How many times have you met someone online, liked the way they looked and then started a conversation and got the shock of your life? Yes, some people do open conversations with cringe-worthy questions or cheesy lines. Raise your hand if you’re tired of hearing/using those eye-roll inducing pickup lines! Now if you’re looking for some ultimate funny online dating questions to start a conversation on dating apps, you needn’t look too far. We’ve got you covered.
Related Reading: 101 Best Pickup Lines For Guys
Yes, the success of your online dating journey depends on the kind of questions you ask your dating app match. Since you are not meeting face-to-face, these online dating questions is your only shot at having a good online date. If you are looking for funny icebreaker questions then we have you covered.
There is no denying the fact that online dating is gaining in popularity as currently there are about 66 million Tinder users in the world. And Tinder is just one app, in fact Tinder has many alternatives too. In a report 48% of dating app users say that they use these apps for fun above all else, the rest comes later. However, that’s also to say a fair majority of these people end up in committed relationships if they strike a connection online.
Now, since we are looking to have fun and strike a connection, what better way to do that than by using humour as our aide. So, without further ado here are the ultimate funny online dating questions you can ask.
Related Reading: What Are Some Good First Date Questions To Get To Know Someone?
15 Ultimate Funny Online Dating Questions
If you’re wondering what are some funny deep questions to ask while texting someone online, you have to keep in mind that the key is to ask funny questions to spark a conversation. You want to be different and out of the box but you also want to carry the conversation.
From personal experience on various dating apps, I can tell you that I always connected with people who had a great sense of humor and brought a good conversation to the table. So here are some funny random questions that you can ask your online date.
1. If you had to pick a superpower, which one would it be?
Who doesn’t wish they had a superpower as a kid? This is definitely a fun question to ask on a dating app. Especially if the person you’re talking to is a Marvel/DC fan, this can be the start of some very interesting conversation.
But please, if you’re a guy, don’t say x-ray vision because that will only get you an eye roll.
2. Ask some would you rather questions
These are actually a gold mine of funny questions that will make your date laugh and think at the same time. They are funny random questions that will definitely lighten up the conversation.
Some examples are:
- Would you rather have true love or a million dollars?
The possibilities are endless, you can make these as funny or flirty as you want! These are definitely the ultimate funny online dating questions you can ask.
3. If you were king/queen of *insert the name of the place you’re at* what would be your first order?
“If you were queen/king of this dating app, what would be your first order?” This is sure to get a giggle out of your date. This question can be a funny online dating question as well as one that you can ask in person.
This can spark off the funniest conversation and you get to know a lot about the person you are talking to.
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4. So, what are your thoughts on pineapple on pizza?
This controversial question can be a great conversation starter and will also tell you a lot about the other person’s life choices
Trust us, if they say they like pineapple on pizza, it might be time to unmatch. (Just kidding!) You might love it too and just now you found common ground.
5. If you won a trip to go anywhere on Earth, where would you take me?
Now, this is one of the more uncommon questions you can ask. This can be funny as well as flirtatious and is sure to make them smile and contemplate!
In fact, one of my friends struck gold with this question while using Bumble! She asked a guy what his dream destination would be with her and a year later, they were both backpacking across Europe. So, you never know when you’re going to find the person who you would like to travel the world with someday.
6. What is the most ridiculous way in which you’ve hurt yourself?
This is one of the fun questions you can ask on a dating app. You can even start this off by telling your date the stupidest way in which you’ve ever gotten hurt.
This will put them at ease and they will be more willing to share their funny story with you. This is indeed a funny icebreaker question.
7. What would be the title of your autobiography?
….I think mine would be called: “A Series Of Unfortunate Events”
(Oops, guilty of using this one personally)
You can make this as funny as you like. Certainly the epitome of funny online dating questions. If you are thinking of funny questions to ask on Tinder, then this could be one.
8. If you had to spend 10 days wearing the same pair of clothes, what would you pick?
This funny question will definitely make your date think hard. I mean we all have favourite clothes but could we really spend ten days in them without changing?
9. If you had the power to conjure one thing and always be fully stocked up on it, what would it be?
This is one of the weird questions that will also tell you a lot about the other person. Whatever their answer is to this question, is the one thing they probably cannot live without at all.
So, this is not just a funny online dating question, it’s also a small insight into their life.
10. If you could only use only one Harry Potter spell, which one would you choose?
If the person you are talking to is a Harry Potter fan, this question will work like a charm! It can be a great conversation starter for you as well.
Kathy, a friend of mine, and a die hard Harry Potter fan, told us that she loves Harry Potter so much that she’s mentioned it on her Bumble bio! Therefore, obviously, she says she develops stronger connections with guys who talk about Harry Potter.
