20 Silly Questions to Ask Your Boyfriend What to Talk About for Fun Laughter

Alright, let’s get real for a second. You’re curled up on the couch with your boyfriend, the TV is on but neither of you are really watching, and the conversation has hit that comfortable, but slightly boring, lull. You’ve already discussed your days, what to eat for dinner, and the weird thing the cat did. Now what?

We’ve all been there. Keeping things fun and fresh in a relationship isn’t about grand gestures every single day; it’s about these tiny, silly, shared moments of connection. And one of the easiest ways to spark that connection? Asking completely ridiculous, off-the-wall questions that have no right or wrong answer.

Forget the heavy “where is this going?” talks for a night. I’m talking about the questions that make him snort-laugh, the ones that reveal his secret dream of being a professional competitive eater, and the ones that just remind you both how fun it is to be silly together. I’ve used these with my own partner, and IMO, they’re a total game-changer for turning a boring Tuesday into an inside joke factory.

Ready to break the monotony and harvest some serious giggles? Let’s dive into my favorite list of silly questions to ask your boyfriend. FYI, I’m not responsible for the weird answers you might get 😉.

Why Silly Questions Are Your Secret Weapon

Before we get to the good stuff, let’s talk about why this works. It’s not just about killing time.

Silly questions are a low-pressure way to learn new things about your person. You might think you know everything about him after all this time, but have you ever asked about his hypothetical zombie apocalypse plan? Probably not.

They force creativity and break out of the standard “how was work?” script. It’s a mental playground where anything goes.
Most importantly, shared laughter is a powerful bonding tool. It releases all the good-feeling endorphins and creates positive associations. You’re literally building your relationship one laugh at a time.

The Ultimate List of 20 Silly Questions to Ask Your Boyfriend

Grab your phone, open up your notes app, and get ready to copy-paste these gems. Or, just memorize a few and unleash them when he least expects it.

If you could have any superpower, but it had to be incredibly useless (like the ability to turn left really well), what would you choose?
This is a classic for a reason. It’s so much more fun than a standard superpower question because it requires hilarious creativity. My boyfriend once said “the power to slightly warm up any beverage by staring at it intensely.” See? Gold.
What would your signature scent be if you were a candle? And I don’t mean “ocean breeze” – get specific. “Old Bookstore” or “Freshly Mowed Lawn and Gasoline”?
This reveals what atmospheres or memories he finds comforting. It’s weirdly poetic and will have you both imagining the strangest candle shop on earth.
You’re opening a restaurant that only serves one food item. What is that item and what’s the restaurant’s name?
Does he go practical with “Pete’s Pizza” or absurdly specific with “The Slightly Stale Pretzel”? This question taps into his entrepreneurial spirit (or lack thereof).
If animals could talk, which species would be the rudest?
My money is on geese. Or cats. Definitely cats. His answer will tell you a lot about his view of the animal kingdom.
What’s the worst gift you’ve ever received, and did you have to pretend to like it?
This one might unlock a core memory. Be prepared for a story about a knitted sweater three sizes too small from a well-meaning aunt. Commiserating over awkward past experiences is a solid bonding moment.
If you had to lose one of your five senses, which one would you give up and why?
A slightly deeper silly question. Would he give up taste so he could eat healthy all the time without caring? Or smell? The reasoning is the best part.
What inanimate object would you absolutely throw hands with?
Ever just look at a printer that’s jammed for the tenth time and want to fight it? Yeah, he has too. This question validates that rage.
What’s the most embarrassing song you know all the words to?
Bonus points if you make him sing a few lines. Is it a Disney classic? An early 2000s boy band anthem? Embrace the cringe together!
If you were arrested with no explanation, what would your friends and family assume you had done?
This is a hilarious way to see how his loved ones perceive him. Is he the type they’d assume accidentally started a riot, or maybe just forgot to pay a parking ticket for a decade?
You have to replace your hands with something that isn’t hands. What do you choose?
Spatulas? Lobster claws? Rollerblades? The practicality (or utter lack thereof) in his answer is key.
What’s a completely irrational fear you have?
We’re not talking about heights or spiders. We’re talking about the fear that a duck is watching you, or that one day you’ll accidentally wave back at someone who wasn’t waving at you.
If you could only communicate using movie quotes for the rest of your life, which movie would you choose?
Would he pick something iconic like The Godfather or something ridiculous like Shrek? His choice reveals his cinematic loyalty and how dramatic daily conversations would become.
What would be the absolute worst “buy one get one free” sale?
Colonoscopies? Root canals? A lifetime supply of lima beans? This question is pure, unadulterated silliness.
What’s a social rule you think is ridiculous and you’d love to break?
Does he hate small talk? Think we should be able to wear pajamas everywhere? This gives you a glimpse into his inner rebel.
If you were a ghost, who would you haunt and what annoying thing would you do?
Would he haunt an old boss by hiding their stapler every day? Or just follow around a historical figure to see what really happened? The pettiness potential is endless.
What’s a skill you’re weirdly good at that’s basically useless?
Can he balance a spoon on his nose? Recite the entire script of The Bee Movie? We all have hidden, useless talents. It’s time he shared his.
What would your dream house include if money and physics were no object?
We’re talking waterslides instead of staircases, a room filled entirely with trampolines, a moat with dolphins. Dream big and absurd.
What’s the strangest thing you’ve ever eaten?
This might lead to a gross story or a surprisingly delicious one. Either way, it’s a story you haven’t heard before.
If you could instantly become an expert in something, what would it be?
Would he go for something impressive like neurosurgery, or something fun like being a professional yo-yo master? This separates the practical dreamers from the fun ones.
We’re forced to compete as a duo on a reality show. Which show would we have the best (or most hilarious) chance of winning?
The Amazing Race? Naked and Afraid? The Great British Bake Off? This question tests how he views your strengths as a team, and the results are often hilarious and sweet.

How to Make the Most of the Sillyness

Don’t just rapid-fire these questions like an interrogator. The magic is in the delivery.

Set the mood. Wait for a chill moment when you’re both relaxed. Don’t spring them on him when he’s in the middle of a work crisis or trying to assemble IKEA furniture.
Play along! The best part is answering them yourself. Make it a two-way street of absurdity.
Don’t judge the answers. The whole point is to be silly. There are no wrong answers, only hilarious ones.
Let the conversation wander. If one question sparks a tangent about his childhood dream of being a pirate, let it! That’s the whole goal.

So there you have it. Your secret arsenal for banishing boring conversations and creating moments of pure, joyful connection. The next time you feel a lull coming on, just look at him, smile, and ask, “Okay, serious question… if you were a garden gnome, what would your name be and what kind of mischief would you get into?”

Trust me, it beats talking about the weather. Now go forth and get silly