140 Funny Questions to Ask a Girl to Make Her Laugh

We underestimate the power of humor and just how much having a funny conversation with a girl can establish common ground, make the interaction more emotionally rewarding and tap into laughter’s primal bonding power. It’s such an ancient social tool that laughter predates language and even Homo sapiens, according to studies.¹

By finding the best funny questions to ask a girl you’re interested in, you’re doing more than sharing laughter, which is a crucial bonding experience that builds trust and rapport. You’re making her more comfortable with you by easing social tension and putting less pressure on interactions, making them feel light and more engaging.  

But you may be wondering how to find the right funny questions to ask a woman that will make her laugh. Funny questions often work better than just jokes or gags. Because they don’t simply look to entertain but also invite the woman to be part of the humorous conversation, giving you quick insight into what makes her laugh and her general sense of humor.

A good way to decide between silly questions you ask a girl, deep ones, flirty ones or slightly zany ones, is to gauge their reaction to certain types of humor as the interaction progresses and go from there. Let’s take a look at some different humorous angles you could explore on a date or just in a regular conversation.

Funny conversation starters with a girl

Breaking the ice is how you shift from the nervous chatter at the beginning of a date to a free-flowing two-way conversation. Funny conversation starters with women introduce humor early in your dynamic, as an ice breaker, making you both feel more comfortable with being playful, open and even a little silly with each other from the outset.

Funny ice breakers and some funny questions to ask a girl to follow up are particularly good at thawing any residual pre-date jitters and making the interaction more engaging early on. However, making the joke appropriate to the moment is important. A study from Ariel University indicated that humor can make women emotionally invest more in what you’re saying, but only if the humor takes into account contextual factors.² These can include accurately reading the social energy in the conversation, tone, humour built on common ground, the mood of the woman and using the right non-verbal cues when asking a funny question.

If you’re stuck, try one of these conversation starters near the beginning of the date or if you’re running out of things to say on the current topic.

1. If laughter really is the best medicine, what’s your prescription joke?
2. What’s the most random thing that always makes you laugh?
3. If you had to describe your sense of humor using a movie, which one would it be?
4. What’s the funniest thing that happened to you recently?
5. If your pet could roast you, what would it say?
6. What’s your go-to story that makes everyone crack up?
7. If your life were a sitcom, what would the title be?
8. What’s the most ridiculous autocorrect fail you’ve ever sent?
9. If you had to live in a comedy movie, which one would you choose?
10. What’s a meme that perfectly sums up your personality?

Funny questions to ask a girl you like

It’s completely understandable and quite common to feel a little nervous around a girl you like. But trying out some funny questions to ask your crush is a useful way to start a text chat with her or even serve as a reason to approach her in a public setting. It essentially defuses any awkwardness one might feel about initiating contact by making the conversation itself an entertaining experience.

By thinking of some funny questions to ask the girl you have a crush on and including humor in the interaction, you also express a lot of positive qualities in a partner. These traits can include friendliness, confidence, creativity, social awareness and emotional intelligence. You can include funny questions as a basic aspect of the conversation quite often. This is as long as you don’t ask too many in a row and include more meaningful questions that help move the interaction forward toward asking her out one day. Here are a few examples you can use to get you started:

1. What’s something silly that always gets you giggling?
2. If we got stuck in an elevator together, how would we pass the time?
3. What’s a random fact about you that sounds made up?
4. If your dating life had a theme song, what would it be?
5. What’s a funny deal-breaker you actually have?
6. What’s something you find hilarious but probably shouldn’t?
7. If you could add a funny rule to dating, what would it be?
8. What’s the weirdest compliment someone ever gave you?
9. If you had to describe me using a meme, which one would it be?
10. What’s your funniest ‘I can’t believe that happened’ dating story?

