Sure, dating is fun. But sometimes it’s difficult to strike up a conversation before you meet someone, right? I mean, what do you message a beautiful woman so she says yes to a date?
Some people are really comfortable with messaging and texting. Others are just a little bit awkward with it. And that’s alright… not everyone had the same talent. So, if messaging and bantering with a woman on a dating app is not your forte, don’t worry.
If you need to spice up your dating pre-game, relax. Try some of these funny questions to ask a girl on a dating app.
Question #1: Personality pop quiz: Big dogs, little dogs or hot dogs?
It might be difficult to imagine, but not everyone is an animal person. So, while this question is funny, it will give you an idea about her animal preferences. If this is something that is important to you, then this is a humorous way to ask if she’s a dog, cat, or no-animal kind of girl.
Question #2: What do you think was a better “discovery,” Amazon or Avocados?
This one is a bit “out there,” but that’s the point. I mean, who compares Amazon with avocados, right? That right there is just funny. But at the same time, you can discuss whether anyone actually “discovered” Amazon or rather invented it.
Question #3: Would you have your little toe surgically removed for $1,000,000?
This is a crazy question. Think about it! Who would want to remove their little toe? Probably no one. I’m sure she’ll laugh, but it also gets at something deeper. It will tell you how much she values money.
Question #4: If you had a voodoo doll, would you use it on someone you don’t like?
We all know people we don’t like. And while this is a silly question, because voodoo dolls don’t actually exist, it will give you an indication if she has a mean or vindictive side. If she doesn’t hesitate to tell you who she would hurt, watch out – you could be her next victim.
Question #5: Would you prefer to be blind or deaf?
I’m sure no one would choose either one of these situations, but it would be a funny conversation. It would also give you a glimpse into what is more important to her – vision or hearing.
Question #6: Yogurt, Cereal, Soup, You from Tinder. These are all things I want to spoon. Would you like to be my small spoon?
Okay, okay. This is a little cheesy, and you’ll have to be careful with this one. While spooning a woman is something that most people enjoy, make sure the conversation doesn’t turn sexual. That turns many women off. Wait until the second date to escalate the sexual tension.
Question #7: You’re cute… are you friendly?
This sounds like a fun, harmless question. But let’s face it – not all women are friendly. Just like men, some women are narcissists or sociopaths. So when you ask her if she’s friendly, watch out to see if she jokes about it.
Question #8: Are you looking for a guy who’ll kill spiders for you?
Most people don’t like spiders, but this question can indicate something deeper about her. If she answers yes, then maybe she’s looking for her “hero” or Knight in Shining Armor. If she says, “I don’t kill living things!” then you know she is quite firm in her beliefs about nature.
Question #9: Eat any pizza and ranch today?
She might respond, “Ewwwww!!! Gross!!!” Or she might just say, “Yum! That’s my favorite!” Then you can dive into a conversation about weird eating habits, and the strangest ones you both have.
Question #10: If you were an animal, which one would you be and why?
This sounds like it’s just a random question, but it could give you some indication about what she values. For example, if she says a bird, then maybe she likes her freedom to fly away when she wants. Or if she says a dog, maybe she likes to stay at home a lot.
Question #11: More peanut butter or more jelly?
This could let you know what kind of flavors she prefers. Like if she says more jelly, then maybe she has a sweet tooth, and you could follow up this question with asking about her favorite dessert.
Question #12: The cold shoulder doesn’t suit you, right (insert her name)?
When you ask her this question, you can try to figure out how she handles conflict. If she says the cold shoulder doesn’t bother her, then maybe that’s what she might give you down the road if you get into a relationship with her.
Question #13: How do you react when people sing “happy birthday” to you in a restaurant?
Some people love this, and others are mortified when it happens to them. Her response will show you how self-conscious she is. If she says that she loves it, maybe she loves being the center of attention. If she doesn’t like it, maybe she’s a bit on the shy side.
Question #14: So, how many people message you that just say “hi?”
This will give you a feel for what kind of competition you have on the dating app. If there are a lot of men who are lazy and just say hi, then you can set yourself apart from them by saying more interesting things when texting her.
Question #15: I feel happy we matched. Want to meet my dog?
When you say this, at least it will make her feel good that you’re happy that you matched with her. And by asking her to meet your dog, you are saying that you hope your relationship gets to the point of meeting your pet.
