125 VERY Funny Questions to Ask a Girl While Flirting & Leave Her ROFL!

VERY Funny Questions to Ask a Girl

Want to make her laugh, flirt a little, and bond deeper? These very funny flirty questions to ask a girl are the perfect combo of charm and chaos.

If you’re looking for funny questions to ask a girl that go beyond the typical “what’s your favorite color” snooze-fest, you’re in the right place. Humor is one of the fastest ways to build emotional connection, and knowing what to ask (and when) can turn a casual convo into a full-on vibe check. Whether you’re texting, cuddling, or just trying to make her giggle mid-scroll, these questions are your golden ticket.

Psychologically speaking, laughter triggers dopamine, the feel-good chemical that helps us bond and associate joy with the people around us. In relationships, that translates to more intimacy, better communication, and yes, way more fun. 📚 Source: Martin, R.A., 2007, The Psychology of Humor: An Integrative Approach

So before you rapid-fire questions like you’re auditioning for a late-night talk show, read this guide. We’ll show you how to ask with the right mix of timing, tone, and playfulness, plus give you a hilarious list of questions that’ll have her laughing, flirting, and maybe even falling a little harder for you.

[Read: 32 questions to ask your lover to learn every single thing you need to know about them]

How To Ask A Girl Funny Questions The Right Way

Before we jump into funny questions to ask your girlfriend, let’s remember that there are a few guidelines you should follow when asking questions. If you’re looking to learn how to ask a girl funny questions, these are the right ways to do it.

She’s not a suspect, no interrogating!

Although these funny questions are guaranteed to be a good time, don’t load all of them onto your girlfriend at once. You don’t want to make her feel like she is being interrogated! [Read: How to talk to a shy girl – 21 ways to make her comfortable & open up]

Relax and let the conversations go where they might naturally go. There is no rush to ask her questions. And if you cut her off or seem more eager to ask than hear her answers, she will definitely not find it funny.

In psychology, this is called “conversational turn-taking,” and it’s key to building emotional intimacy and trust. When you balance talking with listening, she’ll feel seen and safe, two ingredients that make humor land even better. 📚 Source: Sprecher et al., 2013, Communication in Relationship Development

Keep it light-hearted

Funny questions work best when they’re playful, not probing. If you ask something cheeky and she hesitates, that’s your cue to back off or change direction. Avoid questions that touch on insecurities, past trauma, or anything that could feel like a trap. Humor should lift the mood, not stir anxiety.

Also, don’t tease her for her answers, unless you’ve built enough trust and she’s clearly laughing along. Flirting with a sense of emotional safety is sexy. Making her feel judged? Not so much.

Use her answers to spark deeper (but still fun) conversations

When she gives you a funny or unexpected answer, don’t just move on to the next question. Dive into it! If she says her weirdest family member is her cousin who thinks he’s a wizard, ask for a story. The goal isn’t just laughs, it’s connection. Funny questions are just the starting point for memorable conversations.

And don’t forget to share your own answers too. Vulnerability, yes, even through silly questions, creates closeness.

If she tells you her cartoon crush was Simba, don’t laugh it off. Tell her yours. (It’s okay. We all had one.)

Pick your moment

Not every situation calls for a flirty Q&A session. If she’s tired, stressed, or distracted, save the questions for a better time. The best moments for these are when you’re chilling together, texting late at night, or cuddled up with nowhere to be. That’s when humor can really work its magic.

Ultimately, the way you ask funny questions says a lot about your emotional intelligence. So be playful, be curious, and most importantly, be kind. That’s the secret to making her laugh and fall a little harder for you every time.

[Read: 15 sexy conversation starters for couples to get you horny in minutes]

The best funny questions to ask your girlfriend

Whether you want to make her laugh, cheer her up, or just have a goofy chat, these are some amazingly funny questions to ask your girlfriend anytime. 

1. Who in your school had the funniest name?

She may not have thought about it in years, but it’ll make her laugh when she does.

