70+ Questions To Ask To Get To Know Someone Better

’ at the end to encourage more detailed responses. If you have been with your partner for a while, you might sometimes run out of interesting things to talk about. Check out our guide on how to make small talk for more tips and discussion topic ideas like beginning a conversation with a compliment. The rest of us may need a few tips to help us make a good first impression and set a positive tone for the conversation. Negativity is everywhere — but you can choose a different story.

A good conversation starter is sensitive to the where, when, and who. Your first words influence whether the discussion becomes superficial, transactional, or truly meaningful. It’s not about being clever—it’s about being human. Closing the gap does not require a grand gesture. It asks for presence, curiosity, and a little structure to help you start. Choose one prompt, ask with warmth, and let the conversation move at its own pace.

This question doesn’t really work unless the person you are asking really likes beverages other than water, booze or coffee or soda. I feel like with this question you could also branch out into one letting you enjoy life now but the other would let you leave you mark on history. Sure, people will look at you funny, but either one youchoose, own it.

Are icebreakers the same as conversation starters? Icebreakers are often designed for group introductions. Conversation starters are usually one-on-one and more versatile. A sprinkle of humor can instantly dissolve tension and make your conversation starter memorable. But here’s the catch—forced humor or sarcasm can backfire.

Keep the questions light and focus on topics like work-life balance, personal hobbies, or passions. You don’t necessarily have to start a conversation with an icebreaker question. If you’re someone who struggles to start conversations, it can help to keep some icebreakers in your back pocket. Whether you’re curious about their favorite thing or if they’d prefer a light question like, “Would you rather…?” to get started, the key is to ask open-ended questions.

Would You Rather Hang Out With Your Family Or Your Friends?

And perhaps dueling would be popular or perhaps not. Either choice could possibly lead to quite a bit of chaos or might not do much of anything. Maybe it’s just me thinking that a lot of these questionswould make good movies. But I could totally see either of these being atouching drama.

Managing social anxiety when engaging in conversations can be a challenge for many people. When employees feel heard and understood (often through conversations), their job satisfaction typically increases. Deep conversations can contribute to a more positive workplace atmosphere, reducing turnover and boosting morale. So, knowing someone’s favorite hobby or childhood memory can help foster a more connected and positive workplace. But taking the time to get to know other people is a worthwhile endeavor for your personal development.

• If you are one of those people without either, I wish youthe best.
• But let’s notshy away from asking questions that might tell us more about ourselves and ourfriends.
• Even if you’re asking, “What’s the most exciting part of your day?
• Travel icebreaker questions are also a useful way to learn more about who your teammates want to be.
• And perhaps dueling would be popular or perhaps not.

Family Heritage

Remember, the goal of a good comeback isn’t to destroy someone or win an argument. It’s to maintain your dignity, show that you won’t be pushed around, and hopefully add a little humor to the situation. Having great comebacks is only half the battle. The other half is knowing how to deliver them effectively.

If you answer this one truthfully, even if it’s only to yourself, you might learn a lot about who you are. What you do with that knowledge is up to you. These would you rather questions are great for making youthink a bit more than your average would you rather question.

You could change a lot of things in the World with that much money. But come on, Gadget powers would be pretty amazing. Either way it would be a super cool new way to experience the world. Also, if you don’t know much about the mantis shrimp, look them up, they are genuinely amazing. Money elves, creepy breaking and entering philanthropists,or something else.

Would You Rather Swallow Five Live Worms Or One Live Cockroach?

Trip of alifetime but never being able to learn even a world of a different language.Tough choice. Zero or five definitelymakes the choice a little trickier! Of course, if you never want kids, I guessthis is a super easy one to answer. These would you rather questions will hopefully be good for a laugh, or at least the start of a funny conversation.

These comebacks turn potentially ugly situations into moments of levity. They’re like verbal peace offerings wrapped in wit. Sometimes the best comeback is to beat people to the punch. Self-deprecating humor shows you’re confident enough to laugh at yourself, which actually makes you harder to insult. You want to stand up for yourself without ending up in HR or looking unprofessional. These responses walk that fine line perfectly.

That said, you don’t have to stress too much about asking the most perfect question ever. Any prompt that shows curiosity and openness can create a connection, says psychologist Kyler Shumway, PsyD. “Even a simple question, when asked sincerely, can lead to a meaningful and memorable exchange,” he adds. To start great conversations, borrow from this list of 166 conversation starters. Take a look at our list of 166 conversation starters and find your favorite one-liner to kick start your next conversation.

