02.24.25
10 Questions That’ll Help You Get to Know Anyone Better
Get ready to yap it up with literally anyone.
Whether it’s convenience, a habit, or a crutch, it’s easy to stop a conversation at “How’s it going?” or “The weather is crazy this week, right?” While small talk is a solid way to acknowledge someone in a pinch, like an elevator situation or bumping into someone at CVS, it can only take you so far. That’s why we all need a few questions to get to know someone better in our back pocket.
Whether you’re on a second date, catching up with friends or family, or sussing out your new coworker, these questions to get to know someone can lead to deeper, more insightful conversations. Love that for us.
With that in mind, we asked therapists for the Qs that will help you get more familiar with whoever you’re talking to—without making things weird.
1. What’s something you’re feeling passionate about right now, and why?
Asking someone about what lights them up or gets them excited tells you a lot more about who they are than, “How’s work?” Whether it’s the status of their houseplants, something in the news, or a volunteer group they spend time with, asking what someone is passionate about sheds more light on what their life is like or what’s on their mind at that moment.
When you understand what excites and motivates someone, you learn about what occupies their brain space, says psychotherapist Rachel Wright, LMFT. That’s super valuable information for understanding and connection, she adds. “Someone’s passions can often reflect personal values, goals, or emotional investments.” Plus, when people talk about what lights them up, it tends to make the conversation more enjoyable for both of you.
2. When do you feel the most like yourself?
This question to get to know someone moves beyond what they love to when they feel the most at ease. “Rather than asking about someone’s hobbies or what they do for work, this question uncovers where and when someone feels most authentic,” Wright says.
Their answers can reveal not just their interests, but the spaces, people, and experiences that bring them comfort, she says. In other words, this insight helps you understand what makes them feel content.
3. If you woke up one day and your life felt truly fulfilling, what would it look like?
This question invites them to imagine their ideal life—beyond the daily routine. “It lets someone break free from the here and now and dream without limits,” says therapist Moe Ari Brown, LMFT. When you invite someone to use their imagination like this, it helps reveal parts of themselves they might usually keep close to the chest, he explains.
You’re giving them an opportunity to express dreams that feel out of reach to bring up otherwise, Brown adds. It also reveals how much of their life right now is aligned with their goals. That’s useful for them and you (especially if you’re already close to this person and want to support their goals).
4. What’s a small moment in your life that had a big impact on you?
Maybe it was a random conversation with a stranger that changed the way they see the world. Or perhaps it was a mental health walk in the park that led to a life-changing realization. These smaller moments don’t always get the attention they deserve but they often hold meaning, says Wright.
Though we’re all pretty quick to spout off our big milestones, those micro-moments can offer a deeper understanding of someone, Wright adds. You might learn more about how their day-to-day shapes their goals, what’s important to them, or how they’ve changed over time.
5. What is an activity that makes you lose track of time?
ICYMI, when you do something that you’re so deeply engaged with that you forget how much time has passed, that’s called flow, says Brown. Finding out what stuff brings them ~flow~ gives you an idea of the things that bring them joy. Maybe it’s writing or cooking or listening to a certain album, you may discover some common ground, Brown explains. If you both love an Ina Garten recipe, that might bring you closer or strengthen your bond. If their flow state is set off by something totally different than yours, that’s still great intel on who this person is and what lights them up.
6. What’s something you’ve recently learned about yourself?
This question is all about reflecting on personal growth—something that usually doesn’t come up in small talk. “It helps keep the conversation in the present moment and gives you insight into their journey of self-discovery,” Wright says. You might learn about their emotional growth, new perspectives, or life transitions, and whether they’re open to learning and evolving, she explains.
That could lead to a conversation about emotions, shifting priorities, or boundaries, Brown says. It lets you connect with who they are today, not who they were yesterday—and gives you the chance to do the same. But, hey, even if their answer is something like, “I learned I actually hate kale,” that’s something too!
7. What always makes you smile?
“This question might seem chill, but it's low-key deep,” Brown says. That’s because you’re learning more about what makes them happy. It could be a YouTube video, a meme, a hobby, a TV show, a ritual, or a memory, but, whatever it is, it lets you in on their sense of humor or where they find joy (or both).
That’s good information, and it’s also an easy way to connect. If it’s a memory they share, validating why they love it is a good way in. If you have a relatable story, you could share that too. If it’s a pop culture moment, you could even watch it together. Close relationships thrive on those small but significant moments, says Brown.
8. What do your most fulfilling connections feel like?
This question is great because it works in any kind of relationship—romantic, friendship, or even professional, says Brown. It helps you understand what someone truly values in their connections, beyond just surface-level traits. Do they want relationships that feel effortless and lighthearted? Do they thrive on deep, late-night talks? Or do they feel most connected through spontaneous plans?
If you’re already close, it can open up a conversation about how you show up for each other. If they say their strongest relationships make them feel supported and understood, you can ask, “How do you like people to support you?”
9. What’s something you’ve changed your mind about recently?
This question is all about exploring personal growth, flexibility, and self-awareness, says Wright. It opens the door to meaningful discussions about evolving beliefs, values, and perspectives. Plus, it reveals how open they are to change and how they approach life. “It’s helpful to know if someone can change their mind when presented with new information,” Wright adds. This question invites growth and connection, without making things awkward.
10. What kind of person do you hope to be in your relationships, and what helps you show up that way?
This question is all about self-awareness, says Brown. After all, most of us focus on what we want from others without stopping to think about how we participate in the relationship, he adds.
So, their answer could reveal qualities they're working on—like patience, communication, or being more spontaneous—and what might be holding them back, Brown adds. It’s a great way to get a peek into how someone sees themself and their interactions with others.
Wondermind does not provide medical advice, diagnosis, or treatment. Any information published on this website or by this brand is not intended as a replacement for medical advice. Always consult a qualified health or mental health professional with any questions or concerns about your mental health.
