30 Fun Online Dating Questions in 2023

(This is a guest post by an author who doesn’t work at Grace Psychological Services)

Dating apps have made our love lives a lot easier. Yet, it’s not always a smooth ride when starting a new conversation. Depending on your opener, it can go one of two ways – fun or boring. Sadly, the latter leads to a dead end.

So, is there anything better than asking fun online dating questions? We think not! Dive into the top 30 most unique and interesting questions you can ask on a dating website.

What Do You Know About 30 Fun Online Dating Questions

While a fair amount of guys use dating apps for fun, some are looking for their true love. So it’s important not to miss out when you see someone you like! Quite a few users don’t even look at chats when you send them boring messages.

There’s a solution, though! Look at and memorize a few funny online dating questions to ask him. 7 in 10 people say it’s possible to fall in love with someone through texting on a dating app. 3 in 4 people have started a committed relationship after interacting on an app like Hinge or Tinder. You wouldn’t want to miss out on such an amazing opportunity, wouldn’t you?

10 Funny Questions to Ask on Dating App

To be a part of these lucky people and end up in a secure, long-term relationship, take proper care of your social skills. Using hilarious questions is one of the best tactics ever – no one opposes some humor, especially when you’re just getting to know each other. Here are some chat openers for you.

If you could only eat one food for the rest of your life, would you choose something delicious or healthy?

Food can help us survive and serve as a guilty pleasure. What if your chatting partner has the same preferences as you? It’s a perfect way to bond when you meet them for the first time!

Which emoji best represents your personality and why?

There are almost 3,500 emojis out there to date. Yet, we always choose around 10 that we continue using daily. Of course, one of the fun online dating questions you ask is going to be about emojis!

Who would you choose to haunt if you were a ghost, and what would be your haunting style?

Thanks to this question, you won’t just learn more about your date’s personality. You’ll also see if they believe in the afterlife and ghosts.

What’s the most ridiculous thing you’ve ever done to impress someone on a date?

Online dating can be pretty tricky without fun questions to ask – especially trying to decipher your dates quirks. Ask them about their ridiculous and weird gestures!

If you had to switch lives with a TV character for a week, who would you choose and why?

Your date’s confidence can be low, not matching your energy and life goals. However, this question can easily determine if you’re on the same page.

Would you rather have the ability to speak any language fluently or be able to talk to animals? Why?

Love for animals is a dealbreaker for many people. What if they don’t enjoy being around animals, and you have a beloved pet? Let them express their opinion in a lowkey way.

What’s your weirdest talent that would probably never come up in a typical conversation?

That’s precisely how funny dating app questions benefit you and your chat partner – they let their hidden abilities shine and make the experience entertaining.

If you could time travel, where (and when) would you go, and what would you do there?

Does your date have any regrets in life? Maybe they think they’re born in the wrong generation. Compare your answers and see if you’re both interested in the past or future!

If your life was a sitcom, what would it be called, and who would play the main characters?

Whether the person you’re texting regards themselves as the main character, it’s curious to know who they include in the first season and if you can make the cut.

You’re stuck on a deserted island, but you can choose three celebrities to keep you company. Who would you pick and why?

Celebrity crushes are fun! These three picks might also match yours and let you know if you prefer the same personalities and traits in people.

10 Funny Online Dating Questions to Ask Him

Questions for men and women don’t have to be drastically different. Preferences depend on our place of birth, teenage years, and childhood friends. Most of us grew up in a more traditional environment, so men and women generally have contrasting experiences. Don’t worry. These top 10 questions will be a hit among male texters on Tinder and Bumble!

What would your signature move and stage name be if you were a professional wrestler?

Looking for funny online dating questions to ask him? Messages about MMA, wrestling, and jiu-jitsu will spark his eyes.

In a zombie apocalypse, what would be your go-to weapon and why?

Since games like Stalker and The Last of Us have been on the rise, many have imagined how they’d live during an apocalypse. Let’s see if he’s ready to defend you.

What would you choose if you could have a superpower, but it had to be completely useless?

