150+ Hilarious & Flirty Questions to Ask a Girl

Asking questions is a great way to get to know someone, but if you can make them laugh at the same time, all the better! Rizz up your crush or date with some silly, interesting, and downright goofy questions to make her laugh—and fall for you. Not sure what to ask? We've compiled a list of our favorite funny questions below, from the random to the flirty, with tips from dating and life coaches. Keep reading to learn more!

Funniest Questions to Ask a Girl

Dating coach Eddy Baller shares these funny questions to get to know a girl:

If you had a theme song every time you walked into a room, what would it be?
What weird food combo do you like that makes everyone question your sanity?
What you rather fight one horse-sized duck or 50 duck-sized horses?
What’s your most ‘I can’t believe I survived to adulthood’ moment?

Section 1 of 8:

Funny Icebreaker Questions to Ask a Girl

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Get the conversation started with some unexpected icebreakers. These questions may be goofy and random, but they can actually tell you a lot about a person! Ease into a conversation with one of these lighthearted get-to-know-you questions to find out something unexpected about your crush or date:
- What’s the most harmless thing you’ve done that made you look suspicious?^{[1]
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  Expert Source
  
  Eddy Baller
  Dating Coach
  
  Expert Interview}
- What’s a weird food combo you like that makes everyone question your sanity?^{[2]
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  Eddy Baller
  Dating Coach
  
  Expert Interview}
- What percentage of your life is spent looking for things you literally just had in your hand?^{[3]
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  Eddy Baller
  Dating Coach
  
  Expert Interview}
- If you had to marry a cartoon character, who would it be?
- What’s the weirdest app you have on your phone?
- What's the most random thing in your wallet or bag right now?
- What’s the funniest thing you’ve been caught muttering to yourself?
- What color pen do you prefer writing in?
- If you could swap lives with a famous person for a day, who would it be, and what would you do?
- What’s your most irrational fear?
- If I were to summon you using black magic, what five items would I need at each corner of the pentagram?
- Who is the strangest coworker you ever had?
- What’s the worst haircut you’ve ever had?
- What’s the strangest thing you’ve seen someone do in public?
- What's your beige flag?
- How often do you doodle?
- What's your most useless skill?
- What's your favorite song by your least favorite artist?
- If you were a pizza topping what would you be?
- If you could replace all water with one liquid, what would it be?
- If you could invent a new holiday, what awkward tradition would it include?
- What’s the funniest Wi-Fi name you’ve ever seen?
- If you were a kitchen appliance, what would you be and why?
- What’s the weirdest thing you’ve ever Googled?
- What’s one show, movie, or book, you’re embarrassed to admit you enjoy?
- Which emojis do you use the most?
- What childhood cartoon do you still like to watch?
- Who's your hear me out character?
- What's the funniest thing that's ever happened to you?
- Do you have any go-to jokes you like to tell?
Meet the wikiHow Experts

Eddy Baller is a dating coach and the owner of Conquer and Win, a dating consulting and coaching service based in Vancouver, Canada. He's also the author of How Intelligent Men Find Love Offline.

Sandra Possing is a life coach, speaker, and entrepreneur based in the San Francisco Bay Area. Sandra specializes in one-on-one coaching with a focus on mindset and leadership transformation.

Cristina Morara is a Professional Matchmaker, Dating Coach, Relationship Expert, and the Founder of Stellar Hitch Private Matchmaking, a luxury matchmaking service based in Los Angeles.

Section 2 of 8:

Funny Random Questions to Ask a Girl

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These wild and random questions will take her by surprise! A big part of what makes something hilarious is how unexpected it is—and these random questions certainly fit that bill.^{[4]
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Expert Source

Reem Edan
Comedian, Writer and Content Creator

Expert Interview}
- If you had a theme song every time you walked into a room, what would it be?^{[5]
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  Eddy Baller
  Dating Coach
  
  Expert Interview}
- If you became my life coach, what’s the worst advice you’d accidentally give me?^{[6]
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  Eddy Baller
  Dating Coach
  
  Expert Interview}
- If aliens landed today and asked you to represent humanity, should we be worried?^{[7]
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  Eddy Baller
  Dating Coach
  