2. What candy would you use to describe our sex life?

Sugar Daddy? Jawbreaker? Blow Pop? Fun Dip? Hopefully, it isn’t Laffy Taffy or Rocky Road. [Read: 49 naughty & freaky sex questions for couples to keep the spark alive]

3. Who was your childhood cartoon crush?

This says a lot about someone, surprisingly. Did she like Bart Simpson, SpongeBob, or maybe Hey Arnold? 

4. Would you still date me if I shrunk down to two inches tall?

Would she ditch you or carry you around in her pocket?

5. What would you do if you could spend one day as a man?

This is one of those funny questions to ask your girlfriend that’ll have a lot of fun answers. They could easily go from funny to gross, but you’ll both get a kick out of it. [Read: 40 gross and disgusting would you rather questions that’ll leave you squirming]

6. What would you do if you found out I argued with strangers in the comments section on the internet?

Is this something she would think is funny? Would she judge you? Or would she walk out and never come back?

7. Who is your weirdest family member, and why?

Does she have a weird aunt who always smells funny and tells uncomfortable stories? Or is she the weird family member? 

8. What’s the funniest thing someone’s said to you while fooling around?

Whether you were in the act or leading up to it, what has someone said that was just so hard not to laugh at? [Read: 16 of the most awful and hilarious sexual encounters]

9. How do you eat a cupcake?

This could be something you disagree on forever, but it is pretty interesting to see if she eats it normally, eats the bottom first, or tears the bottom off and makes a sandwich with the icing in the middle.

10. What’s something random that you find super sexy?

Is she super into a guy who can cook, or does she find a certain outfit extremely sexy? Ask this funny question to your girlfriend so that you know what she thinks is super-sexy! [Read: 50 cute and sexy things many guys do that all girls love]

11. What’s your least favorite animal?

People always ask about your favorite animal, but what animal doesn’t she like and why?

12. If your house had to smell like one thing forever, what smell would you pick?

Would she pick something simple like clean laundry or something unique like her favorite Italian dish?

13. Have you ever been pooped on by a bird?

Every bird poop story is a funny one. Maybe she’s even been pooped on by a bird more than once!

14. What did you always get from the ice cream truck as a kid?

Or as an adult? Ice cream trucks are known for their nostalgic and unique options. What did she always go for? 

15. Did you ever steal anything as a kid?

Maybe a comic book? Maybe a candy bar? Or maybe some cookies at the grocery store that her parents didn’t even notice?

16. Do you think I’m funny?

Let’s hope she says yes. This is a funny question to ask your girlfriend that’ll actually help you learn more about what she thinks of your funny bone! [Read: How to be funny and make people love your company]

17. What job would you have in the circus?

Would she be the ringmaster, an acrobat, or something much more unique like a bearded lady?

18. What song would you sing to serenade me?

Would she keep it classy with “The Way You Look Tonight” or go with something a little funkier like “Wannabe” by The Spice Girls?

19. What do you think I’d come back as if I were reincarnated?

Let’s see what she really thinks of you. Will you come back as a lion or something more like a dung beetle? 

20. What animal am I most like?

Just hope she says a rabbit rather than a sloth. [Read: 30 traits & things women look for in a man that make a guy totally irresistible]

21. What’s the weirdest lie you’ve told to get out of something?

Does she stick with the basics like she’s sick, or does she prefer to make up crazy stories about family members? 

22. Would you rather live in a world where everyone believes in science or everyone believes in magic?

We know you can’t really “believe” in science because it’s just facts, but there are so many people who don’t. What would your girlfriend say?

23. Would you rather be an animal or a robot?

There is quite a difference, but which does your girlfriend see herself in more? And does it turn you on? [Read: What turns a girl on sexually or otherwise? 25 irresistible traits]

24. Are you ever embarrassed by me?

It is time to find out what she really thinks of you. Is she embarrassed when you say “dude” to her dad, or is she always in awe of your charm?

25. Can you lick your elbow?

It is supposed to be impossible, but watching her try will be hilarious. And if she can, it’ll be a fun anecdote to share at parties.

26. What is the grossest food?

Does she hate normal things like escargots, or is cilantro her kryptonite?