These are jokes and humorous questions designed to make an impression in conversation. This doesn’t mean you should make what you say seem edgy or completely out of left field. Rather, you should focus on the jokes and the funny questions one asks a girl coming across as generally unique, a bit deep, observant and somewhat unconventional. Being magnetically engaging and funny during the interaction is the best way to catch a girl’s attention. 

A study from The University of Texas at Arlington on speaking in front of people is useful here because first approaching a woman can feel similarly performative. The most attention-grabbing strategies included asking for someone’s opinion after making a statement, interacting with their imagination by including scenarios and hypothetical questions, and making someone reflect on past experiences.³ 

Funny questions that immediately grab people’s attention are best used in measured doses, or they may start to seem unnatural in conversation. Try opening with one of these examples or using one to infuse the conversation with renewed energy.

1. If laughter is a love language, am I fluent yet?
2. I was going to come up with a clever line, but I figured you’d prefer honesty and bad jokes.
3. Do you believe in fate or just really good Wi-Fi connections?
4. If we were both characters in a comedy, who would be the punchline?
5. I was going to tell you a joke about chemistry, but I wasn’t sure we’d have any.
6. If you could only talk in movie quotes, how would you flirt back right now?
7. Quick—what’s your emergency dance move when your favorite song comes on?
8. I was going to text you something cool, but instead, here’s a random thought: cereal is just soup, right?
9. Would you rather be serenaded badly or complimented awkwardly?
10. If you had to give me a silly nickname, what would it be?

Very funny flirty questions to ask a girl

This involves using humor in your questions as a way of flirting with a girl. It’s natural to feel nervous when introducing flirting into your dynamic with a woman with whom you’ve been having a platonic conversation, up until then.

By coming up with some flirtatious funny questions to ask a girl, you can make flirting feel lighter and more casual. We use flirting to lightly test people’s boundaries and interest in us.⁴ Using humor adds another social buffer, where the girl can feel freer to playfully flirt back without emotionally committing. And if she doesn’t want to flirt back, the fact that the attempt was framed in a funny way makes it easier for her to rebuff the attempt without souring the interaction.

These questions are ideal for when you first want to start flirting with a girl, to add a funny spin to an already flirty conversation or just sporadically during your romantic interactions. Here are some examples you can either use directly or as inspiration:

1. What’s your go-to move when you’re trying to charm someone?
2. If we were in a romantic comedy, what would our meet-cute be?
3. What’s your most unintentionally flirty moment ever?
4. If you had to describe your flirting style in three emojis, which would you pick?
5. What’s the funniest compliment you’ve ever received?
6. If I tried to make you laugh, what’s my safest bet?
7. What’s your guilty pleasure romantic movie?
8. If I challenged you to a dance-off right now, what song are you picking?
9. Do you think humor is more attractive than looks?
10. What’s the silliest thing someone could do to win you over?

Funny unpredictable questions to ask a girl

Being unpredictable can sometimes come off as startling, but it has the power to excite and engage the mind on a more creative level. Finding some funny random questions to ask a girl helps you capitalize on the social benefits of their novelty and emotional arousal, which catches her attention, expresses creativity and breaks her out of the routine of everyday small talk.   

Studies have found that randomness can be somewhat frightening to us because it interferes with a deep-seated instinct to find patterns in things so that we can avoid making mistakes.⁵ This concept is called error-related negativity. Using humor and a positive tone makes random questions seem a lot more benign and playful, while still allowing you to shake things up a bit in a conversation or explore deeper aspects of the girl you’re talking to.   

As randomness can interact with our anxieties, it’s best to be quite sparing with unpredictable questions, or you may end up seeming too unconventional. The goal should simply be to elevate the conversation. Here are a few funny random questions you could try:

1. If you woke up tomorrow as a cartoon character, who would you be?
2. What’s the strangest thing you believed as a kid?
3. If you could be invisible for one hour, what would you do first?
4. What’s a completely random skill you wish you had?
5. If you could switch lives with any fictional character for a day, who would it be?
6. What’s a conspiracy theory you secretly want to be true?
7. If your laugh had a sound effect, what would it be?
8. What’s your weirdest but most lovable habit?
9. If you could turn any daily task into a competition, what would you win gold in?
10. What’s your funniest ‘oops’ moment that still makes you laugh?