  Expert Interview}
- If you were a vegetable, what would you be and why?
- What is the most ridiculous outfit you have ever worn in public?
- Which movie monster would you have the easiest time beating in a fight?^{[8]
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- Have you ever accidentally called a teacher "Mom" or "Dad"?
- What is your go-to song to belt out in the shower?
- If Hogwarts existed and your child received a letter, would you let them go?
- Have you ever cheated at a board game?
- What would you do if your pet suddenly started talking?
- What would be the most awkward moment to cackle like a hyena?
- Who would be the most awkward person to accidentally say “I love you” to?
- What would be the most uncomfortable movie to watch with your parents?
- If you were a ghost, who would you haunt?
- What secrets do you think your pet would spill about you, if they could talk?
- If people suddenly got paid for bad behavior, what habit would make you a fortune?
- What’s something you’ve done that you’re convinced no one else has?
- What is your favorite cheesy pick-up line?
- If you were a kitchen utensil, what would you be?
- What’s the most unnecessary thing you’ve ever bought?
- What’s the most ridiculous conspiracy theory you kind of believe?
- You are a conman who can infiltrate any profession. Which job do you pretend to be an expert at?
- Has anything weird or unexplained happened to you?
- Would you rather hiccup nonstop or sneeze nonstop for a day?
- If you could only communicate using one meme, which one would it be?
- If you suddenly became a giant, what would be the biggest inconvenience?
- If you had a shrink-ray, what would you use it for?
- You have Wonder Woman’s lasso of truth—who do you use it on first?
- What is the laziest thing you have ever done?
- If you had to smell like one kind of food for the rest of your life, what would it be?
- What is the funniest misunderstanding that ever happened to you?
- What’s the weirdest dream you’ve ever had?
- What do you think would be the worst time period to travel back to?

Section 3 of 8:

Funny Weird Questions to Ask a Girl

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Startle her into laughter with these unexpected and bizarre questions. Ask her a strange or hypothetical question she might never have considered before, like "What car would you turn into if you were a transformer?" or "Would you shave your head for $100?"^{[9]
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Expert Source

Reem Edan
Comedian, Writer and Content Creator

Expert Interview}
- What car would you turn into if you were a transformer?
- What would you sell your soul for if you could really sell it to the devil?
- What is the grossest behavior you are willing to admit?
- Would you shave your head for $100?
- What is the worst way someone butchered your name?
- What is the least amount of money you would accept to swallow a dead worm?
- What is something that characters do in movies that annoys you the most?
- If you were in charge of naming planets, what would you name Earth?
- Would you rather give up all items with dairy or gluten?
- If you could bring one extinct animal back to life, what would it be?
- What is the sneakiest thing you ever did as a child?
- What is the wittiest comeback you ever came up with?
- If you had the Midas touch but got to choose what everything would turn into, what would everything turn into when you touched it?
- Which mythological creature would be the worst roommate?
- What would you say to convince a loved one that you are not an alien imposter?
- If animals could talk, which one do you think would be the rudest?
- If you could only eat one color of food for the rest of your life, what color would it be?
- Would you rather always be 10 minutes late or 20 minutes early?
- What’s the strangest thing you’ve ever seen someone do in public?
- If you could be any inanimate object for a day, what would it be?
- What’s the most awkward situation you’ve ever been in?
- If you could swap voices with any celebrity, who would it be?
- How do we know you are not a robot?
- What is the most terrible movie you legitimately enjoy?
- You have to pull off a museum heist. What’s your plan?
- What is the most bizarre dream you have ever had?
- What dog breed would you be if you became one?
- What sitcom scenario would you most like to see play out in real life?
- Which person in your life is most likely to secretly be a time traveler?
- If all animals were the same size, which one would win in a fight?
- How would the world be different if everyone were incapable of lying?
- What would you tell someone if their underwear was showing?
- If extra lives were actually a thing in the real world, how would you be able to get them?

Section 4 of 8:

Funny Romantic & Flirty Questions to Ask a Girl

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Rizz her up with funny questions about love and relationships. Get your flirt on with some funny questions that will make her laugh while also helping you learn a little bit more about her relationship history, your dynamic, and how she approaches love and romance:
- After a bad day, would you rather someone listen to you talk about your troubles or order your favorite food for you?
- Who would be the boss if we started a business together?
- What's one thing you find most annoying about me?
- What is your go-to song to serenade someone with?
- What's the most ridiculous fact you know about me?
- What's the craziest dream you've had about us?
- What's the funniest thing you've done to show me you care?
- Where would we go if you could take me on a date to any fictional world?
- If you were stranded on a deserted island together, what qualities in each other would you depend on the most to survive?
- What would the title and first chapter be if we could write a book about our relationship?
- What's your favorite way to make fun of me?
- What would it be called if we had a board game based on our relationship?
- What's the cheesiest pick-up line you've ever used or heard?
- What three words best describe me?
- Who is the most embarrassing person you had a crush on?
- Would you ever get matching tattoos with a romantic partner? Under what circumstances?
- If your wedding reception had to be catered by a fast food restaurant, which would it be?

