Funny questions to ask your boyfriend to make him laugh
The funniest questions aren't clever. They're oddly specific, slightly unhinged and impossible to answer with a straight face. Here are a few for every kind of chaos.
Funny questions to ask your boyfriend work best when they paint one absurd picture: a raccoon, a goose, a week of speaking only in rhymes. Ask with a straight face, let him commit to an answer, and keep score of who laughs first. Here are 36, with a few example answers.
Funny questions to ask your boyfriend work best when they are specific. "What would you do in a zombie apocalypse?" is fine. "A raccoon has stolen your car keys and is sitting on the roof of a gas station. What's your first move?" is a whole evening.
Every question below comes with one weird picture in it. Ask it with a straight face, let him think, and judge his answer harshly. They work on the couch, in the car, in a long line at the airport, or on a slow Sunday when nobody wants to decide what to do.
Dumb hypothetical questions to make him laugh
- A goose has decided you are its dad and follows you to work. How do you explain this to your boss?
- You wake up and every chair in the world has been replaced with a beanbag. What's the first thing that breaks?
- If you had to communicate only through kazoo for 24 hours, how are you ordering lunch?
- A pirate ghost moves into our bathroom and refuses to leave. Do we charge him rent?
- You are now three feet tall but extremely strong. What's your new job?
- If a vending machine started giving you life advice, what's the first thing it tells you?
There are more absurd hypotheticals in the app for when you need another round. 156 more cards are in the Would You Still Love Me If... deck.
Funny questions to test his love: would you still love me if...
- Would you still love me if I replaced every word in our wedding vows with a different type of cheese?
- Would you still love me if I showed up to your cousin's barbecue in a full medieval knight costume, clanking?
- Would you still love me if I adopted forty pigeons and named all of them Kevin?
- Would you still love me if I was a lamp, and how often would you turn me on?
- Would you still love me if every April I became a tiny accountant who only spoke in receipts and sighs?
- Would you still love me if a seagull stole my sandwich and I chased it into the ocean, fully dressed?
The Would You Still Love Me If deck in the app has a lot more of these, each one dumber than the last. 156 more cards are in the Would You Still Love Me If... deck.
Funny questions to ask your boyfriend with answers
Some food and habit questions, with the kind of answer that wins the round.
- If you could only eat food shaped like a circle for a year, what's your strategy?
Example answer: "Pizza, pancakes, bagels and a lot of very sad cucumber slices."
- What's the weirdest thing you've ever dipped in ketchup and liked?
Example answer: "A chicken nugget is normal. A grilled cheese is genius. A grape was a mistake."
- If the TV remote went missing forever, how long until you'd move out?
Example answer: "I'd last two days, then live at my mom's purely for her remote."
- How many unread notifications are on your phone right now, and are you proud of it?
- What's one food you would only eat if nobody was watching?
- If you were a sandwich, what's in you and who would eat you?
There are plenty more food and habit questions in the app if he passed these. 156 more cards are in the Would You Still Love Me If... deck.

Funny animal questions to ask your boyfriend
- Could you win a staring contest against an owl, honestly?
- If a raccoon offered to be your best man, would you say yes?
- Which animal would be the worst roommate: a llama, a parrot, or a hedgehog?
- You're trapped in an IKEA overnight with one penguin. Who is in charge?
- If squirrels formed a union, what's the first thing they'd demand?
- Would you trust a capybara with your bank card for a weekend?
Animals make everything funnier, and his answers here will tell you more about him than any personality test. The app has a lot of questions with a creature in them.
Funny questions to ask your boyfriend about yourself (be honest)
This is the roast section. He has to tell the truth, and you have to promise not to be mad. Probably.
- Be honest: what noise do I make when I'm sleeping?
- Be honest: how long do I really take to get ready, in actual minutes?
- Be honest: which of my dance moves should be illegal?
- Be honest: which cartoon villain do I most resemble before my morning coffee?
- Be honest: what's my most dramatic reaction to a minor inconvenience?
- Be honest: how many times have you pretended to understand my story about my coworker?
If you like getting gently roasted, Rage Bait in the app is full of questions with no safe answer.
Rapid fire funny questions
Five seconds per answer. No explanations allowed until the end, and the loser of the round picks the next movie. Read them fast, one after the other, and don't let him stall.
- Pet a moose for ten seconds or high five a gorilla once?
- A hot tub full of soup or a bed full of popcorn?
- Live in a lighthouse or live in a bowling alley?
- Mustache made of spaghetti or eyebrows made of moss?
- Win a lifetime supply of pickles or a single golden pickle?
- Ride to work on a shopping cart or on a very slow tortoise?
The Hot Takes deck in the app is a whole rapid fire round of opinions to fight about.
How to ask funny questions so they land
A few small tricks make the difference between a polite laugh and a full meltdown:
- Keep a straight face. The more serious you are, the funnier it gets.
- Add a follow up. "Okay, but why the pigeon?" usually gets the best answer of the night.
- Answer it yourself. He will absolutely ask you back, so have a ridiculous answer ready.
- Don't explain the joke. If he's confused, that's part of it.
- Stop while it's fun. Ten great questions beat forty tired ones.
A card deck makes this easier, because you don't have to come up with the next weird thing yourself. One phone, pass it back and forth, read it out loud.
Over text
Funny questions are perfect for texting. Send one with zero context in the middle of his workday, like "would you still love me if I was a lamp," and wait. The silence before he replies is half the fun. Ask for a voice note when it's a good one so you can hear him laugh.
The point isn't to get the right answer. It's to laugh together about something completely ridiculous, and maybe learn that he would, in fact, keep you as a lamp.
Quick answers
What are funny questions to ask your boyfriend?
The best ones put him in a ridiculous, specific situation, like being chased by a goose in a parking lot or living inside an IKEA. Vivid details make him laugh before he even answers.
How do I make my boyfriend laugh with questions?
Ask with a straight face, keep the scenario concrete and weird, and react to his answer like it's a serious debate. Taking a dumb question seriously is what makes it funny.
Are funny questions a good way to test his love?
Playfully, yes. Would you still love me if questions are a classic for a reason, because the answers are silly but you still learn how he thinks. Just don't keep a real score.
Can I ask funny questions over text?
Yes, they work great over text. Send one at a time with no context and wait. Ask for a voice note on the best ones so you can hear him laugh while he answers.


