’t your typical “How was your day?” conversations. We’re talking about questions that make you both laugh out loud, questions that reveal the wonderfully weird sides of your personalities, and questions that remind you why you fell for each other in the first place. They work perfectly for date nights, long car rides, lazy Sunday afternoons, or literally any time you want to inject some humor into your day.

The best part? There’s no wrong answer to a funny question. The goal isn’t to impress anyone with your wit – it’s to have fun and connect with your partner in a lighthearted way.

For more conversation inspiration, check out our collection of questions to ask your crush over text to keep the laughs going even when you’re apart.

Would You Rather Questions That’ll Make You Both Giggle

Would you rather questions are comedy gold because they force people to choose between two equally ridiculous options. Here are some that’ll definitely get the giggles going:

Would you rather have to sing everything you say for a week or only be able to communicate through dance moves?
Would you rather have fingers as long as legs or legs as long as fingers?
Would you rather sweat mayonnaise or cry ketchup?

Would you rather have a rewind button for your life or a pause button?
Would you rather fight one horse-sized duck or 100 duck-sized horses?
Would you rather have to wear a clown nose for a month or clown shoes for a month?

Would you rather be able to talk to animals but they’re all incredibly rude, or be able to speak every language but only to complain?
Would you rather have permanent hiccups or permanent brain freeze?
Would you rather your life have a soundtrack that everyone can hear or a laugh track that plays at inappropriate times?

The beauty of these questions is watching your partner’s face as they seriously consider their options. You’ll be amazed at how much thought they put into whether they’d rather sneeze glitter or burp confetti!

Looking for more conversation starters? Our fun and silly questions to ask your boyfriend collection has tons more where these came from.

“If You Had To…” Scenarios That Reveal Everything

These questions put your partner in hypothetical situations that are both hilarious and surprisingly revealing. Get ready for some unexpected answers!

If you had to eat only one food for the rest of your life, but it had to be something you currently hate, what would you choose?
If you had to pick a theme song that plays every time you enter a room, what would it be?
If you had to live in a TV show for a year, but only the worst-rated shows, which one would you pick?

If you had to have a weird superpower that’s completely useless, what would it be?
If you had to replace your hands with something else for a week, what would you choose?
If you had to wear a warning label, what would it say?

If you had to pick a new name but it had to be the name of a kitchen appliance, what would you choose?
If you had to communicate only in movie quotes for a day, which movie would give you the best vocabulary?
If you had to have a pet that’s completely impractical, what would it be?

If you had to choose a supervillain name based on your most annoying habit, what would it be?

I love these questions because they combine creativity with humor. Plus, you’ll learn some pretty interesting things about how your partner’s mind works!

For couples looking to deepen their connection through laughter, explore our questions for couples section for even more relationship-building fun.

Random & Completely Ridiculous Questions

Sometimes the best conversations come from the most unexpected places. These random questions are perfect for those moments when you want to completely derail whatever you were talking about and go somewhere hilariously unexpected.

What’s the weirdest thing you’ve ever eaten on purpose?
If you could only move by skipping everywhere, how would that change your life?

What would you do if you woke up tomorrow and everyone else in the world had disappeared except for you and one person you went to high school with but barely knew?
If your pet could talk, what’s the first thing you think they’d complain about?
What’s the most ridiculous fact you know?

If you had to choose a mascot to represent your life, what would it be?
What’s something you believed for way too long as a kid?
If you could make one rule that everyone in the world had to follow for a day, what would it be?

What’s the weirdest dream you’ve ever had that you still remember?
If you could replace all the grass in the world with something else, what would you choose?

The randomness is what makes these so entertaining. You never know where the conversation will go, and that’s half the fun!

Need more ways to keep conversations interesting? Check out our interesting topics to talk about for inspiration that goes beyond the typical small talk.

Childhood Memories That’ll Make You Both Nostalgic and Giggling

Nothing brings out the laughs quite like embarrassing childhood stories and the weird things we used to believe. These questions are guaranteed to uncover some gems from your partner’s past.

What’s the most embarrassing thing you did as a kid that you thought was really cool?

What was your biggest fear as a child that seems completely ridiculous now?
What’s the weirdest thing you used to believe about how the world worked?
What was your most prized possession as a kid, and why was it so special to you?

What’s the most trouble you ever got into as a child?
What did you want to be when you grew up, and how far off were you?
What’s the strangest thing you used to do when you were alone as a kid?

What’s the most creative excuse you ever gave for not doing homework?
What’s the weirdest phase you went through as a kid?
What song did you used to sing completely wrong, and how long did it take you to realize?

I swear, these childhood questions always lead to the best stories. There’s something about reminiscing about our younger, more innocent (and often more ridiculous) selves that just brings out the laughter.

Want to explore more about getting to know your partner? Our deep questions to ask a girl section offers wonderful ways to connect on multiple levels.

Food & Lifestyle Debates That Get Surprisingly Heated

Food questions are dangerous territory – people have strong opinions about their eating habits! But that’s exactly what makes them so entertaining. Prepare for some passionate responses.