Sometimes, it’s also essential to see if your date takes himself too seriously. It’s just not fun if he can’t respond to this one.

What’s the funniest pickup line you’ve ever heard or used?

If he feels discouraged, let him have a moment with his favorite pickup line. What a perfect way to exchange your humor!

If you could replace one body part with a gadget or machine, which body part and device would you choose?

Is he insecure? Does he feel like his body is lacking in any way? Nudge him to get a quick hint with a response to this fun question.

You’re trapped in a sitcom for the rest of your life. Which one would you choose, and what role would you play?

Funny dating app questions on Tinder can let you know what your partner loves the most. Who knows, maybe he’s a sitcom and series lover that spends hours on Netflix and feels like a main character.

If you were a flavor of ice cream, what would you be and why?

Instead of asking him about his preferences in food, transforming it into a fun question can be a great choice to improve your conversation.

What’s your favorite guilty pleasure TV show or movie you’d never admit to watching in public?

Are you craving some juicy secrets? Perhaps, he’s open enough to share some of them on dating apps, and you’re in luck! Watch him admit his most enormous guilty pleasure.

If you could instantly become an expert in something, but it had to be obscure, what would it be?

Obscurity doesn’t have to be weird. We’re all obscure in our ways. It’ll be an instant bonding moment if you share the same odd interests.

You’re now the ruler of your own country. What strange laws would you implement?

“Unlimited power corrupts the possessor,” said William Pitt. You can instantly tell if he becomes different when he’s in charge.

10 Funny Online Dating Questions to Ask Her

On Tinder, there are a whopping 75% of men and only 25% of women. You’d want to stand out as a candidate. And humor shows off your best sides, immediately gauging your date’s attention. So, use these funny online dating questions to ask her on apps and in person.

What hilarious combination would you choose if you could only wear one outfit for the rest of your life?

Nothing as fun as a couple that loves showing off their outfits. Find out what kind of clothes she’d wear till the end of her life.

What’s the most absurd thing you’ve ever done for the sake of a good selfie?

Selfies are almost a mirror to the soul nowadays. Will she use you as a tripod when you date?

Will she send you hundreds of selfies? This question will determine it all.

If you had to be a contestant on a reality TV show, which one would you pick, and how would you win?

There’s an array of reality shows these days, and you can quickly tell what she’s into by her first choice. You’ll also see if she’s a competitive person.

Which three fictional characters would you invite to your ultimate dinner party and why?

The answer to this can be both hilarious and severe. Just don’t frown if she chooses the main characters from Twilight – every teenage girl grew up with these movies.

If you could live inside any board game, which one would you choose, and what role would you play?

Board game nerds will appreciate similar fun questions to ask online dating partners. And if she’s into the same niche board game, you can enjoy it as a couple.

What’s the funniest or most embarrassing autocorrect fails you’ve ever experienced while texting?

Let’s face it. There are so many opportunities to embarrass yourself while texting. Whether it’s a story from childhood or Tinder, her confession will entertain both of you.

What would you choose if you could have any animal as a pet, but it had to be three times its standard size?

Her choice will open up many topics to discuss: childhood pets, love for animals, yearning for a giant cat or dog, and much more.

What’s your go-to karaoke song that you secretly love to perform but would never admit to anyone?

We grew up hating many songs from the ’00s, and now we love them. Some still earn the title of “guilty pleasure” songs, though, and it’s a perfect opportunity to bond over music!

If you were a mad scientist, what kind of crazy experiment would you conduct and why?

Let her show off her creative side and imagine herself as someone without limits. Maybe you can eventually become her beloved Frankenstein!

You’ve been given the power to create your holiday. What would it celebrate, and how would people observe it?

Creating a holiday is a childhood dream of many. Let’s see what she prioritizes in life and how she celebrates it.

All in all, there are a lot of funny questions to ask on a first date online. Thanks to your humor, you can quickly start an exciting conversation on Bumble and Tinder, discover more about your future date, and catch their attention. Good luck!

(This is a guest post by an author who doesn’t work at Grace Psychological Services)