Question #16: Why not just skip the chatting and meetup in person? 🙂
By asking this question, you can feel out how open she is to meeting you. Some women like to waste your time by serendipidating – they never have any intentions of actually meeting you. You need to weed out these bad eggs.
Question #17: If you could wake up tomorrow with one super power, what would it be?
If you want to know how creative and introspective she is, this one will help you. Maybe she answers, “the ability to read people’s minds” or “to be invisible at will.” This will give you some insight into how her mind works.
Question #18: What is the corniest one-liner that you’ve gotten on this dating app?
All women have had some bad opening lines when they use dating apps. This will also give you an indication of what she likes and doesn’t like, so you can stay away from saying anything wrong in the future.
Question #19: I once fell asleep on a strange man’s shoulder on a plane. Phew, now that that’s out there… what’s your most embarrassing moment?
Everyone has had embarrassing moments, and this one will test how comfortable she is with herself and see if she’s willing to tell. You could tweak this one and tell her what you real most embarrassing moment is (it doesn’t have to be this one).
Question #20: If you could pick a new first name, what would it be?
Most people have an opinion about their name. Some people love theirs, and others hate it. If you ask her this, it will give you an indication of how much thought she’s given to her name.
Question #21: Greatest fear = being buried alive. What’s yours?
Again, insert your own real fear when you ask this. It might be something different than being buried alive. But this can be an interesting conversation if she can open up and tell you about some of her fears.
Question #22: Is this third message to put myself on the top of your message queue going overboard?
When you ask her something like this, it tells her that you realize you may be coming on too strong – or that you simply know that women get dozens of messages a day on dating sites. Either way, she’ll probably chuckle and respond to you.
Question #23: Who is your biggest celebrity crush?
Almost everyone has a celebrity crush. Pay close attention to who she says. It will probably say something about the type of man she is looking for in real life and how you measure up. After all, Keith Urban is much different than The Rock, right?
Question #24: I wrestle gators. Now you go. What’s the most exciting thing about you?
Okay, you probably don’t really wrestle gators (at least I hope not). But it’s a funny thing to say because it’s so outrageous. However, it does lead into a more important question about asking what she thinks is exciting about herself.
Question #25: Biggest pet peeve = binder stickers. What’s yours?
Binder stickers are not what she would probably have guessed is anyone’s pet peeve, so that’s why it’s funny! But hearing about someone’s pet peeve can say a lot about them. And it’ll let you know what NOT to do around her!
Question #26: Greatest fear = creatures with more than 4 legs. Your turn. What’s your greatest fear?
Again, you can insert a real fear here if you want or make up something equally as silly. But everyone has fears, so it’s kind of fun to talk about it and see if you can get her to open up.
Question #27: If you had to be stranded on an island, what three things would you bring with you?
When you ask her this, you can get a glimpse into what is important to her. She might say something like her iPhone or her best friend. Or something simple like case of chapstick. Either way, it will be interesting to see what she says.
Question #28: Would you rather be fat or have an ugly face?
This is a great one, because probably no one would want to be either! When she answers, probe a little bit deeper and ask her why she chose the one she did.
Question #29: Your dog looks like my dog. Do you think they’re related (insert pic of dog)?
Saying this is particularly funny if your dogs don’t look anything alike. Let’s say you have a bull dog, and she has a fluffy white dog, it will sure get a smile on her face!
Question #30: Do you like pineapple on your pizza?
Some like it, some don’t. Even though this seems like a simple question, it can lead to a better conversation about how adventurous she is with food, and what her likes and dislikes are. It could even lead into an opening to ask her out on a date.
Question #31: Be honest… does your dog sleep in the bed?
This will further delve into her animal preferences. Having a dog sleep in her bed means that she is very emotionally close to her animal. And if things progress between the two of you, then you might be getting two bed mates, not just one.
Question #32: If you could choose the gender of your baby before it’s born, would you?
When you ask this, you can see her preferences for whether she wants a boy, girl, or both. Follow it up with “If you could have children of only one gender, which one would you choose and why?”
Question #33: If you could choose how you would die, what would you choose?
Okay, most people would probably say they would like to pass peacefully in their sleep. So maybe take that one off the table as a possible answer and ask her to choose another one.