27. Which are you most likely to survive: a zombie apocalypse or a robot takeover?

Can she fight off zombies that were formerly humans, or would she do better at attacking machines?

28. What reality show would you go on?

Let’s just hope she doesn’t say The Bachelor.

29. What are you most likely to be arrested for?

Streaking? Having sex in public? Or something like public intoxication? This is one of those funny questions to ask your girlfriend that can reveal a lot about her naughty side! [Read: 30 naughty questions for couples to keep the sexy spark alive]

30. If your face had to turn any color when you were embarrassed, what color would you pick?

We all turn a little red, but if you had to completely turn a color, which would she choose? And tell her she can’t pick her skin color.

31. What sitcom character am I most like?

Does she think of you more as a Ross Gellar or maybe a Joey Tribiani?

32. What’s the weirdest thing I do?

Be prepared to find out that she knows that you pick your nose or clean your nails with your teeth.

33. Would you rather lose your eyebrows or grow a mustache?

Either way, it’ll be funny to picture. [Read: 36 racy, random questions for flirty guys and girls]

34. What story does your family tell to make fun of you?

Ask your girlfriend this funny question, and you can learn a lot more about her childhood too.

35. What type of fruit would make the best baseball?

An apple? An orange? Do you agree?

36. What was your favorite age?

Was it when she was a child or last year? Or maybe it hasn’t even happened yet?

37. What was your first kiss like?

This could be a sweet story or a very funny one. [Confession: My embarrassing first kiss went a little like this!]

38. Have you ever laughed so hard you peed a little?

We bet she has and that it’s a really funny story. 

39. What would you give up for a month? Chocolate or your phone?

We guarantee she says chocolate, but if not, good for her. 

40. What’s your favorite emoji?

The purple devil? The crying cat? Or something super random like the hovering dude?

41. Can you do a pirate accent?

Whether she can or not, this is one of those funny questions to ask your girlfriend that can turn into pure comedy gold! [Read: How well do you really know me? 35 fun questions for couples to ask each other]

42. What is the funniest prank you’ve ever pulled?

Maybe she is a big prankster and has a great story. Or, maybe she’s played a small prank like the toilet smoking one and just can’t stop laughing at it. 

43. What’s the weirdest thing you’ve dressed up as for Halloween?

Kids tend to dress up in the silliest costumes. Which one of her costumes was the weirdest? 

44. Can you name all 50 states in under 6 minutes?

Unless your girlfriend is a geographer, there is a good chance she won’t be able to.

45. What Disney villain are you most like?

Forget the princesses, the villains are much more interesting!

46. What song do you know all the words to that I would never suspect?

“Whatta Man” by Salt-N-Pepa or “Hit Me With Your Best Shot” by Pat Benatar?

47. If iced coffee is so good, why is hot coffee that gets cold so gross?

What is her reasoning for this head-scratcher? [Read: Thought-provoking questions that’ll leave you curious and wondering]

48. Is a hot dog a sandwich?

No. But what does she think?

49. If you had to get a person’s face tattooed on your body, whose face would you pick, and where would you get it?

Would she get your face? Her mom’s? Or a celebrity? 

50. What’s your funniest bathroom story?

Was it a close call? Was it a full-on accident? This is one of those funny questions to ask your girlfriend that’ll either make both of you laugh or go, “oh noooo!”

51. Can you make yourself burp?

She may have been hiding this little trick from you, but it is time to see her true nature. 

52. Would you rather be a vampire or a werewolf?

Vampire all day, but if she says werewolf, that’ll be a fun conversation. 

53. How long do you wear a bra before washing it?

You’ve probably never thought about this, so her answer will blow your mind. [Read: Why going braless and freeing the boob is something most girls prefer]

54. What’s the funniest pick-up line you’ve ever heard?

Something cheesy like, “if I could rearrange the letters of the alphabet I’d put U and I together,” or something so random and weird? [Read: 70 hilarious, cheesy pickup lines that’ll leave any girl laughing hard]

55. Has anyone ever walked in on you having sex?

We’ve all been there… right?

56. What is your favorite part of my body?

This funny question to ask your girlfriend could lead to something more fun for both of you. 