With that said, the 70 thought-provoking questions below were inspired from me envisioning nights of connection, truth, and rawness. What’s revealed when you’re really open can be transformative and healing. So be sure to tap into this list with someone you love & trust.

These types of questions help to reveal personal beliefs, values, and past experiences that can bring people closer together. Whether it’s learning about their biggest regret, their childhood memories, or their passions, asking these deep questions helps build trust and understanding. If you’re in a laid-back, casual setting, this could be as simple as posing funny “Would you rather” questions. If you’re in a more intimate connection, you may want to ask interesting questions to get to know the other person on a deeper level.

If you’re unsure of what’s acceptable, you can always stick to work-related topics to avoid any unwanted awkwardness. Posing thoughtful questions like “Would you rather?” or “What’s one thing you wish you could change? ” shows that you’re personable and approachable. These questions live-beam can help you describe your curiosity and ability to listen, setting you apart as someone who genuinely wants to get to know others.

The truth is, having a few really good comebacks in your back pocket isn’t just about being witty – it’s about confidence. When you know you can handle whatever someone throws at you with grace and humor, you walk taller. You’re not looking for fights, but you’re definitely not backing down from verbal sparring either. Feel free to save, share and comment with your preferred non-boring conversation starters below. It’s also a lot easier to strike up a great conversation when you have a go-to icebreaker in your back pocket.

Also, in either scenario, you don’t have a phone or sourceof light. And don’t have a way to block the light in the bright room. Just depends on how much you love color or how much you hateannoying sounds. These days it kind of seems like they are converging, maybe you might not see much of a difference in fame level between the two. But it definitely a different kind of famous and your audience is way different as well. I suppose YouTube kind of blurs the line between asking for help and figuring out how to do it yourself.

And asking questions can even make others like you more. You don’tstart a huge list of would you rather questions without expecting magicboomerangs to show up at least once. I don’t know even know where you will go with this one.There are a lot of possibilities for each choice, so make sure to ask “Why? This question could get real dark, real quick. But let’s notshy away from asking questions that might tell us more about ourselves and ourfriends.

Otherwise, I guess it comes down to how sentimental you are. We are talking like Harryand the Hendersons level of body hair and as for the body odor, let’s saylike a really strong cheese smell. This is one of those questions, like the toilet paper top or bottom question, that people tend to really have a strong opinion one way or the other. I guess in the end this is more of a brand loyalty question, but could still be fun to answer. Not really related, but both super useful skills especially for networking.

Like an entry level would yourather question. I was hoping this question might get at whether a person gets more satisfaction from the attention they get from other people or what they surround themselves with. This question was inspired by a pair of episodes from the podcast Freakanomics. (The U.S. Is Just Different — So Let’s Stop Pretending We’re Not and The Pros and Cons of America’s (Extreme) Individualism).

That is assuming you hang out with people who drink or you want to be a bartender. While it might bea tough call for a lot of my readers, I think it will be much easier for thoseof you in colder climates. Forced carnivore or vegetarian, I suppose for vegans and vegetarians this is an easy choice. This question gets a lot harder to answer the hotter orcolder it is where you live. Yeah, this is another one I don’t really know what to say.Nothing catchy here just a very bizarre choice.

If you’ve graduated from our basic conversation starters, we’re here to offer 23 surefire questions to nurture a deeper connection. Like any skill, getting better at conversation starters takes practice. The goal isn’t to memorize a list of clever lines but to develop the instinct to adapt and connect in real time. It’s more than just an opener; it’s your entry point into meaningful human connection. Whether you’re trying to ease into small talk at a party or kick off a deep discussion with a stranger, the right words at the right time hold incredible power. Whether you’re trying to get to know someone on a deeper level or simply want to ask fun, light-hearted questions, curiosity is key.

This one might depend on age, I have a feeling older folks might prefer podcasts and younger might prefer YouTube, but I could be wrong. For the post cards, you wouldn’t be obligated to respond unless you wanted to. So it’s either voices from around the world, 365 a year or a high powered short conversation once a year. There is a reason that super power questions are so popular they are almost a cliché. I mean we all want to be powerful and special. No matter which you choose that would be one crazy life tolive.

If you are one of those people without either, I wish youthe best. I’ve been without both before for a bit, it isn’t easy. This kind of assumes that you can or do drink, if you are talking to someone who doesn’t drink alcohol maybe give this one a pass.

I guess this one depends a lot on whether you want to be taller or not. I think if you are asking someone already pretty tall it might be better to try a different question. No need for sleep would definitely give you a lot more hoursto live life, but then again permanent retirement sounds pretty good too. Not really a good choice here unless you really don’t likebeing around other people. I thought that these were some of the harder would yourather questions to answer.