Funny Questions to Ask Your Girlfriend to Make Her Laugh, Get to Know Her Better, and Increase Intimacy

Co-authored by John Keegan and Dev Murphy, MA

Last Updated: November 8, 2025 References

Nothing brings two people closer together than laughter! Whether you’ve known your girlfriend for years or have just begun dating, if you want to get to know her better, tickle her funny bone. Have some humorous questions at the ready for the next time you hang out: we’ve compiled a list of the best funny questions to ask your girlfriend to learn more about her personality, goals, and more.

Things You Should Know

Show your girlfriend you appreciate her and are invested in her by asking her surprising questions about herself.
Add a little heat: make your girlfriend blush by asking her suggestive or flirtatious questions.
Build intimacy by asking her silly hypotheticals that you can both use as a launchpad for a lively discussion.

1

“Would you rather be itchy forever, or sticky forever?”

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Play Would You Rather to provoke some thought. Would You Rather is a fun way to break the ice with someone you’re still getting to know, but it can also help you learn more about a person you’ve known for 10 years. The questions range from the everyday (“Would you rather own a dog or a cat?”) to the outlandish (“Would you rather have feet for hands or hands for feet?”), but the answers are sure to tell you more about your girlfriend—and keep the two of you in stitches.^{[1]
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- “Would you rather be able to fly or breathe underwater?”
- “Would you rather go a year without desserts or have to eat a spoonful of wasabi every single day?”
- “Would you rather have to publicly speak every day or get a visible tattoo you really hated?”
- "Would you rather have endless time or endless money?"
- Reader Poll: We asked 4084 wikiHow readers and 49% of them agreed that their favorite way to get to know someone better is by asking funny or silly questions [Take Poll]. So these questions are certain to improve the bond between you and your gf!

2

“Which ‘90s sitcom best represents your life?”

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Explore her favorite TV, books, and movies. Questioning her on which Star Wars character she most identifies with will not only tell you more about her interests, it will tell you about her personality and her values. And if you share the same faves, that’s another thing to bond over!^{[2]
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- “Did you like the 2005 Pride & Prejudice or the BBC miniseries better?”
- “Are you the sort of person who reads the book or waits for the movie to come out?”
- “What TV show do you binge when you’re sick?”
- "What movie sidekick would you most want for your best friend?"

3

"If you were a soup what kind would you be?"

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Ask her random questions to give her a chuckle. The element of surprise is on your side here. Unexpected questions are sure to stop her in her tracks and leave you both giggling.^{[3]
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- "What do you think pigeons think about all day?"
- "If you were a day of the week, what day would you be?"
- "How many cats do you think you would need to stack on top of each other to reach the moon?"
- "What's the strangest thing in your refrigerator right now?"

4

“You put orange juice in your cereal? Are you some kind of freak?”

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Playfully tease her. Poking flirtatious fun helps a relationship thrive! To make your girlfriend laugh and to increase intimacy and sexual tension between you both, tease her about something positive, harmless, or low-stakes.^{[4]
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Expert Source

John Keegan
Dating Coach

Expert Interview} It shows her you are paying attention to her and that you feel your relationship is close enough to make fun of one another (or that you want it to be!). Of course, be sensitive, and be aware that subjects you may think are harmless or low-stakes may not be to her!^{[5]
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- “You really never noticed the 'L' in Staples was a staple?”
- “If I make you laugh, are you going to squirt pop through your nose again like you did at the movies?”
- “I can’t believe you’re a closet Barry Manilow lover! What am I going to do with you?”
- "What year is your Honda again? 200 B.C.?"

5

“Crunchy peanut butter or smooth?”

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Start a fun debate. Asking her to pick between 2 different things and then to defend her choice is sure to increase your playful banter—especially if you disagree! While there may be values you wish to share with your romantic partner—for instance, political views or whether you want to have children one day—debating facetious topics like “Coke or Pepsi?” is a fun way to inject fire into your conversation while keeping the stakes low.^{[6]
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- “Coke or Pepsi?”
- “Bad haircut or bad dye job?”
- “Cheese or chocolate?”
- "Cats or dogs?"

6

"How much would I have to pay you to eat pickled beets covered in coffee grounds and nacho cheese?"