These are the types of questions that help steer a humorous conversation towards more serious topics. They can be a self-referential way of exploring how your senses of humor overlap, what kinds of things she finds funny and even the concept of humor itself. The right collection of funny deep questions to ask a girl can help them lower their guard a bit and help your funny questions land better in the future.

You may think it’s impossible to be funny and serious simultaneously. But it’s quite the opposite. A study published in Environmental Education Research found that we actually think more deeply and creatively about serious questions if they’re posed in a humorous context. We also find them emotionally easier to explore.⁶

Humor can only soften the edges of deep questions so much. It’s important not to venture too deeply to the extent that they come across as inappropriate.

Try using just a few of these questions when you want to get more serious with a girl:

1. Do you think people are funnier when they’re honest or when they exaggerate?
2. What’s the funniest life lesson you’ve ever learned the hard way?
3. Do you think humor makes relationships stronger?
4. What’s a serious goal you have that people might not expect from you?
5. Have you ever laughed in a moment when you really shouldn’t have?
6. Do you think humor or kindness matters more in dating?
7. What’s a mistake that turned out to be a blessing in disguise?
8. What’s something you learned about yourself through laughter?
9. Do you think people are naturally funny or learn to be funny?
10. What’s one ‘deep but hilarious’ thought that’s crossed your mind?

Funny weird questions to ask a girl

Much like random questions, these funny questions approach familiar topics in a way that’s pleasantly weird and a little off the wall. These questions should never be outright bizarre but instead feel more whimsical in tone.

The great thing about the right kind of weird and funny questions to ask a woman is that they often get her to share quite deeply and openly without crossing a boundary. This is because they address novel concepts of oneself that we seldom think of. They let you reshape personal questions to seem less invasive because they don’t speak directly to personal issues but rather to their underlying aspects. This can evoke surprisingly profound feelings of intimacy after the conversation ends. 

Asking too many weird funny questions or using one that’s a bit too unconventional can end up confusing a woman and make you seem overly eccentric. Here are some examples to guide you on the right balance of strangeness and humor:

1. If your mirror reflection could talk, what would it say to you every morning?
2. What’s a smell you love?
3. If your pet could talk, what’s the first secret it would spill?
4. What’s the strangest compliment you’ve ever given someone?
5. If you had to rename yourself using a fruit, what would it be?
6. What’s your weirdest food craving combo?
7. If you could talk to inanimate objects, which one would have the most gossip?
8. If your shadow had a personality, what would it be like?
9. What’s a random superstition you actually kind of believe in?
10. What’s the weirdest thing you’ve ever done out of curiosity?

Funny NGL questions to ask a girl

NGL or Not-gonna-lie is common slang for sharing your opinion, regardless of whether it goes against popular opinion or makes you seem particularly unusual. NGL questions emerged as a growing trend as an add-on feature for Instagram and as a general post format on TikTok for people to ask others to share their hot takes – unusual and unvarnished opinions – through questions.

This can be a fun game to play with a girl during a conversation, where you each take turns asking and answering NGL questions. This can help you understand the woman you’re talking to on a much deeper level, using a game they’re likely already familiar with or have participated in online. This will likely make them more open to it than other revelatory conversational games.

These questions are ideally suited to text messages, as it’s a more familiar format for NGL questions and gives them a bit of emotional distance to be more vulnerable. Here are a few of these questions that you can start of with:

1. What’s the funniest lie you’ve told to get out of trouble?
2. What’s something ridiculous you’ve done just to impress someone?
3. Have you ever laughed so hard you cried in public?
4. What’s a trend you secretly followed but now regret?
5. What’s your funniest childhood misunderstanding?
6. What’s something you thought was cool as a teen but is cringe now?
7. What’s a weird talent you’d totally show off at a party?
8. What’s your funniest text fail story?
9. What’s a time you couldn’t stop laughing, even though you shouldn’t have?
10. What’s your go-to ‘NGL, this is embarrassing’ moment?