57. Have you told your friends any embarrassing stories about me?

We bet she has. Just don’t get mad at what you might find out after asking this question! 

58. Want to hear me burp the alphabet?

She’ll probably say no, but she’ll laugh when you do it nonetheless.

59. Who is your most bizarre celebrity crush?

Is it someone really weird or someone really old? 

60. Would you rather I was hairless or hairy like a bear?

Either one is weird, but if she had to choose… [Read: 40 sexy and dirty would you rather questions that’ll make anyone VERY horny]

61. Who would play us in a movie about your life?

Which actors does she see representing you two and your love story? This is one of those funny questions to ask your girlfriend that’ll actually help you see what she feels about herself, you, and everyone in her life!

62. What’s the most annoying thing about modern technology?

Is it the internet? All of the false information? Or how much we rely on it? 

63. Have you scrolled all the way back on my social media?

She definitely has, that is, unless she has the world’s most intense self-control. [Read: How to stalk on social media & find just what you’re looking for]

64. How would you curse your childhood bully?

Would she curse them with lifelong bad breath? Or maybe give them heartburn every time they eat or make them fart every time they kiss someone? 

65. What would you rather lick off of me? Chocolate syrup or whipped cream?

Either answer to this question is definitely a good one! [Read: 25 sex questions to ask a girl and make her really wet]

66. What makes you cringe the most about your childhood?

Was it when she cut her own bangs or when she dressed like Madonna every day?

67. If you could name your biggest enemy’s child, what would you name them?

This is sure to lead to some heavy laughter.

68. Where do you stand on the pineapple-on-pizza debate?

People tend to be either very passionate that pineapple belongs on pizza or that it doesn’t.

69. If Hogwarts existed and your child received a letter, would you let them go?

Hopefully, she understands this reference! [Read: Movie date – how to build sexual chemistry & create a perfect date]

70. If you were a magical creature, which would you be?

This funny question to ask your girlfriend will give you some insight into how she views herself.

71. Tell me what you think your dog thinks about you

Does her dog think she’s great for all of the treats she gives them? Maybe her dog thinks she’s slow because of their walks. What about being lazy when she stays in bed with her dog all day?

72. Have you ever let out a smelly fart in a public space?

Who hasn’t? [Read: Do girls fart? This & 16 other womanly secret mysteries demystified]

73. You’re offered $1 million, but every time you eat out, the whole table sings you happy birthday. Do you take it?

For a lot of us, we dread going to a restaurant on our birthday because we know a family member or a friend is going to tell the employees! Is your girlfriend someone who also hates when restaurant employees sing happy birthday?

74. What is the most ridiculous way you have ever injured yourself?

This is bound to make a funny and interesting story!

75. From now on, every moment of your life is narrated, movie voice-over style. Who’s voice do you want to narrate?

Maybe it’s her favorite voice actor, her favorite singer, or a family member?

76. The zombie apocalypse starts, and you can only pick one item from your home. What are you taking with you?

Is she prepared for a zombie apocalypse? Maybe she’s got a lucky bat or a favorite item she would want to bring with her.

77. If you were a ghost, what would be your go-to to mess with people?

Would she be a prankster ghost? Maybe a scary haunting ghost. Or, maybe she wouldn’t even mess with people as a ghost.

78. The next Olympics only includes everyday activities. What event do you expect to get a medal in?

This question to ask your girlfriend can give you insight into the things she likes to do with her free time when you aren’t around. Maybe she is a gold-medal napper, or maybe she likes to read. [Read: 43 really fun things to do at home when you’re bored, broke, and alone]

79. What is the cringiest thing you did while dating when you were young?

There is no shame in admitting you did cringy things when you were young and dating. We’ve all been there! This funny question is sure to bring laughter to both of you.

80. Instead of sleep, you now recharge by doing something for eight hours a day. What activity would you choose?

You will learn more about your girlfriend and her favorite activities based on her answer. Maybe you can find a way to incorporate that activity into your relationship. [Read: 25 best six-month anniversary date ideas & 100+ romantic date ideas]

81. Would you still date me if I turned into a worm?

A classic TikTok-era question. Let’s see just how unconditional her love really is.