Section 5 of 8:

Funny Would-You-Rather Questions to Ask a Girl

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Would You Rather is the perfect way to get to know her—while also making her laugh. Playing Would You Rather with your crush or date is a sure way to learn something unexpected about her—for instance, would she rather be funny and stupid or boring and smart? Would she rather have really long arms or really short legs?—while keeping the laughs going.
- Would you rather fight one horse-sized duck or 50 duck-sized horses?^{[10]
  X
  Expert Source
  
  Eddy Baller
  Dating Coach
  
  Expert Interview}
- Would you rather have a full-blown moustache for a year or permanently hairy legs for ten years?
- Would you rather have spaghetti for hair or sweat mayonnaise?
- Would you rather be funny but really stupid or boring but really smart?
- Would you rather burp glitter or fart confetti?
- Would you rather have a tail or a third eye?^{[11]
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- Would you rather always walk backward or talk backward?
- Would you rather have an incredibly annoying high-pitched voice or a really deep manly voice?
- Would you rather let a crusty old man drink milk out of your belly button every day for a year or drink milk out of a crusty old man's belly button every day for a month?
- Would you rather have really long arms or really short legs?
- Would you rather eat a wet loaf of bread or drink a pint of whipped fish?
- Would you rather fight a kangaroo or a badger?
- Would you rather smell like cheese that’s been left out in the sun or a hamster cage that hasn't been cleaned for a month?
- Would you rather live in the future or in the past?
- Would you rather be the best player on a losing team or the worst player on a winning team?
- Would you rather meet the president of the United States or your favorite movie star?
- Would you rather be a rabbit or a horse?
- Would you rather have a rewind button or a pause button for your life?
- Want to keep the game going? Check out "250+ Best Would You Rather Questions"!

Section 6 of 8:

Funny Questions to Ask a Girl about Life

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Talk about the real stuff, while still being a li'l silly. Get giggling over questions about life and the future with questions like, "If you could swap lives with your pet, would you?" or "What do you think you're doing in a parallel reality?"
- If your pet could talk, what embarrassing things would it expose about you?^{[12]
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  Eddy Baller
  Dating Coach
  
  Expert Interview}
- You get one day to swap lives with anyone. Who do you pick and what chaos do you create?^{[13]
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  Expert Source
  
  Eddy Baller
  Dating Coach
  
  Expert Interview}
- What’s your most “I can’t believe I survived to adulthood” moment?^{[14]
  X
  Expert Source
  
  Eddy Baller
  Dating Coach
  
  Expert Interview}
- If you could swap lives with your pet, would you?
- Which fictional workplace would you like to get a job at?
- If aliens are real, do you think you'd be friends with them?
- Was there ever a moment you were sure you were going to be fired but it turned out fine?
- If you could rename yourself, what ridiculous name would you pick?
- Would you rather have children who were really smart but boring, or who were really stupid, but creative and interesting?
- If you could ask God what the meaning of life really is, what's the most disappointing answer he could give?
- What do you think your last words will be?
- Would you rather be fabulously famous and poor or unknown and rich?
- What is the strangest job you have ever had?
- What's the worst future you could imagine having?
- What invention do you think would make your job easier?
- What do you think you're doing in a parallel reality?
- What kind of person would be your worst nightmare to share an office with?
- What age would you prefer to be if you could be any age you wanted for a month?
- What task do you wish people would pay you to do?

Section 7 of 8:

Funny Questions to Ask a Girl about Family

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Learn about her upbringing while also guaranteeing some laughs. Just because you're having a good time and cracking up together doesn't mean you can't get to know each other better at the same time—in fact, the opposite is true! Laughing your way through possibly mundane or even difficult discussions about family dynamics and upbringing can make your conversation feel more engaging and fun.
- Would you rather have been raised by wolves or in the family you grew up in?
- Who's your favorite family member?
- Who's your least favorite family member?
- What's the thing your mom or dad did that embarrassed you most growing up?
- If there was a movie being made about your family, who would you cast in each role and why?
- What is the meanest thing you ever did to a sibling or that a sibling did to you?
- Did you ever try to run away from home as a kid?
- What's an inside joke you share with someone in your family?
- As a kid, which fictional family (in a book, movie, or TV show) did you secretly wish was your real family?
- If every member in your family were a different animal, which animals would everyone be?

Section 8 of 8:

Why ask funny questions?

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1
Sharing a laugh is a great way to bond with someone. Asking get-to-know-you questions is important when you want to get closer to a girl, but sharing a laugh and having fun together is just as important.^{[15]
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Research source} If you can do both at once, all the better!
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Asking questions shows you're interested in who she is as a person. As dating coach Cristina Morara says, "Curiosity is sexy. Ask interesting questions that yield interesting answers."^{[16]
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Expert Source

Cristina Morara
Dating Coach

Expert Interview} Life coach Sandra Possing agrees: When you ask people funny questions, "you learn so much more about them. You learn more about yourself, you deepen your connections. So life gets way more interesting when you ask people [questions]."^{[17]
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Expert Source

Sandra Possing
Life Coach

Expert Interview}