What’s a food combination that you love but everyone else thinks is gross?
If you could only eat food that’s one color for the rest of your life, what color would you choose?
What’s your most controversial food opinion?

If you had to give up either pizza or ice cream forever, which would you choose?
What’s the weirdest thing you’ve ever craved?
If you could only shop at one store for the rest of your life, where would it be?

What’s your guilty pleasure that you’re actually not that guilty about?
If you had to eat dessert before every meal for the rest of your life, what dessert would you choose?
What’s the most unusual thing in your fridge right now?

If you could make one food completely calorie-free, what would it be?

Trust me, these food questions can lead to some surprisingly passionate discussions. I’ve seen couples have twenty-minute debates about whether cereal is soup or not!

For more relationship conversation ideas, explore our topics to talk about with your crush to keep the connection growing.

Embarrassing Moments That’ll Have You Both Blushing

We all have those cringe-worthy moments we’d rather forget, but sharing them with your partner can actually be incredibly bonding. Plus, they’re usually pretty hilarious in hindsight!

What’s the most embarrassing thing that’s happened to you in public?
What’s your most cringe-worthy social media post from the past?

What’s the most embarrassing thing you’ve ever done to impress someone?
What’s your most awkward text message fail?
What’s the most embarrassing thing your parents have ever done in front of your friends?

What’s your worst “trying to be cool” moment?
What’s the most embarrassing thing you’ve said during a job interview?
What’s your most awkward encounter with a celebrity or someone famous?

What’s the most embarrassing autocorrect fail you’ve experienced?
What’s your most cringe-worthy fashion choice from your past?

There’s something beautifully vulnerable about sharing embarrassing moments. It shows you’re comfortable enough with each other to laugh at yourselves, which is honestly relationship goals.

Looking for more ways to connect through conversation? Our deep topics to talk about section offers meaningful conversation starters for when you want to go deeper.

Relationship-Specific Questions About Each Other

These questions are all about you as a couple, and they’re perfect for creating those inside jokes and shared moments that make your relationship uniquely yours.

What’s the weirdest habit I have that you’ve never mentioned?

If you could give me a superpower, what would it be and why?
What’s something I do that you find adorable but probably don’t realize I do?
If you had to describe me using only food metaphors, how would you do it?

What’s the funniest thing I’ve ever said in my sleep?
If we were both animals, what animals would we be and why?
What’s something I’m convinced I’m good at but I’m actually terrible at?

If you could change one thing about the way I dance, what would it be?
What’s the most ridiculous thing I’ve ever been excited about?
If you had to pick a sitcom character that reminds you of me, who would it be?

What’s my weirdest talent that I don’t even realize is weird?

These questions are gold because they’re specifically about your relationship dynamic. They help you see yourself through your partner’s eyes, often in the most amusing ways possible!

For couples ready to dive deeper into their connection, check out our questions to ask your girlfriend for more relationship-building conversation starters.

Bonus Questions for Extra Giggles

Here are a few more random funny questions to keep in your back pocket for those moments when you need an instant conversation starter:

If you could be any mythical creature, but only the least intimidating version of it, what would you be?
What’s the most useless talent you wish you had?

If your life was a movie, what would be the most boring scene?
What’s something that everyone looks stupid doing?
If you could have a conversation with any inanimate object, what would you choose and what would you ask?

What’s the weirdest compliment you’ve ever received?
If you had to choose a theme song for doing chores, what would it be?
What’s something you’re surprised more people don’t know how to do?

The beauty of having a collection of funny questions like this is that you’re never stuck for conversation again. Whether you’re on a long drive, waiting for food at a restaurant, or just hanging out at home, you’ve got entertainment ready to go.

Want to explore more ways to keep conversations flowing? Our conversation starters for texting section has perfect options for keeping the fun going even when you’re apart.

Making the Most of Funny Questions

The key to making funny questions work is all in the delivery and follow-up. Don’t just ask the question and move on – dive into the answers! Ask follow-up questions, share your own thoughts, and let the conversation flow naturally.

Also, timing is everything. These questions work best when you’re both relaxed and in a playful mood. Don’t try to force humor when one of you is stressed or dealing with something serious. The magic happens when you’re both ready to be silly together.

Remember, the goal isn’t to get the “right” answer – it’s to have fun and connect with each other. Some of the best conversations happen when you both get completely sidetracked from the original question and end up discussing something totally different but equally entertaining.

Ready to Start Laughing Together?

There you have it – 75 hilariously funny questions that are guaranteed to spark laughter, create memories, and maybe even reveal some surprising things about each other. The best relationships are built on shared laughter, and these questions are your ticket to creating those moments.

So grab your partner, pick a few questions that caught your eye, and see where the conversation takes you. You might be surprised by what you discover about each other, and you’ll definitely have some great stories to tell afterward.

Trust me, once you start using these funny questions, you’ll wonder how you ever had boring conversations. Get ready to laugh until your cheeks hurt and create some seriously entertaining memories together!

For even more relationship conversation inspiration, don’t forget to explore our would you rather questions section for additional ways to keep the fun going strong.