Funny stupid questions to ask a girl

These questions are a sort of marriage between weird and unpredictable questions, except that they’re very obviously humorous or whimsically absurd. They’re not intended to be taken seriously at all, often simply entertaining the girl based on the silly content of the question alone. And if they do choose to answer, they can choose to tackle the question at face value or add to the jokey energy by giving a stupid or silly answer back.

Finding a good set of stupid and funny questions to ask a girl helps create a far more laidback and vibrant atmosphere. One where you both feel freer to be a little dumb with each other, knowing it’s being done in humor and they won’t be judged. In this sense, it puts you both on a socially level playing field, eliminating any nerves or awkwardness. 

These questions are best asked back and forth in batches. Similar to NGL questions, it should feel like a little game you play for a section of the interaction. Here are a few examples you can use:

1. Would you rather have spaghetti hair or cheese fingers?
2. If you had to replace your hands with kitchen utensils, which ones would you pick?
3. If animals could wear clothes, which species would dress best?
4. If you had to sing your thoughts out loud, how long before everyone ran away?
5. If aliens landed tomorrow, what snack would you offer to make peace?
6. What’s the dumbest yet funniest thing you’ve ever done?
7. If you could make any object talk, which one would spill the most secrets?
8. What’s a totally useless superpower you’d want to have?
9. If you could make a law that everyone had to follow, what ridiculous rule would it be?
10. If you were invisible for a day, what chaos would you cause?

Funny crazy questions to ask a girl

Crazy questions fly in the face of convention, approaching highly random topics and scenarios from a distinctly humorous standpoint. They’re generally best used on a woman you already have a familiar relationship with because they can ask her to reveal quite personal and unusual elements of life.

The right kind of outrageous and funny questions to ask a girl you’re interested in will tap into humans’ innate fondness for storytelling, particularly when it comes to unusual, significant events, making her share more openly. Crazy questions are engaging and emotionally arousing, which a study published in Psychological Science found has a significant effect on our willingness to share and the pace at which we disclose personal information.⁷ 

Given their potent effect, it’s best to test out a gentler zany question and see how she responds. If she’s up for getting a bit crazy, try to ask just a few in short succession. Interactions with the right girl should be entertaining but you should also make room for questions that build trust and intimacy.

1. If we were in a zombie apocalypse, what role would you play?
2. What’s the wildest dream you’ve ever had?
3. If you could host a talk show, who would be your first guest and why?
4. What’s the most random adventure you’ve ever gone on?
5. If you could live in any fantasy world, where would you go?
6. What’s the most chaotic thing you’ve done just for fun?
7. If you could pull one harmless prank on me, what would it be?
8. What’s a crazy story that still makes your friends tease you?
9. If your life had a soundtrack, what genre would dominate?
10. What’s something impulsive you’ve done that turned out amazing?

Funny questions to ask a girl over text

You may be asking yourself whether the funny questions you ask over text should be different from face-to-face interactions. If you know the girl quite well, not really. But if you’re still in the fact-finding and tender exploration phase, the right funny question phrased the right way has the potential to strike just the right chord, immediately commanding her attention and drawing out a more thoughtful response. The funny questions you ask a girl over text should focus on being short, punchy and open-ended to create a warm conversational flow

It’s important to remember that text can feel somewhat personally removed. By making your funny texts slightly deeper, vulnerable and personalized to your specific dynamic, you create a more tangible and fleshed-out notion of who you are, allowing her to emotionally connect with you more easily. Here are a few that you can use to start or inform your own text questions.