Question #34: If you could spend a night in a house that was haunted, would you?
This question is just fun to think about, and it gives you an indication about how much she thinks about the supernatural. It also would give you insights into how easily she gets frightened or not.
Question #35: Do you believe in life on other planets?
People usually have strong opinions about this one way or another. Whether she says yes or no, keep the conversation going and talk about the possibilities and/or any real stories you’ve heard about UFO sightings.
Question #36: Who do you think you might have been in a past life?
The possibility of past lives is an interesting topic. However, if she’s adamant that she doesn’t believe in reincarnation (or at least the possibility of it), stop probing her – you don’t want to ask serious questions before meeting her in person.
Question #37: If you were on vacation and went to a beach, but once you got there realized it was a nude beach… what would you do?
This question will give you a sense of how comfortable with her body, and also how bold she is. Also let her know what you would do as well. However, again, don’t let the conversation steer in the direction of anything overly sexual.
Question #38: Which one are you: life of the party or a wall flower?
Sometimes introverts and extroverts attract each other, but sometimes they don’t. This is a funny way to ask which one she is without directly coming out and asking her. And then you can assess whether you might be compatible or not.
Question #39: Be honest… did you ever cheat on a test in school?
Do you want to test her ethics and morals? If so, this is a light-hearted way to do it. Maybe she says, “absolutely not!” but maybe she admits to some wrong-doing. If she does, see if she regrets it and takes responsibility for it.
Question #40: If you were at a friend’s house and saw a cockroach in your salad, what would you do? Would you ever go over to dinner there again?
Believe it or not, some people might be too shy to say anything. Although I would think most people would probably scream at the sight of it! Either way, it shows how willing she is to speak up.
Question #41: If you had a loaded gun in front of you with only one bullet in it, and someone dared you to pull the trigger (90% chance of living) for $1,000,000 would you do it?
This is a crazy question, isn’t it? Asking her this will show how much she values her life vs. how much she values money. Plus, it shows you what kinds of risks she would take (or not) in the name of money.
Question #42: What’s your worst habit?
Everyone has bad habits. But not everyone is willing to reveal what they are to other people – especially ones they have never met! If she tells you, then it says she is self-aware and pretty confident with herself.
Question #43: Skydiving naked… yes or no?
Some people are adrenaline junkies, and some are not. If you are and want someone to do risky activities with, then this will lead the conversation down that road. If you aren’t and you don’t want to be pushed into anything death-defying, then that will give you a good measure too.
Question #44: Do you think the Illuminati is real?
Even if she’s never heard of the Illuminati, it’s still a good question because you can explain to her what it is (allegedly). If you don’t know what it is, then just Google it and read up on it before you ask.
Question #45: If you wanted to pick up a guy in a bar, what would be your line?
When you ask this, you can get an indication of how bold and self-confident she is. She might say she never would. And it will give you an idea of how old-fashioned she is.
Question #46: Toilet paper… over or under?
Surprisingly, people have a strong preference for this one! It’s kind of odd, actually. But think about it. If you eventually live together, it could get quite annoying if you’re always at war with each other over something trivial like this.
Question #47: Karaoke… yes or no?
Here we have another question that measures her outgoingness, her musical ability, and also her sense of humor. Some people would never do it, and others jump at the opportunity every chance they get!
Question #48: Do you believe in ghosts?
Just like the haunted house question, this will give you a glimpse into whether or not she believes in an afterlife without really asking. If she says yes, ask her if she’s ever seen a ghost or knows anyone who has.
Question #49: What’s the funniest thing that’s ever happened to you?
If you ask her this, you can gage her sense of humor overall. Some people laugh at anything and everything, and yet others are stone-faced about things. Depending on how you are, you can see how compatible you’d be together.
Question #50: Would you like to survive an apocalypse? Why or why not?
While the expected answer to this might be “yes,” ask her why she feels the way she does. Would she rather be living but without most of the people on the planet? Or any way to feed herself? This could get interesting talking about it.
Conclusion: Funny Questions to Ask a Girl on a Dating App
Writing a funny question to a woman on a dating app is just one step of the entire dating process. If you want to learn how to convert your question into a real life date, or how to properly setup first, second and third dates – consider hiring a dating coach like me to help you find your next long term relationship.