11. Eliminate one: Game of Thrones or Star Wars
These two have got to be one of the most famous fantasy series of all time and chances are that your date has watched at least one of them.
Having to pick one is definitely not an easy feat but will tell you a lot about their preferences. This one isn’t really a deep funny question but it does tell you what kind of a person they are. If they have not seen both, then ask them to suggest an alternative.
Related Reading: Which Game of Thrones character are you?
12. What is the most hilarious/crazy thing you’ve ever done?
Again, you can tell a crazy drunk story starring yourself before you ask your date. This is definitely one of the fun questions to ask on dating apps.
Brace yourself to hear a wild account of some drunken night he/she had while vacationing in Europe. This question scores a 10/10 if you’re looking for some entertainment.
Related reading: 7 Men Reveal The Cute Things Their Drunk Girlfriends Do
13. What background track would you choose if you were about to get into a fight?
Heavy metal? Intense Hip Hop? Some Imagine Dragons maybe?
Music sure says a lot about a person. Plus you also get to imagine a dramatic scene with your date walking ahead and bombs going off in the background.
Add even more dramatic music and voila, you have something out of an action movie. Make sure you create a fun scenario like this while talking to your date.
14. If you had to live inside the mythical world of a game/TV show/movie, which one would you pick?
You get to know their preferences when it comes to games or TV shows and you also get to find out whether they pick a post-apocalyptic world or a world full of magic.
This is a random funny question to ask your online date and have an intriguing conversation.
15. If there were a Zombie Apocalypse tomorrow, what would you do?
This can work as a role-playing activity. You can discuss what happens if the world ends tomorrow with your date and create a facade in which you two are battling out zombies together. Can you suggest a better bonding exercise?
There are a million weird questions, uncommon questions and funny random questions that you can ask online.
That’s the beauty of online dating, the possibilities are endless! That is why 59% of the dating crowd thinks it’s a convenient place to meet people and possibly build connections.
However, as you dive into the conversation and strive to build connections, there are a few things you should keep in mind.
Points To Remember While Asking Funny Online Dating Questions
It’s great fun to ask the questions we gave you but when you are actually using these questions to know someone better there are some things you have to keep in mind.
1. Always be appropriate when asking online dating questions
You may be cracking jokes or hitting them with one of the aforementioned funny online dating questions but, you must remember to be appropriate at all times. You must always perceive the direction in which the conversation is heading.
There is a fine line between flirting and being inappropriate and you don’t want to cross that unless you’re looking to get unmatched.
I can’t even count on my fingers, the many instances in which my friends have told me how their new Tinder/Bumble/Hinge match started being totally inappropriate and they had to unmatch them. You don’t want to end up like that.
2. Let the conversation flow naturally
Personally, I hate forced robotic conversations, they drag on and even though you know there is no connection. So, don’t try to force these funny questions into the conversation. Let the conversation flow and use them to enrich the conversation when you feel the time is right.
3. Customise these funny online dating questions
Remember to not use all the questions verbatim or else you might sound too formal or robotic. If you want to make your date laugh, you must rephrase the question and weave it into the conversation in a suave manner.
Related Reading: Online Dating Profile Examples To Attract Men
4. Ask questions/make funny comments related to their bio
Apart from these questions, if you’re really looking to make an impression, it is vital that you ask questions related specifically to them. Their bio is a good place to start. You can find conversation starters there itself.
5. Build on what you already know
You know a thing or two about your online date by previous conversation, through their bio or social media profile. They might have told you that they like dogs and travelling etc. Build on these bits and pieces of information that you already have.
6. Keep things lighthearted
It’s best to keep online conversations lighthearted and not deep dive into serious topics too soon. This is when these funny online dating questions come in handy.
7. Don’t overshare
For the love of God, read the room and refrain from oversharing. No one likes to know too much too soon. It’s alright to share slowly and gradually, especially after you’ve been talking for a while. However, refrain from telling them about the scarring experiences of your life straight off the bat.
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8. Keep your expectations low
Now, let’s be real, this person is probably talking to at least 5 other people on the same dating app. You cannot expect them to be fully dedicated to you, especially in the initial stages. Sure, after you decide to be exclusive the dynamic changes. But until then, don’t expect them to dedicate themselves to you.
So, here you have it, folks – the ultimate funny online dating questions coupled with the dos and don’ts of online dating for a smooth ride in the online dating universe. Online dating can seem easy but intimidating at the same time. The best thing for you to do is to not try too hard. Instead, be your own charming self and you ought to find whatever you’re looking for!