81. If I were a kitchen appliance, which one would I be?

Are you the trusty toaster or the high-maintenance espresso machine?

82. What’s your weirdest family tradition?

Does her family dress up their dog for Thanksgiving? Or maybe they sing “Happy Birthday” in multiple languages, even if no one speaks them?

83. What’s the silliest thing you believed as a kid?

Did she think the moon followed her? Or that watermelon seeds would grow in her belly?

84. If you could swap bodies with me for a day, what’s the first thing you’d do?

This one has chaos written all over it, and probably a lot of ego bruising too.

85. What’s the most ridiculous pet name you’ve ever called someone?

“Snugglemuffin”? “Poopypants”? Let’s hear the cringy cuteness.

[Read: 116 Cute, Flirty Pet Names for Couples & Secrets to Choose the Best Nicknames]

86. What’s the most irrational fear you have?

Butterflies? Escalators? The sound of pickles being opened?

87. If animals could talk, which one would be the rudest?

We’re betting on cats, but maybe she’s got a grudge against llamas.

88. What’s your go-to karaoke song, and how dramatic are you when you sing it?

Does she go full Beyoncé or awkwardly mumble through the lyrics like a guilty dog?

89. Would you rather sneeze glitter or fart confetti?

Either way, you’re going to be the life of the party… or banned from it.

90. What’s the dumbest way you’ve injured yourself?

Tripped over a shadow? Walked into a glass door while texting?

91. Which fictional character do you irrationally hate?

It’s time to confess: who does she despise for no logical reason at all?

92. If you had to be haunted by a celebrity ghost, who would you choose?

Would she want ghost-Gordon Ramsay roasting her omelets or ghost-Taylor Swift narrating her love life?

93. If you had to wear one outfit for the rest of your life, what would it be?

Cozy hoodie chic or red carpet glam every day?

94. What’s the weirdest dream you’ve ever had about me?

Did you turn into a talking slice of pizza? Or lead a llama parade in Vegas together?

95. Would you rather have a rewind button or a pause button for life?

And would she use it for romance… or revenge?

96. What’s your most controversial food opinion?

Pineapple on pizza? Ketchup on mac and cheese? Let the debates begin.

97. What would your warning label say?

“Caution: May spontaneously break into dance” or “Handle with snacks”?

98. If you had to replace your hands with something else, what would you pick?

Lobster claws? Feather dusters? Tiny whisks?

99. What’s the most ridiculous argument you’ve ever had?

Was it about how to hang toilet paper or whether cereal is a soup?

100. If you had a signature catchphrase, what would it be?

Would she go for something motivational or completely absurd like “Frogs don’t lie!”?

101. What’s the most useless talent you have?

Can she wiggle her ears? Recite the alphabet backward? Imitate a goat?

102. If you had to marry a cartoon character, who would it be?

Let’s find out if she’s more into Aladdin or Shrek.

103. What’s your guilty pleasure TV show that you’d never admit to anyone else?

We’re talking peak cringe, reality TV, soap operas, or that kids’ cartoon she secretly still loves.

104. If you had to give me a ridiculous pet name, what would it be?

Be prepared for something like “Snuggle Muffin Supreme” or “Captain Cuddlepants.”

105. What’s the weirdest compliment someone has ever given you?

“Your elbows are majestic” counts.

106. Would you rather have hiccups every time you kiss or sneeze every time you say ‘I love you’?

This one might make her rethink PDA forever.

[Read: 134 Smart & Very Funny Would You Rather Questions to Leave You ROFL]

107. What’s your go-to dance move when no one’s watching?

Is she a sprinkler queen, or does she have a move that defies physics?

108. Which emoji perfectly captures your reaction when you see me shirtless?

Use this one only if you’re ready to be flattered or roasted.

[Read: 40 Sexy, Horny & Dirty Emojis to Send When You’re Feeling Extra Naughty]

109. Would you rather have to always whisper or always shout when flirting?

Either way, this one’s going to get her giggling, and imagining the awkwardness.