1. If your phone could talk, what’s the most embarrassing thing it would reveal?
2. What’s your go-to funny GIF or emoji when words fail?
3. If we started a group chat, what would we name it?
4. What’s the funniest autocorrect fail you’ve ever sent?
5. If you had to reply in only memes for a day, how chaotic would it get?
6. What’s your favorite random fact to drop in conversations?
7. If you could text your past self one thing, what would it be?
8. What’s a song lyric you’d use as your texting motto?
9. If I sent you a random photo of something weird, what would your caption be?
10. What’s the funniest ‘I wasn’t supposed to send that’ message story you’ve got?

Funny first date questions to ask a woman

First date questions generally revolve around getting to know the other person, revealing a little of their background and exploring what connection may be there. However, we often get stuck on the first two goals, thinking that it will intellectually inform the third. The problem is that chemistry and compatibility aren’t always a conscious decision but more a collection of factors that develop as you interact on a first date. This is why it’s important to make a date a shared experience instead of just a dry, two-way interview.

By introducing some funny first date questions to ask a woman, you can make a first date something that feels meaningful and memorable, as well as being suitably informative. The kind of first date that will often naturally imply a second.

Funny first date questions are best used to help break the ice in the early stages of the date, to gently pivot the conversation toward more interesting topics or to add something new to the vibe.

1. What’s a funny dating stereotype you secretly agree with?
2. If you could skip one part of first dates forever, what would it be?
3. What’s the weirdest or funniest reason you’ve ever canceled a date?
4. If you had to choose a theme song for this date, what would it be?
5. What’s your go-to story that always makes people laugh?
6. If you had to give this date a title like a rom-com, what would it be?
7. What’s something silly that instantly makes you feel comfortable?
8. If you could only eat one food for the rest of your life, what would it be and why?
9. What’s the funniest thing that could possibly happen right now?
10. What’s your favorite ‘so bad it’s good’ movie or show?

Funny questions to ask your girlfriend to make her laugh

Our romantic relationships are always evolving. That evolution can be positive or negative based on a variety of things. One study found that shared laughter was a strong predictor of how content a couple reported feeling in long-term relationships.⁸

By coming up with different funny questions to ask the girl you’re in a relationship with, you can make humour a prominent part of your communication style. This not only helps you share more positive experiences but can also be a useful tool for dealing with conflict healthily. 

Try and make your partner laugh every day if humor is a part of your connection. You can approach these funny questions in different ways. You can bring them up when you talk in person, text them during the day just to check in and ask something funny, or even as a structured bonding exercise to strengthen your relationship through humor-based enquiry.

Next time you feel like making your girlfriend laugh, try out one of these questions. But adapt it to her personality and sense of humor.

1. What’s something I do that makes you laugh even when you’re trying not to?
2. If I turned into an animal for a day, which one would be most annoying?
3. What’s the dumbest inside joke we have?
4. If we could switch bodies for a day, what’s the first thing you’d do?
5. What’s your funniest impression of me?
6. If we had our own sitcom, what would our couple’s catchphrase be?
7. What’s a silly argument we’ll never live down?
8. If I had a movie made about me, what embarrassing scene would you keep in?
9. What’s something ridiculous you’d let me get away with because you love me?
10. If I was a dessert, what would I be and why?

Funny online dating questions to ask a girl

Using questions to build a connection is one of the fundamental principles of dating app conversations. It’s how you go from being strangers to having a lively and active exchange that naturally progresses to planning your first date.

Much like using humor in text conversations with a girl you like, funny dating app questions are about overcoming the lack of face-to-face connectivity by making jokes that create common ground and convey the more playful aspects of your personality. When coming up with funny questions to ask a woman in online dating, try to aim for questions that aren’t generic or common small talk fodder. They should be a bit bold, somewhat unique and catch her attention, distinguishing you from other options online. 

Funny questions are a useful way to approach an ice breaker when you first connect. They should be used quite regularly, along with other types of questions, until you’ve built something that feels like a tangible connection. One where the conversation just flows naturally.

