Getting to know someone better requires more than just small talk. Whether you’re making a new friend, meeting a colleague, or exploring a romantic connection, asking the right questions to get to know someone can help you understand their personality, values, and interests.
In this guide, we’ll cover different categories of questions to ask to get to know someone, from casual conversations to deeper, more personal discussions.
Conversations often flow better when they’re guided by thoughtful questions. Instead of sticking to “yes” or “no” answers, good questions encourage storytelling, opinions, and personal insights. This not only helps break the ice but also builds stronger relationships.
These are perfect for new friendships, co-workers, or casual acquaintances.
What do you enjoy doing in your free time?
What’s your favorite book or TV show?
Do you prefer coffee or tea?
What’s one thing you’ve always wanted to try?
Where did you grow up?
👉 These good questions to get to know someone are easy to ask and open the door to further conversations.
When you want to keep things casual, use playful conversation starters.
If you could have dinner with any celebrity, who would it be?
What’s the weirdest food you’ve ever tried?
Do you believe in luck or fate?
If you won the lottery tomorrow, what’s the first thing you’d do?
What’s the most adventurous thing you’ve done?
These questions to ask someone to get to know them are great for keeping conversations enjoyable.
When you want to connect on a more meaningful level, deeper questions work best.
What motivates you in life?
What’s your biggest fear?
Who has had the biggest impact on your life?
What’s one lesson you’ve learned the hard way?
Do you believe people can truly change?
Asking deeper questions shows genuine interest and helps you understand someone’s values and mindset.
When dating or exploring a romantic connection, meaningful questions can strengthen emotional intimacy.
What’s your love language?
What’s your idea of a perfect date?
Do you prefer slow mornings or exciting nights out?
What qualities do you value most in a partner?
What does commitment mean to you?
These questions to ask to get to know someone romantically go beyond surface-level conversations and help you understand compatibility.
In professional settings, you’ll want questions that feel friendly yet respectful.
What inspired you to choose your career?
What’s the best advice you’ve received from a mentor?
Do you enjoy working remotely or in-office more?
What project has been your favorite so far?
How do you usually celebrate your achievements?
Listen actively—don’t just wait for your turn to speak.
Ask open-ended questions instead of yes/no ones.
Follow up with related questions to show genuine curiosity.
Keep the tone appropriate for the setting (casual, professional, or romantic).
Asking the right questions to get to know someone can transform ordinary conversations into meaningful connections. Whether you’re looking for good questions to get to know someone at work, fun conversation starters with friends, or deeper questions to ask to get to know someone romantically, having the right list at hand will help you connect on a personal level.
By showing curiosity and genuine interest, you’ll not only learn more about the other person but also create a stronger bond that lasts.
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