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Interrogate her about food to see what she likes to eat—and doesn't! The questions can be humorously gross or related to what she eats for comfort or on holidays. You'll laugh together thinking about disgusting food concoctions, but you'll also learn more about her likes and dislikes, and can use that information to cook her dinner or take her out to a restaurant on a future date.^{[7]
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- "What holiday food is your all-time favorite?"
- "You've had a terrible day: what food are you eating to feel better?"
- "Have you ever accidentally drunk spoiled milk?"
- "If you could eat any food from an animated movie, what would it be?"

7

"If I were an animal, what would I be?"

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Ask her silly questions about yourself. Giving her whacky questions to answer about you and your relationship is not just a fun way to pass the time, it will give you some insight into her perception of you and your connection.
- "Who would play me in a movie?"
- "If I had a catchphrase, what would it be?"
- "If time and money weren't an issue, what would your ideal date with me look like?"
- "If we swapped bodies like in Freaky Friday, what would your day look like?"

8

"Which eyelid-less animal licks its eyeballs to keep them moist? Geckos!"

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Test her weird-fact knowledge. This one may take a little preparation. Compile a list of whacky trivia questions to quiz your girlfriend with. Not only will these questions leave you both laughing at the absurdity of real life, you'll also both be learning tons of new things in the process. (Or who knows? Maybe your girlfriend knows a lot more about geckos than you realized!)^{[8]
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- "What was Walt Disney afraid of? Mice!"
- "Which popular sitcom was originally called Insomnia Café before airing? Friends."
- "What are the little plastic things on the end of shoelaces called? Aglets."
- "What do you call a group of unicorns? A blessing."

9

“If you won the lottery, what would you spend the money on?”

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Pose silly hypotheticals. While the questions are whacky or frivolous, quizzing each other on what are known as “comical hypotheticals” is a fun and funny way to encourage intimacy. Through navigating hypothetical situations together, you'll also be able to identify shared values and senses of humor.^{[9]
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- “What if aliens are real and watching us right now?”
- “If you could have dinner with 3 people, alive or dead, who would they be?”
- “Would you be better equipped to survive the zombie apocalypse or the robot apocalypse?"
- "If you took a time machine to the end of time, what would you find?"

10

“Who was your celebrity crush as a middle-schooler?”

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Embarrassing facts or anecdotes make for great conversation fodder. Asking her to rehash a cringe-worthy moment from her past is sure to get her blushing—and get you both laughing. You’ll also learn a lot about her life, get to see her in a vulnerable light, and grow closer.^{[10]
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- “What’s the worst first date you’ve ever been on?”
- “What’s the most embarrassing thing that’s ever happened to you?”
- “What was your nickname as a kid?”
- "Have you ever noticeably farted in public?"
- "Were you good or bad as a kid? Were you always causing trouble?"^{[11]
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  John Keegan
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11

“If you were a magical creature, which would you be?”

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Ask her how she would fit into a fantasy world. This question invites her to get a little imaginative, and it also reveals a lot about her personality. (“I would be an orc” says something very different from “I would be a unicorn”!) It’s also an opportunity to see if she enjoys fantasy and science fiction, or would rather keep her feet on the ground.
- “If you had one superpower, what would it be?”
- “If you could visit one magical location, like Never Neverland or Middle Earth, where would you go?”
- “What character from Greek mythology would you be and why?”
- "Would you rather be a superhero with money and gadgets, like Batman, or one with special powers, like Spider-Man?"

12

"What was your favorite game as a kid?"

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Learn about what she was like as a child. This will help you understand where she comes from. Our child selves are our most playful and authentic selves, so asking her about her childhood experiences, values, and habits is both a way to ignite her excitement and get to know her better.^{[12]
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- "What is your favorite childhood memory?"
- "What was the best birthday present you ever received as a kid?"
- "What was your favorite Halloween costume as a child?"
- "What is a silly belief you held as a child?"

13

“Who do you think you were in a past life?”

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Ask her creative and unexpected questions about herself. You're sure to get more interesting, thoughtful, and specific answers from a question like “What's the weirdest dream you've ever had?” than by simply asking her to tell you about herself. Her answers to these questions are sure to develop into a lively conversation for you both!^{[13]
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- “What Hogwarts house would you be in and why?”
- “What's the weirdest dream you’ve ever had?"
- “What was your favorite fairytale as a child?”
- "What is the oddest coincidence you've ever experienced?"