110. What’s the most ridiculous fear you had as a kid?

Clowns? Toilets? The vacuum cleaner?

111. If you could only wear one outfit forever, what would it be?

This question gives you insight into her comfort zone, and her fashion sense.

112. What’s your personal theme song when you walk into a room?

Confidence, chaos, or comedy, this one tells you a lot about her vibe.

13. If we had a couple name, what would it be, and how bad would it sound?

Brangelina, Bennifer… now it’s your turn. Cringe included.

114. What weird conspiracy theory do you secretly kind of believe?

Birds aren’t real? Avril Lavigne got replaced? Let the fun begin.

115. Would you rather have romantic dinner dates in a graveyard or a haunted castle?

Spooky love is still love, right?

116. If you could only flirt using food metaphors, what would you say to me?

Prepare for some juicy, cheesy, or totally saucy pickup lines.

117. What’s the most unsexy thing someone has ever said to you while trying to flirt?

This question will 100% end in laughter, and maybe a few facepalms.

118. If your laugh had a name, what would it be?

Gigglezilla? The Snortinator? You’re about to find out how she sees her own laugh.

119. Would you rather have a third nipple or a tail?

Yes, it’s weird. But it’s also weirdly fascinating.

120. What’s something you’ve always wanted to ask me but never had the nerve to?

Flirty, deep, or hilarious, this question opens the door to something real and unexpected.

121. If you had to rate our kissing style as a movie genre, what would it be?

Romantic comedy? Thriller? Definitely not horror… we hope.

[Read: 19 Secrets to Initiate a First Kiss & Make Them Want to Keep Kissing You]

122. Would you rather go on a date where we dress like grandmas or toddlers?

Extra points if she picks one and explains why it would be cuter.

123. If I had a secret alter ego, what would their name and job be?

Let her create a whole new version of you, this is where imagination runs wild.

124. What’s the most ridiculous thing you’d do to get my attention if we were strangers?

Would she fake a faint, drop something “by accident,” or go full-on dramatic monologue?

125. What’s the weirdest thing you’ve Googled at 2 a.m.?

We all have one. And they’re usually hilarious in hindsight.

Funny questions like these aren’t just for laughs, they’re little windows into your girlfriend’s personality, quirks, and imagination. And when you ask with genuine curiosity and a playful attitude, you’ll find humor is one of the fastest ways to deepen your connection.

And the best part, humor activates reward centers in the brain and deepens emotional bonds between couples. So, make space for silliness, it’s scientifically good for love. 📚 Source: Hall, 2015, Humor in Courtship

The Right Kind of Funny Questions To Ask A Girl

Humor is more than just fun and games, it’s a powerful bonding tool in relationships. Research shows that couples who laugh together tend to feel more satisfied and connected in their relationship over time 📚 Source: Kurtz & Algoe, 2015, Shared laughter in relationship well-being

So, don’t hold back on the silly, the weird, and the wonderfully flirty questions. Whether you’re trying to spice things up, lighten the mood, or just get to know her quirky side, these funny questions are a low-pressure way to deepen your connection.

👉 Want more ways to keep the spark alive? Check out these features that’ll have you both giggling, and maybe blushing too!

Laughing Together Is Loving Smarter

Funny questions might seem silly on the surface, but they’re sneakily powerful. They break down walls, reveal quirks, and remind both of you that love doesn’t always have to be deep talks and serious feelings, it can also be weird hypotheticals and confetti farts. (Yes, really.)

When you ask with genuine curiosity and sprinkle in just the right amount of absurdity, you’re not just being the funny guy, you’re being the emotionally intelligent partner who knows that laughter is intimacy’s favorite wingman.

So go ahead and ask her who her cartoon crush was, or if she’d date you as a worm. The more you laugh together, the stronger your bond becomes. Science says so. And honestly, isn’t that the most fun kind of emotional growth?

[Read: 50 Fun, Casual Questions to Ask a Girl You Just Met to Get to Know Her Better]

These very funny flirty questions to ask a girl aren’t just for laughs, they’re for connection. Ask them with heart, and you’ll get more than just giggles, you’ll get closeness.