1. What’s the weirdest message you’ve ever received on a dating app?
2. If you could instantly unmatch one type of person, what’s the type?
3. What’s your funniest ‘this can’t be real’ profile story?
4. If you could add one rule to online dating, what would it be?
5. What’s the best icebreaker message someone has ever sent you?
6. If your dating app bio could talk, what would it brag about?
7. What’s something you wish people would stop saying in their profiles?
8. What’s your funniest online chat that went completely off the rails?
9. If you could pick one emoji to describe your online dating vibe, what would it be?
10. What’s a totally random but fun question you wish more people asked here?

What are the do’s and don’ts when asking funny questions to girls?

There are ways humour can backfire. Here’s a short guide for what you should and shouldn’t do when approaching funny questions to ask a girl you’re interested in. 

Do	Don’t
Ask open-ended questions that create conversation.	Use jokes that could be considered offensive, dirty or inappropriate.
Use funny questions that show you’re good-natured and willing to laugh at yourself.	Ask funny questions when the conversation is already active or you may derail it.
Use non-verbal cues and tone to gauge how well the question was received.	Use too many funny questions or it can come across as immature or emotionally avoidant.
Prepare some funny questions beforehand to help ease your nerves and to use as backup	Pose funny questions that focus on appearance or other shallow aspects of dating.
Leave room in the conversation for her to also ask you questions, whether they’re funny or not.	Overthink your questions. They don’t need to be directly funny but simply spark a humorous exchange.

What are the best funny topics to talk about with a girl?

Humor isn’t universal. What’s considered funny varies from person to person. But certain topics have intrinsically broad appeal.

• Past mistakes – Everybody has their share of stories about things going wrong. Share one first to show you’re willing to laugh at yourself and inspire her to reciprocate.
• Common experiences – There are certain aspects we all share and can laugh over, like celebrity crushes, bad outfit choices, embarrassing moments or popular food that you find inedible. 
• Ideal scenarios – These explore funny, random scenarios like choice of superpower, desert island essentials or even something patently absurd like what animals would say if they could talk.  
• Dating – Talking about unfortunate past dating experiences feels wrong on paper but it can be a great source of common ground, humorous anecdotes and insights into how you could approach dating them the right way.

What are the funny ways to ask a girl out?

If you’re stuck on how to ask a girl out in a way that will feel light and humorous, we have a few ideas to inspire you.

• Send them a note – This fun, retro approach to courtship should be pointedly sophomoric but in an ironic way. Use a funny message that’s short and sweet, and pin it onto her door, drop it in her mailbox or leave it in a place you know she’ll find it.   
• Write them a funny poem – You don’t need to be Yeats, a simple humorous limerick or a twist on a well-known poem (for instance, roses are red, violets are blue). Once again, you want it to seem silly and a little cheesy. 
• The silly grand gesture – This can be anything from an absurd fruit basket arrangement to a singing telegram to a giant chalk message on their driveway. This can be a high-risk, high-reward strategy, though. 
• Say it with food – Send them a pizza with a message in the lid or a giant cookie where the icing does the talking for you. Try to make the message an inside joke you share so that it complements your unusual approach.  

How to turn funny questions into a meaningful conversation?

While it’s a good idea to have a decent collection of funny questions to ask a girl, at some point, you’ll want to take things a bit deeper. Here’s how to make the transition.

• Start by introducing some of the funny serious questions we explored above or come up with some of your own. This will keep the tone light as you start to explore deeper topics.
• Use what you already know about her to start asking questions that drill down on those aspects of her. For instance, she may have mentioned that she only has brothers. Then ask her what it was like growing up in that situation.
• Be vulnerable and personal first when she asks you a funny question. Answer her humorously, but try to include a meaningful or revelatory component to your answer. This will often make her likely to be more personal with her answers.
• Humor can still add to the experience of a meaningful conversation. But instead of asking funny questions, simply allow the humor to naturally spring from the deeper topics you explore.