14

“Before you make a call, do you rehearse what you will say?”

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Throw her off guard with silly questions about her habits. Your curiosity over the minutiae of her daily life will make her smile, and asking these questions will also make her feel like you see her and want to be close to her. And if you share the same habits, it will give you something to bond over!^{[14]
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- “Do you sing in the shower?”
- “Do you let your dog sleep in bed with you?”
- “Do you have to sing the entire alphabet in your head when you alphabetize?”
- "Do you brush your teeth before or after breakfast?"

15

“Do you believe in ghosts?”

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Dive into her experiences with the supernatural, scary, or unexplained. Not only will her answers tell you more about her personality, but sharing scary stories is a great way to stimulate excitement and get your adrenaline going, leading to an upbeat, thrilling conversation for you both.^{[15]
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Harvard Business Review
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- “Have you ever seen a UFO?”
- “Do you think you could outsmart Hannibal Lecter?”
- “What is your favorite unsolved mystery?”
- "What is the most unexplainable thing that's ever happened to you?"

16

“What is the wildest thing you’ve ever done?”

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Invite her to unleash her wild side. Whether she’s ordinarily outgoing and talkative or quiet and withdrawn, asking her about the craziest things she’s ever done may yield some surprising results. Her confessions will help you grow closer together (and they may also give you ideas for what to do on your next date!).^{[16]
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- “Have you ever cheated on a test?”
- “Have you ever skinny-dipped?”
- “Have you ever won a drinking game?”
- "Have you ever shoplifted?"

17

“If you could go anywhere in the world, where would you go?”

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Ask her about her travel habits and dreams. Is she a homebody? Does she like to stay close to friends and family? Or does she have a heart full of wanderlust? Asking her questions about places she would like to go will reveal if you have compatible travel interests, and it may also give you ideas for where to go on your next trip!^{[17]
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Expert Source

John Keegan
Dating Coach

Expert Interview}
- “How many places have you lived in your life?”
- “Which of the 8 wonders of the world would you most like to see?”
- “How many different languages can you speak?”
- "What is one place you would never ever like to visit?"

18

"Do you have any secret skills or talents?"

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Ask her about her goals, passions, and talents. While she might be candid about some of her interests, or seem to be in thriving in her current job, you will likely be surprised to learn she has hidden hobbies, talents, and dreams! Asking your girlfriend about her passions is sure to inject passion into the conversation itself.
- "If you had a second life to live completely differently, what would you do?"
- "If you had a full ride to any university, what would you study?"
- "When they write your biography, what will be written in the cover synopsis?"
- "What non-career-related subject would you consider yourself an expert in?"

19

“Look at that smile! Are you trying to make me fall in love with you?”

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Sweetly flirt with her. Compliment-Girls|Complimenting]] her personality, appearance, intelligence, and other aspects of her person will make her smile and feel warm and fuzzy. (Even if your flirtation leans ironically sappy, it's sure to at least make her groan with laughter!)
- "How could anyone possibly not fall for a brainiac like you?"
- "Is heaven missing an angel?"
- "Where have you been all my life?"
- "Are you aware of how cute those freckles are?"

20

“Which side of the bed do you like?”

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Pose flirty or suggestive questions to enhance the sexual tension. If you’re just getting to know your girlfriend, these questions are a good way to gauge her intentions (and reveal yours), and if you’ve been with your girlfriend for a while, sprinkling your conversations with playful flirtation will keep the flames of love burning.^{[18]
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- “How do you like your eggs in the morning?”
- “What’s the strangest place you’ve ever been intimate with someone?”
- “What would you do if I kissed you right now?”
- "Do you want to guess what I'm thinking right now?"

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How do you rizz up your girlfriend?

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Give her sincere compliments that are personal to her. It's especially meaningful if you compliment things other than her looks, like focusing on personality traits you love about her, or things she's really talented at doing.

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How can you tease a girl with questions?

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Ask her questions that are a little flirty but not too suggestive, like where she likes to be kissed, or get her laughing with silly "would you rather" questions.

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What are funny deep questions to ask a girl?

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You can learn a lot about a girl by asking questions that seem silly on the surface, like her favorite late-night snack or a secret she hasn't told anyone else.

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